US2693438A - Preformed, nonadherent films for application to open lesions - Google Patents

Preformed, nonadherent films for application to open lesions Download PDF

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US2693438A
US2693438A US212025A US21202551A US2693438A US 2693438 A US2693438 A US 2693438A US 212025 A US212025 A US 212025A US 21202551 A US21202551 A US 21202551A US 2693438 A US2693438 A US 2693438A
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polyvinyl alcohol
film
water
hydrolyzed
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William C Ward
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Warner Chilcott Pharmaceuticals Inc
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Norwich Pharmacal Co
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
    • A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
    • A61L15/22—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons containing macromolecular materials
    • A61L15/24—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds; Derivatives thereof
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S260/00—Chemistry of carbon compounds
    • Y10S260/47—Poisons, foods, or pharmaceuticals
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S424/00—Drug, bio-affecting and body treating compositions
    • Y10S424/13—Burn treatment

Definitions

  • the dressings which have been applied thereto to supply medication or to serve as a protection against infection have frequently interfered with the rapid healing of the Wound.
  • an ordinary dressing is applied to a moist lesion, the scab or granulation tissue formed at the surface of the lesion frequently becomes incorporated with the dressing so that the scab or new skin forming during the healing process may be pulled away when the dressing is removed, causing secondary hemorrhage.
  • a soft, pliant film which can be applied evenly to the surface of a moist lesion, and which will not irritate the lesion or become incorporated with a scab or granulation tissue formed therein, by modifying a quantity of solid watersoluble polyvinyl alcohol with a much larger quantity of an appropriate plasticizing agent and a quantity of water.
  • the film so formed also possesses sufiicient coherence to provide a resilient support when used as a dressing and to permit of its being molded to conform with the contour of a part of the body, such as a hand.
  • the film can be sterilized before use by autoclaving in known manner Without sacrifice of its qualities of softness and pliancy and, when it is applied to a moist, open lesion, there is produced between the wound tissue and the outer dressing a continuous liquid phase which prevents the outer dressing from adhering or becoming stuck to the wound tissue in such a manner that the wound might be further traumatized upon removal of the dressing.
  • I may incorporate in the non-adherent film a chemotherapeutic agent which is slowly released from the film in a form in which it is miscible with the body fluids in an effective quantity, thereby obviating the necessity for frequent changes of the dressing of a wound which requires medication. It is a further and important feature of my invention that the soft, pliant, non-adherent film can be reinforced by embedding a textile material in the outer surface thereof.
  • a preformed, non-adherent film prepared in accordance with my invention comprises about 3 parts of a polyvinyl alcohol of a grade which is at least 76% hydrolyzed and is preferably of a grade which is about 98.5100% hydrolyzed, and about 30 to about 35 parts of a plasticizing agent consisting of polyethylene glycol having a molecular weight between about 200 and about 400, or propylene glycol or a mixture of the two and about 4 parts at least of water.
  • a plasticizing agent consisting of polyethylene glycol having a molecular weight between about 200 and about 400, or propylene glycol or a mixture of the two and about 4 parts at least of water.
  • the film is ordinarily cast in the form of iiat strips or sheets which may be cut into strips. However, it can, if desired, be molded in the form of a glove, for instance, which can then be used as a dressing for a serious burn ov of the hand and fingers.
  • Fig. l is a transverse section, greatly enlarged, of a portion of reinforced film embodying my invention
  • Fig. 2 is an enlarged plan view of a piece of reinforced film embodying my invention.
  • Fig. 3 is a perspective View of a non-adherent film embodying my invention and molded to fit over a human hand.
  • polyvinyl alcohol which can be used in the practice of my invention.
  • the one which I prefer to use is marketed by E. I. du Pont de Nemours & Company under the trade name Elvanol 72-51 and is a grade which is 98.5-100% hydrolyzed, i. e., it contains not more than about 1.5% of non-hydrolyzed polyvinyl acetate.
