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Film-forming composition containing an antimicrobial agent and methods

Assignee: 3M Co
•
Filing: 1983-02-11
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Granted: 1985-09-17
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Expires: 2003-02-11
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Abstract

Abstract A dermatologically acceptable, film-forming composition which comprises a film-forming polymer and, as a broad spectrum antimicrobial agent, iodine which forms a complex with the film-forming polymer. The compositions when applied to skin from a fugitive solvent form a substantially water-insoluble, tack-free, flexible film which adheres to skin, releases the antimicrobial agent when the film is in contact with skin, and exhibits an elongation of at least about 150%. A method of using the composition is also described.

Inventors

  • 👤 John D. Dell

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 16:33
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/70; C08G18/72; A; A01; A01N; A01N59/00; A01N59/12; A61; A61L; A61L26/00; A61L26/0009; A61L26/0019; C08G18/08; C08G18/10; C08G18/12; Y; Y10; Y10S; Y10S602/00; Y10S602/904

Claims Analysis

Total Claims: 21
Claim 1
Independent Claim 274 words
A dermatologically acceptable, film-forming composition, comprising: (a) a film-forming polymer which is the reaction product of (i) a prepolymer having a plurality of isocyanate functionalities, said prepolymer being the reaction product of a polyisocyanate, a major amount of which by weight is diisocyanate, and an isocyanate-reactive compound having a plurality of functionalities selected from the group consisting of a hydroxy group, a primary amine group, a secondary amine group, a thiol group, and a combination of at least two of the foregoing, a major amount of said isocyanate-reactive compound being difunctional with respect to said functionalities contained therein; (ii) a polyvinylpyrrolidone polymer which is the free-radical polymerization reaction product of at least n-vinylpyrrolidone and a vinyl-functional compound; and (iii) a chain-extender for said prepolymer and said polyvinylpyrrolidone polymer, said chain-extender having a plurality of functionalities selected from the group consisting of a hydroxy group, a primary amine group, a secondary amine group, a thiol group, and a combination of at least two of the foregoing, a major amount of said chain-extender being difunctional with respect to said functionalities contained therein; said vinyl-functional compound being further characterized in that it contains a functionality having reactivity with said chain-extender which is substantially equivalent to reactivity of the isocyanate functionalities of said prepolymer with said chain-extender; and (b) as an antimicrobial agent, iodine which forms a complex with said film-forming polymer; said composition when applied to skin from a fugitive solvent being capable of forming a substantially water-insoluble, substantially tack-free, flexible film which adheres to skin, releases iodine, when said film is in contact with the skin, and exhibits an elongation of between about 150% and 1000%.
Claim 2
Dependent Claim 274 words
A dermatologically acceptable, film-forming composition, comprising: (a) a film-forming polymer which is the reaction product of (i) a prepolymer having a plurality of isocyanate functionalities, said prepolymer being the reaction product of a polyisocyanate, a major amount of which by weight is diisocyanate, and an isocyanate-reactive compound having a plurality of functionalities selected from the group consisting of a hydroxy group, a primary amine group, a secondary amine group, a thiol group, and a combination of at least two of the foregoing, a major amount of said isocyanate-reactive compound being difunctional with respect to said functionalities contained therein; (ii) a polyvinylpyrrolidone polymer which is the free-radical polymerization reaction product of at least n-vinylpyrrolidone and a vinyl-functional compound; and (iii) a chain-extender for said prepolymer and said polyvinylpyrrolidone polymer, said chain-extender having a plurality of functionalities selected from the group consisting of a hydroxy group, a primary amine group, a secondary amine group, a thiol group, and a combination of at least two of the foregoing, a major amount of said chain-extender being difunctional with respect to said functionalities contained therein; said vinyl-functional compound being further characterized in that it contains a functionality having reactivity with said chain-extender which is substantially equivalent to reactivity of the isocyanate functionalities of said prepolymer with said chain-extender; and (b) as an antimicrobial agent, iodine which forms a complex with said film-forming polymer; said composition when applied to skin from a fugitive solvent being capable of forming a substantially water-insoluble, substantially tack-free, flexible film which adheres to skin, releases iodine, when said film is in contact with the skin, and exhibits an elongation of between about 150% and 1000%.
Claim 3
Dependent Claim 58 words
