US4614787A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Drug dispensing wound dressing
Assignee: Thermo Fisher Scientific Inc
•
Filing: 1984-11-13
•
Granted: 1986-09-30
•
Expires: 2004-11-13
Abstract
Abstract The disclosed wound dressings have a drug dispersed throughout a polyurethane matrix that is the reaction product of: (A) An isocyante terminated prepolymer formed by reaction of isophorone diisocyanate and a macroglycol and (B) a monomer containing hydroxyl and vinyl groups. The reaction product is a vinyl terminated polyurethane oligomer which is liquid at room temperature and which may be readily admixed with a pharmacoactive substance and a photosensitizer, formed into a film and cured by exposure to UV light without release of heat. In the most preferred embodiments the foregoing oligomer is codissolved in an organic solvent with a polyurethane polymer which is the reaction product of: dicyclohexyl methane diisocyanate; a polytetramethylene ether polyol having a molecular weight in the range of 1000-3000 daltons; and 1,4-butane diol. That solution is then admixed with the pharmacoactive agent, formed into a film and cured.
Inventors
- 👤 Michael Szycher
- 👤 Donald J. Dempsey
- 👤 Jonathan L. Rolfe
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 13:45
CPC Classifications
A; A61; A61L; A61L15/00; A61L15/16; A61L15/42; A61L15/44; A61L15/22; A61L15/26; A61F; A61F13/00; A61F13/15; A61F13/53; A61F2013/530007; A61L2300/00; A61L2300/40; A61L2300/402; A61L2300/404; A61L2300/41; A61L2300/418
Claims Analysis
Total Claims: 37
Claim 1
Independent Claim
45 words
A wound dressing comprising a drug-dispensing elastomeric film, said film comprising: A. A cured reaction product consisting essentially of: (1) isophorone diisocyanate; (2) a macroglycol; and (3) a monomer containing hydroxyl and vinyl groups; and B. a pharmacoactive agent dispersed through said cured reaction product.
Claim 2
Dependent Claim
45 words
A wound dressing comprising a drug-dispensing elastomeric film, said film comprising: A. A cured reaction product consisting essentially of: (1) isophorone diisocyanate; (2) a macroglycol; and (3) a monomer containing hydroxyl and vinyl groups; and B. a pharmacoactive agent dispersed through said cured reaction product.
Claim 3
Dependent Claim
21 words
The cured wound dressing of claim 1 wherein the repeating molecular units of said film are cross-linked through terminal vinyl groups.
Claim 4
Dependent Claim
22 words
The wound dressing of claim 1 wherein said film has been cured by incorporation of a photosensitizer and exposure to ultraviolet light.
Claim 5
Dependent Claim
87 words
The wound dressing of claim 1 wherein said reaction product is formed by: (a) reacting said isophorone diisocyanate and said macroglycol together in the presence of a catalyst to form an isocyanate terminated prepolymer; (b) reacting said prepolymer with said monomer containing hydroxyl and vinyl groups to form an ultraviolet-curable, vinyl terminated polyurethane oligomer; (c) admixing said oligomer with the pharmacoactive agent to form an UV-curable homogeneous blend; (d) forming the UV-curable homogeneous mixture into a film; and (e) curing said film by exposure to ultraviolet light.
Claim 6
Dependent Claim
27 words
The wound dressing of claim 4 wherin said macroglycol is polypropylene glycol having a number average molecular weight of 500-5000 daltons and said monomer is hydroxyethyl methacrylate.
Claim 7
Dependent Claim
23 words
The wound dressing of claim 4 wherein said film contains 1-10 wt. % of said drug, based on the weight of said oligomer.
Claim 8
Dependent Claim
25 words
The wound dressing of claim 4 wherein said drug is selected from the group consisted of coagulants, antibiotics, antifungals, topical anesthetics, anti-inflammatories and mixtures thereof.
Claim 9
Dependent Claim
21 words
The wound dressing of claim 4 further comprising a coating of a pressure sensitive adhesive on one surface of said film.
Claim 10
Dependent Claim
14 words
The wound dressing of claim 4 wherein a photoinitiator is admixed with said oligomer.
Claim 11
Dependent Claim
24 words
The wound dressing of claim 9 wherein said photoinitiator is selected from the group consisting of diacetoxyacetobenzophenone, benzophenone, diethoxyacetophenone 4-morpholine benzophenone, 4-aminobenzophenone and 4'-methoxyacetophenone.
Claim 12
Dependent Claim
17 words
The wound dressing of claim 4 wherin said film further comprises at least one non-reactive thixotropic agent.
Claim 13
Dependent Claim
23 words
The wound dressing of claim 11 wherein said non-reactive thixotropic agent is selected from the group consisting of pyrogenic silica and bentonite clays.
Claim 14
Dependent Claim
57 words
The wound dressing of claim 4 wherein the vinyl terminated oligomer is co-dissolved with a polyurethane polymer which is the reaction product of: (d) dicyclohexyl methane diisocyanate; (e) a polytetramethylene ether polyol having a number average molecular weight in the range of 1000-3000 Daltons; and (f) 1,4-butane diol; and the resulting solution is formed into said film.
Claim 15
Dependent Claim
28 words
The wound dressing of claim 13 wherein said film contains 80-99 parts by weight of said vinyl terminated oligomer and 1-20 parts by weight of said polyurethane polymer.
Claim 16
Dependent Claim
19 words
The wound dressing of claim 13 further comprising a textile fabric, said film being formed on said textile fabric.