  • the chemotherapeutic agents with which I obtain the best results in preparing a medicated film in accordance with my invention are the antibacterially active nitrofurans, and the one which I prefer to use is 5-nitro-2- furaldehyde semicarbazone (U. S. Patent No. 2,416,234).
  • antibacterially active nitrofurans which can be used are those referred to in U. S. Patents Nos. 2,416,233; 2,416,235; 2,416,236; 2,416,237; 2,416,238 and 2,416,239.
  • Many of these nitrofurans, including 5nitro -furaldehyde semicarbazone are only slightly soluble in water.
  • plasticizers which I use to modify polyvinyl alcohol in the preparation of my film are capable of dissolving an effective dosage of an antibacterially active nitrofuran.
  • plasticizers are miscible with water and, in the presence of aqueous media, they and the nitrofuran dissolved therein are very slowly extracted from the film. Consequently, when my medicated film is used as a surgical dressing for a moist lesion, an effective dosage of the nitrofuran is extracted from the film and is mixed with the body fiuids where it exerts its chemotherapeutic action in combating infections over an extended period of time.
  • Theplasticizer which l prefer to use in the practice of my invention consists of a mixture of propylene glycol and polyethylene glycol which is liquid at normal room temperatures. Polyethylene glycol whose average molecular weight is around 300 gives excellent results. However, it is not essential that a mixture of those glycols be used. Propylene glycol alone or a liquid polyethylene glycol alone, if used in sufficient quantities, provides a satisfactory lm. Of the two, I prefer the polyethylene glycol for, when used alone, it has a greater solvent capacity for the nitrofurans than does propylene glycol when used alone.
  • the polyvinyl alcohol is dissolved in water by heating to -90" C. and stlrrmg.
  • the propylene glycol and polyethylene glycol are then mixed and added to the aqueous polyvmyl alcohol solution. This mixture is then spread upon a drymg pan and placed in an oven with circulating air held at a temperature of approximately 50 C. for
  • Example 2 (Medicated film) l Parts Polyvinyl alcohol (Elvanol 72-51) 3.0 Propylene glycol 20.0 Polyethylene glycol (average molecular weight 300)- 15.0 5,-nitro-2-furaldeh3f'de semicarbazone 0.1 Water 61.9
  • nitrofuran is dissolved in the propylene glycol and polyethylene glycol and this is then added to an aqueous solution of polyvinyl alcohol prepared as described above in Example 1.
  • the mixture is then spread upon a drying pan and placed in an oven with circulating air at a temperature of about 50 C. for 12 hours, when the pan is removed and the film is stripped therefrom.
  • the concentration of nitrofuran due to the drying and loss of volatile portions of the original mixv isl in the neighborhood of 1:300. This concentration of nitrofuran is sufficient to allow a high antibacterial effect.
  • any of the other antibacterially active nitrofurans which are referredA to above may replace -nitro-2-furaldehyde semicarbazone.
  • Example 3 Parts,l Polyvinyl alcohol (Elvanol 31-31) 3.0 Propylene glycol 20.0 Polyethylene glycol (average molecular weight 300)- 15.0 Water 62.0
  • Example 4 Parts i Polyvinyl alcohol (Elvanol 51-05) 3.0 Polyethylene glycol (average molecular weight 3 00)- 30.0
  • Example 5 Parts Polyvinyl alcohol (Elvanol 54-22) 3 Propylene glycol Water The polyvinyl alcohol is dissolved in Water-by heating to 85-90 C. and the propylene glycol is then added t0 this solution after which it is dried to form a film as described in Example 1. In preparing a medicated film according to this example, about 0.1 part of an antibacterially active nitrofuran is dissolved in the propylene glycol before that substance is admixed with the aqueous polyvinyl alcohol solution.
  • Example 6 The bottom of the drying pan is covered with a single thickness of strips or a sheetof thin gauze (about 44 threads per in.).