A composition in accordance with claim 1, wherein said prepolymer is the reaction product of a diisocyanate with an isocyanate-reactive compound selected from the group consisting of a diol having a molecular weight of between about 750 and 2500 and a diamine having two primary amine groups and having a molecular weight of between about 750 and 2500.
Claim 4
Dependent Claim 37 words
A composition in accordance with claim 2, wherein said isocyanate-reactive compound is a diol which is selected from the group consisting of a polyether diol and a polyester diol and wherein said diisocyanate is an aliphatic diisocyanate.
Claim 5
Dependent Claim 24 words
A composition in accordance with claim 1, wherein said polyvinylpyrrolidone polymer is the free-radical-polymerization reaction product of n-vinylpyrrolidone and an isocyanate-functional acrylate or methacrylate.
Claim 6
Dependent Claim 32 words
A composition in accordance with claim 4, wherein said polyvinylpyrrolidone polymer is prepared from said n-vinylpyrrolidone and said isocyanate-functional acrylate or methacrylate in a weight ratio of from about 99:1 to 90:10.
Claim 7
Dependent Claim 22 words
A composition in accordance with claim 1, wherein said polyvinylpyrrolidone polymer is the free-radical-polymerization reaction product of n-vinylpyrrolidone and a vinyl-functional azlactone.
Claim 8
Dependent Claim 30 words
A composition in accordance with claim 6, wherein said polyvinylpyrrolidone polymer is prepared from said n-vinylpyrrolidone and said vinyl-functional azlactone in a weight ratio of from about 99:1 to 90:10.
Claim 9
Dependent Claim 27 words
A composition in accordance with claim 1, wherein said chain-extender is selected from the group consisting of a diamine having two primary amine groups and a diol.
Claim 10
Dependent Claim 28 words
A composition in accordance with claim 8, wherein said chain-extender is selected from the group consisting of an aliphatic diamine having two primary amine groups and a diol.
Claim 11
Dependent Claim 67 words
A composition in accordance with claim 1, wherein the weight ratio of the amount of the polyvinylpyrrolidone polymer employed to the amount of the prepolymer employed in preparing said film-forming polymer is from about 2:98 to 20:80 and said chain-extender is employed in the amount of about 0.4 to 1 equivalents per equivalent of the sum total of reactive functionality of said prepolymer and said polyvinylpyrrolidone polymer.
Claim 12
Dependent Claim 37 words
A composition in accordance with claim 10, wherein the weight ratio of the amount of the polyvinylpyrrolidone polymer employed to the amount of the prepolymer employed in preparing said film-forming polymer is from about 5:95 to 15:85.
Claim 13
Dependent Claim 37 words
A composition in accordance with claim 11, wherein the weight ratio of the amount of the polyvinylpyrrolidone polymer employed to the amount of the prepolymer employed in preparing said film-forming polymer is from about 7:93 to 12:88.
Claim 14
Dependent Claim 28 words
A composition in accordance with claim 1, further comprising an alcohol selected from the group consisting of ethanol and isopropanol, said film-forming polymer being dissolved in said alcohol.
Claim 15
Dependent Claim 44 words
A composition in accordance with claim 1, wherein said composition when applied to skin from a fugitive solvent is capable of forming a film which exhibits a tensile strength of at least about 1500 psi and an elongation of between about 150% and 1000%.
Claim 16
Dependent Claim 44 words
A composition in accordance with claim 1, wherein said composition when applied to skin from a fugitive solvent is capable of forming a film which exhibits a tensile strength of at least about 2000 psi and an elongation of between about 200% and 1000%.
Claim 17
Dependent Claim 44 words
A composition in accordance with claim 1, wherein said composition when applied to skin from a fugitive solvent is capable of forming a film which exhibits a tensile strength of at least about 2500 psi and an elongation of between about 250% and 1000%.
Claim 18
Dependent Claim 33 words
A method of promoting asepsis on mammalian skin, comprising the steps of: (a) applying to said skin said composition of claim 1; and (b) allowing said composition to dry to form said film.
Claim 19
Dependent Claim 24 words
The method in accordance with claim 17, wherein said film is peeled substantially intact from said skin once the need for asepsis has discontinued.
Claim 20
Dependent Claim 26 words
The method in accordance with claim 17, wherein said film is removed from said skin using a remover solution once the need for asepsis has discontinued.
Claim 21
Dependent Claim 22 words
The method in accordance with claim 17, wherein said film is allowed to wear off once the need for asepsis has discontinued.

References Cited (Backward Citations)

DE2827450A1 Cited
US4145514A Cited
US4374969A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-09-16 1989-03-18 1989-09-17 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-09-16 1993-03-18 1993-09-17 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-09-16 1997-03-18 1997-09-17 $7700.00 Window Closed / Lapsed

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