Claim 17
Dependent Claim
52 words
The wound dressing of claim 15 wherein said textile fabric is first coated with a polyurethane polymer that is the reaction product of: dicyclohexyl methane diisocyanate; a polytetramethylene ether polyol having a number average molecular weight in the range of 1000-3000 Daltons; and 1,4-butane diol and then coated with said solvent solution.
Claim 18
Dependent Claim
21 words
The wound dressing of claim 16 further comprising a coating of a pressure sensitive adhesive on one surface of said film.
Claim 19
Dependent Claim
17 words
The wound dressing of claim 13 wherin said film further comprises at least one non-reactive thixotropic agent.
Claim 20
Dependent Claim
23 words
The wound dressing of claim 18 wherein said non-reactive thixotropic agent is selected from the group consisting of pyrogenic silica and bentonite clays.
Claim 21
Dependent Claim
104 words
A process for forming a drug-dispensing wound dressing comprising: (1) preparing a reaction product consisting essentially of isophorone diisocyanate, a macroglycol and a monomer containing hydroxyl and vinyl groups by reacting (a) isophorone diisocyanate and (b) a macroglycol in the presence of a catalyst to form an isocyanate terminated prepolymer and reacting said prepolymer with (c) a monomer containing hydroxyl and vinyl groups to form an ultraviolet-curable, vinyl terminated polyurethane liquid oligomer; (2) admixing said vinyl terminated oligomer with a drug to form an UV-curable mixture; (3) forming the UV-curable mixture into a film; and (4) curing said film by exposure to ultraviolet light.
Claim 22
Dependent Claim
104 words
A process for forming a drug-dispensing wound dressing comprising: (1) preparing a reaction product consisting essentially of isophorone diisocyanate, a macroglycol and a monomer containing hydroxyl and vinyl groups by reacting (a) isophorone diisocyanate and (b) a macroglycol in the presence of a catalyst to form an isocyanate terminated prepolymer and reacting said prepolymer with (c) a monomer containing hydroxyl and vinyl groups to form an ultraviolet-curable, vinyl terminated polyurethane liquid oligomer; (2) admixing said vinyl terminated oligomer with a drug to form an UV-curable mixture; (3) forming the UV-curable mixture into a film; and (4) curing said film by exposure to ultraviolet light.
Claim 23
Dependent Claim
22 words
The process of claim 20 wherein a photoinitiator is admixed with said oligomer and wherein said curing is at approximately room temperature.
Claim 24
Dependent Claim
26 words
The process of claim 20 wherein said macroglycol is polypropylene glycol having a number average molecular weight of 500-5000 daltons and said monomer is hydroxyethyl methacrylate.
Claim 25
Dependent Claim
23 words
The process of claim 20 wherein said drug is added in an amount 1-10% by weight, based on the weight of said oligomer.
Claim 26
Dependent Claim
24 words
The process of claim 20 wherein said drug is selected from the group consisting of coagulants, antibiotics, antifungals, topical anesthetics, anti-inflammatories and mixtures thereof.
Claim 27
Dependent Claim
18 words
The process of claim 20 further comprising coating one surface of said film with a pressure sensitive adhesive.
Claim 28
Dependent Claim
23 words
The process of claim 21 wherein said photoinitiator is selected from the group consisting of diacetoxyacetobenzophenone, benzophenone, diethoxyacetophenone, 4-morpholine benzophenone, 4-aminobenzophenone and 4'-methoxyacetophenone.
Claim 29
Dependent Claim
17 words
The process of claim 21 further comprising mixing said oligomer with at least one non-reactive thixotropic agent.
Claim 30
Dependent Claim
22 words
The process of claim 27 wherein said non-reactive thixotropic agent is selected from the group consisting of pyrogenic silica and bentonite clays.
Claim 31
Dependent Claim
27 words
A process in accordance with claim 20 wherein said vinyl terminated oligomer is dissolved in an organic solvent and the drug is admixed in said solvent solution.
Claim 32
Dependent Claim
49 words
A process in accordance with claim 29 wherein the vinyl terminated oligomer is co-dissolved with a polyurethane polymer which is the reaction product of: (d) dicyclohexyl methane diisocyanate; (e) a polytetramethylene ether polyol having a number average molecular weight in the range of 1000-3000 daltons; and (f) 1,4-butane diol.
Claim 33
Dependent Claim
26 words
The process of claim 30 wherein 80-99 parts by weight of said vinyl terminated oligomer are codissolved with 1-20 parts by weight of said polyurethane polymer.
Claim 34
Dependent Claim
27 words
The process of claim 30 wherein said monomer is hydroxyethyl methacrylate and said macroglycol is a polypropylene glycol having a number average molecular weight of 500-3000 daltons.
Claim 35
Dependent Claim
24 words
The process of claim 30 further comprising providing a textile fabric and coating said textile fabric with said solvent solution to form said film.
Claim 36
Dependent Claim
51 words
The process of claim 33 wherin said textile fabric is first coated with a polyurethane polymer that is the reaction product of: dicyclohexyl methane diisocyanate; a polytetramethylene ether polyol having a number average molecular weight in the range of 1000-3000 daltons; and 1,4-butane diol and then coated with said solvent solution.
Claim 37
Dependent Claim
28 words
A process in accordance with claim 20 wherein a sufficient amount of (c) is added so that only compounds with number average molecular weights of 1500-5000 are present.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1989-09-29 | 1990-03-31 | 1990-09-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-09-29 | 1994-03-31 | 1994-09-30 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-09-29 | 1998-03-31 | 1998-09-30 | $7700.00 | Window Closed / Lapsed |