  • An aqueous solution of polyvinyl alcohol With which a large quantity of plasticizer has been admixed, and which may contain an antibacterially active nitrofuran as described in any of the preceding examples, is then poured over this gauze and the drying pan is placed in an oven and heated at 50-55 C. for a period of approximately 5 hours, at the end of which time it will be found that the strips or sheet of gauze will be embedded in the lower surface of the film.
  • the reinforced film is then removed from the tray and cut into strips as desired. Such a reinforced strip is illustrated in Figs.
  • the soft, non-adherent film is indicated at 5 and the gauze which reinforces it isiindicated at 6.
  • the face in which the gauze 6 is embedded forms the outer surface of the dressing.
  • the gauze is thus insulated from the wound by the non-adherent film which prevents the gauze from sticking to the wound.
  • Example 7 A mixture of plasticizer, which may have an antibacterially active nitrofuran dissolved therein, is added to an aqueous solution of polyvinyl alcohol as described in any of Examples l and 2. This mixture is then applied to the outer smooth surface of a form shaped to conform to one of the parts of the human body, such as a hand. The coated form is then placed in an oven and heated at 50-55 C. for a period of approximately 5 hours. At the end of this period it will be found that the form is covered with a film which can be stripped therefrom and which resembles a glove, as illustrated in Fig. 3 of the drawings. A film which has been formed in this, manner can be used as a glove to cover the hand for example, and forms a very effective surgical dressing for a part of the body which cannot be easily covered by the. surgical dressings which have been used in the past.
  • a pliant, non-adherent film adapted for use as a surgical dressing and containing about 3 parts of polyvinyl alcohol or' ⁇ a grade which is at least 76% hydrolyzed, about 15 parts of propylene glycol, about 15 parts of p olyethylenegtycol having an average molecular weight between about 200 and 400 which is liquid at normal room temperatures, and about 4 parts of Water.
  • a priant, non-adherent film adapted for use as a surgical dressing and containing about 3 parts of polyvinyl alcohol or' a grade which is at least 76% hydrolyzed, about 30 parts of polyethylene glycol having an average molecular Weight between about 200 and 400 whichv is liquid at normal room temperatures, and about 4 parts of water.
  • a pliant, non-adherent film adapted for use as a surgical dressing and containing about 3 parts of polyvinyl alcohol or' a grade which is at least 76% hydrolyzed, ⁇ about 30 parts of propylene glycol, and about 4 partsof water.
  • a pliant, non-adherent film adapted for use as a surgical dressing and containing about 3 parts of polyvinyl alcohol or a grade which is at least 98.5% hydrolyzed, about 30 parts of a plasticizer therefor comprised of a mixture of propylene glycol and polyethylene glycol havmg an average molecular weight between about 200 and 400 which 1s liquid at normal room temperatures, and about 4 parts of water.
  • a pliant, non-adherent film adapted for use as a surgical dressing and containing about 3 parts of polyvinyl alcohol of a grade which is at least 98.5% hydrolyzed, about 15 parts of propylene glycol, about 15 parts of polyethylene glycol having an average molecular Weight of 300, and about 4 parts of Water.
  • a pliant, non-adherent film adapted for use as a surgical dressing and containing about 3 parts of polyvinyl alcohol of a grade which is at least 76% hydrolyzed, about 30 parts of a plasticizer therefor comprised of a mixture of propylene glycol and polyethylene glycol having an average molecular weight between about 200 and 400 which is liquid at normal room temperatures, about 4 parts of water, and a chemotherapeutic agent.
  • a pliant, non-adherent film adapted for use as a surgical dressing and containing about 3 parts of polyvinyl alcohol of a grade which is at least 76% hydrolyzed, about 30 parts of a plasticizer therefor comprised of a mlxture of propylene glycol and polyethylene glycol having an average molecular weight between about 200 and 400 which is liquid at room temperatures, about 4 parts of water, and about 0.1 part of an antibacterially active nitrofuran.
  • a pliant, non-adherent film adapted for use as a surgical dressing and containing about 3 parts of polyvinyl alcohol of a grade which is at least 76% hydrolyzed, about 30 parts of a plasticizer therefor comprised of a mixture of propylene glycol and polyethylene glycol having an average molecular weight between about 200 and 400 which is liquid at normal room temperatures, about 4 parts of water, and about 0.1 part of 5-nitro-2- furaldehyde semicarbazone.
  • a surgical dressing comprising a pliant, non-adherent film containing about 3 parts of polyvinyl alcohol of a grade which is at least 76% hydrolyzed, about 30 parts of a plasticizer therefor comprised of propylene glycol and polyethylene glycol having an average molecular weight between about 200 and 400 which is liquid at normal room temperatures and about 4 parts of water, and having a reinforcing fabric embedded in one of its surfaces.
  • a surgical dressing comprising a pliant, non-adherent film containing about 3 parts of polyvinyl alcohol of a grade which is at least 76% hydrolyzed, about 15 parts of propylene glycol, about parts of polyethylene glycol having an average molecular weight between about 200 and 400 which is liquid at normal room temperatures and about 4 parts of water, and having a reinforcing fabric embedded in one of its surfaces.
  • a surgical dressing comprising a pliant, non-adherent iilm containing about 3 parts of polyvinyl alcohol of a grade which is at least 98.5% hydrolyzed, about 30 parts of a plasticizer therefor comprised of a mixture of propylene glycol and polyethylene glycol having an average molecular weight between about 200 and 400 which is liquid at normal room temperatures and about 4 parts water, and having a reinforcing fabric embedded in one of its surfaces.
  • a surgical dressing comprising a pliant, non-adherent film containing about 3 parts of polyvinyl alcohol of a grade which is at least 98.5% hydrolyzed, about 15 parts of propylene glycol, about 15 parts of polyethylene glycol whose average molecular weight is about 300 and about 4 parts of water, and having a reinforcing fabric embedded in one of its surfaces.
  • a surgical dressing comprising a pliant, non-adherent film having a reinforcing fabric embedded in one of its surfaces and containing about 3 parts of polyvinyl alcohol of a grade which is at least 76% hydrolyzed, about 30 parts of a plasticizer therefor comprised of a mixture of propylene glycol and polyethylene glycol having an average molecular weight between about 200 and 400 which is liquid at normal room temperatures, about 4 parts of water, and a chemotherapeutic agent.
  • a surgical dressing comprising a pliant, non-adherent film having a reinforcing fabric embedded in one of its surfaces and containing about 3 parts of polyvinyl alcohol of a grade which is at least 76% hydrolyzed, about 30 parts of a plasticizer therefor comprised of a mixture of propylene glycol and polyethylene glycol having an average molecular weight between about 200 and 400 which is liquid at normal room temperatures, about 4 parts of water, and about 0.1 part of an antibacterially active nitrofuran.
  • a surgical dressing comprising a pliant, non-adherent film having a reinforcing fabric embedded in one of its surfaces and containing about 3 parts of polyvinyl alcohol of a grade which is at least 76% hydrolyzed, about 30 parts of a plasticizer therefor comprised of a mixture of propylene glycol and polyethylene glycol having an average molecular weight between about 200 and 400 which is liquid at normal room temperatures, about 4 parts of water, and about 0.1 part of 5-nitro-2-fnraldehyde semicarbazone.
  • a surgical dressing comprising a pliant, non-adherent film formed to lit the surface of a part of the human body and containing about 3 parts of polyvinyl alcohol of a grade which is at least 98.5% hydrolyzed, about 30 parts of a plasticizer therefor comprised of a mixture of propylene glycol and polyethylene glycol having an average molecular weight between about 200 and 400 which is liquid at normal room temperatures, and about 4 parts of water.
  • a surgical dressing comprising a pliant, non-adherent film formed in the shape of a glove to fit over the surface of a human hand and containing about 3 parts of polyvinyl alcohol of a grade which is at least 98.5% hydrolyzed, about 30 parts of a plasticizer therefor cornprised of a mixture of propylene glycol and polyethylene glycol having an average molecular weight between about 200 and 400 which is liquid at normal room temperatures, and about 4 parts of water.
  • a surgical dressing comprising a pliant, non-adherent film formed to fit over the surface of a part of the human body and containing about 3 parts of polyvinyl alcohol of a grade which is at least 98.5% hydrolyzed, about 30 parts of a plasticizer therefor comprised of a mixture of propylene glycol and polyethylene glycol having an average molecular weight between about 200 and 400 which is liquid at normal room temperatures, about 4 parts of water, and a chemotherapeutic agent.
  • a surgical dressing comprising a pliant, non-adherent lm formed to fit over the surface of a part of the human body and containing about 3 parts of polyvinyl alcohol of a grade which is at least 98.5% hydrolyzed, about 15 parts of propylene glycol, about 15 parts of polyethylene glycol whose molecular weight is about 300, about 4 parts of water, and about 0.1 part of 5nitro Z-furaldehyde semicarbazone.

Description

Nov. 2, 1954 w. c. WARD 2,693,438
PREFORMED, NONADHERNT FILMS FOR APPLICATION TO OPEN LESIONS Fi1ed Feb. 21, 1951 PREFORMED, NONADHERENT FILMS FOR APPLICATION TO OPEN LESIONS William C. Ward, Norwich, N. Y., assignor, by mesue assignments, to The Norwich Pharmacal Company, Norwich, N. Y., a corporation of New York Application February 21, 1951, Serial No. 212,025 20 Claims. (Cl. 167-84) This invention relates to surgical dressings and aims to provide an improved preformed, non-adherent fihn for application to open lesions.
In the past treatment of open lesions such as are caused by burns, wounds and the like, the dressings which have been applied thereto to supply medication or to serve as a protection against infection have frequently interfered with the rapid healing of the Wound. When an ordinary dressing is applied to a moist lesion, the scab or granulation tissue formed at the surface of the lesion frequently becomes incorporated with the dressing so that the scab or new skin forming during the healing process may be pulled away when the dressing is removed, causing secondary hemorrhage.
A further disadvantage of past dressings has resulted from the fact that when a medicament has been required in the treatment of an open lesion, it has been necessary to apply a fresh dressing to the lesion at frequent intervals, usually as often as at least once each day to replenish the medicament, resulting in disturbance and irritation of the lesion. Attempts have been made to overcome these disadvantages which are inherent in ordinary surgical dressings through the use of non-fibrous films. However, such films have been so stiff and harsh that they could not conform evenly to the surface of the lesion and they have had an irritating effect thereon which was not conducive to speedy healing.
I have discovered that it is possible to prepare a soft, pliant film which can be applied evenly to the surface of a moist lesion, and which will not irritate the lesion or become incorporated with a scab or granulation tissue formed therein, by modifying a quantity of solid watersoluble polyvinyl alcohol with a much larger quantity of an appropriate plasticizing agent and a quantity of water. The film so formed also possesses sufiicient coherence to provide a resilient support when used as a dressing and to permit of its being molded to conform with the contour of a part of the body, such as a hand. The film can be sterilized before use by autoclaving in known manner Without sacrifice of its qualities of softness and pliancy and, when it is applied to a moist, open lesion, there is produced between the wound tissue and the outer dressing a continuous liquid phase which prevents the outer dressing from adhering or becoming stuck to the wound tissue in such a manner that the wound might be further traumatized upon removal of the dressing.
It is a particular feature of my invention that I may incorporate in the non-adherent film a chemotherapeutic agent which is slowly released from the film in a form in which it is miscible with the body fluids in an effective quantity, thereby obviating the necessity for frequent changes of the dressing of a wound which requires medication. It is a further and important feature of my invention that the soft, pliant, non-adherent film can be reinforced by embedding a textile material in the outer surface thereof.
A preformed, non-adherent film prepared in accordance with my invention comprises about 3 parts of a polyvinyl alcohol of a grade which is at least 76% hydrolyzed and is preferably of a grade which is about 98.5100% hydrolyzed, and about 30 to about 35 parts of a plasticizing agent consisting of polyethylene glycol having a molecular weight between about 200 and about 400, or propylene glycol or a mixture of the two and about 4 parts at least of water. When the film is designed for treatment of a lesion requiring medication, about 0.1 part of an antibacterial nitrofuran is incorporated therein.
2,693,438 Patented Nov. 2, 1954 The film is ordinarily cast in the form of iiat strips or sheets which may be cut into strips. However, it can, if desired, be molded in the form of a glove, for instance, which can then be used as a dressing for a serious burn ov of the hand and fingers.
In order that my invention will be clear to those skilled in the art, I will describe the mode of practicing it which I now prefer with reference to the accompanying drawings in which:
Fig. l is a transverse section, greatly enlarged, of a portion of reinforced film embodying my invention;
Fig. 2 is an enlarged plan view of a piece of reinforced film embodying my invention; and
Fig. 3 is a perspective View of a non-adherent film embodying my invention and molded to fit over a human hand.
At the present time there are four different commercial grades of polyvinyl alcohol which can be used in the practice of my invention. The one which I prefer to use is marketed by E. I. du Pont de Nemours & Company under the trade name Elvanol 72-51 and is a grade which is 98.5-100% hydrolyzed, i. e., it contains not more than about 1.5% of non-hydrolyzed polyvinyl acetate. The other polyvinyl alcohols which can be used in the practice of my invention are also marketed by the Du Pont Company under the trade names Elvanol 51-05 (a grade which is 86-89% hydrolyzed), Elvanol 54-22 (a grade which is 9l-93% hydrolyzed) and Elvanol 31-3l (a grade which is 76-79% hydrolyzed).
The chemotherapeutic agents with which I obtain the best results in preparing a medicated film in accordance with my invention are the antibacterially active nitrofurans, and the one which I prefer to use is 5-nitro-2- furaldehyde semicarbazone (U. S. Patent No. 2,416,234). Among other antibacterially active nitrofurans which can be used are those referred to in U. S. Patents Nos. 2,416,233; 2,416,235; 2,416,236; 2,416,237; 2,416,238 and 2,416,239. Many of these nitrofurans, including 5nitro -furaldehyde semicarbazone, are only slightly soluble in water. However, I have discovered that the plasticizers which I use to modify polyvinyl alcohol in the preparation of my film are capable of dissolving an effective dosage of an antibacterially active nitrofuran. Those plasticizers are miscible with water and, in the presence of aqueous media, they and the nitrofuran dissolved therein are very slowly extracted from the film. Consequently, when my medicated film is used as a surgical dressing for a moist lesion, an effective dosage of the nitrofuran is extracted from the film and is mixed with the body fiuids where it exerts its chemotherapeutic action in combating infections over an extended period of time.
Theplasticizer which l prefer to use in the practice of my invention consists of a mixture of propylene glycol and polyethylene glycol which is liquid at normal room temperatures. Polyethylene glycol whose average molecular weight is around 300 gives excellent results. However, it is not essential that a mixture of those glycols be used. Propylene glycol alone or a liquid polyethylene glycol alone, if used in sufficient quantities, provides a satisfactory lm. Of the two, I prefer the polyethylene glycol for, when used alone, it has a greater solvent capacity for the nitrofurans than does propylene glycol when used alone.
Propylene glycol 20.0 Polyethylene glycol (average molecular weight 300) 15.0
Water 62.0
The polyvinyl alcohol is dissolved in water by heating to -90" C. and stlrrmg. The propylene glycol and polyethylene glycol are then mixed and added to the aqueous polyvmyl alcohol solution. This mixture is then spread upon a drymg pan and placed in an oven with circulating air held at a temperature of approximately 50 C. for
about 12 hoursv when the pan is removed and the film. 1s stripped therefrom.
3. Example 2 (Medicated film) l Parts Polyvinyl alcohol (Elvanol 72-51) 3.0 Propylene glycol 20.0 Polyethylene glycol (average molecular weight 300)- 15.0 5,-nitro-2-furaldeh3f'de semicarbazone 0.1 Water 61.9
The nitrofuran is dissolved in the propylene glycol and polyethylene glycol and this is then added to an aqueous solution of polyvinyl alcohol prepared as described above in Example 1. The mixture is then spread upon a drying pan and placed in an oven with circulating air at a temperature of about 50 C. for 12 hours, when the pan is removed and the film is stripped therefrom. The concentration of nitrofuran due to the drying and loss of volatile portions of the original mixv isl in the neighborhood of 1:300. This concentration of nitrofuran is sufficient to allow a high antibacterial effect. In the preparation of a medicated film, any of the other antibacterially active nitrofurans which are referredA to above may replace -nitro-2-furaldehyde semicarbazone.
Example 3 Parts,l Polyvinyl alcohol (Elvanol 31-31) 3.0 Propylene glycol 20.0 Polyethylene glycol (average molecular weight 300)- 15.0 Water 62.0
Example 4 Parts i Polyvinyl alcohol (Elvanol 51-05) 3.0 Polyethylene glycol (average molecular weight 3 00)- 30.0
Water 6 The polyvinyl alcohol is dissolvedl in water byl heatingto 85-90" C. and the polyethylene glycol is then added to this solution after which it is dried to form afilm as described in Example l. In preparing a medicated film according to this example, about 0.1 part of an antibacterially active nitrofuran is dissolved in the plasticizer as described in Example 2.
Example 5 Parts Polyvinyl alcohol (Elvanol 54-22) 3 Propylene glycol Water The polyvinyl alcohol is dissolved in Water-by heating to 85-90 C. and the propylene glycol is then added t0 this solution after which it is dried to form a film as described in Example 1. In preparing a medicated film according to this example, about 0.1 part of an antibacterially active nitrofuran is dissolved in the propylene glycol before that substance is admixed with the aqueous polyvinyl alcohol solution.
Example 6 The bottom of the drying pan is covered with a single thickness of strips or a sheetof thin gauze (about 44 threads per in.). An aqueous solution of polyvinyl alcohol With which a large quantity of plasticizer has been admixed, and which may contain an antibacterially active nitrofuran as described in any of the preceding examples, is then poured over this gauze and the drying pan is placed in an oven and heated at 50-55 C. for a period of approximately 5 hours, at the end of which time it will be found that the strips or sheet of gauze will be embedded in the lower surface of the film. The reinforced film is then removed from the tray and cut into strips as desired. Such a reinforced strip is illustrated in Figs. 1 and 2 wherein the soft, non-adherent film is indicated at 5 and the gauze which reinforces it isiindicated at 6. When such a reinforced film is used as a surgical dressing, the face in which the gauze 6 is embedded forms the outer surface of the dressing. The gauze is thus insulated from the wound by the non-adherent film which prevents the gauze from sticking to the wound.
Example 7 A mixture of plasticizer, which may have an antibacterially active nitrofuran dissolved therein, is added to an aqueous solution of polyvinyl alcohol as described in any of Examples l and 2. This mixture is then applied to the outer smooth surface of a form shaped to conform to one of the parts of the human body, such as a hand. The coated form is then placed in an oven and heated at 50-55 C. for a period of approximately 5 hours. At the end of this period it will be found that the form is covered with a film which can be stripped therefrom and which resembles a glove, as illustrated in Fig. 3 of the drawings. A film which has been formed in this, manner can be used as a glove to cover the hand for example, and forms a very effective surgical dressing for a part of the body which cannot be easily covered by the. surgical dressings which have been used in the past.
The terms which I have used in describing my invention are terms of description and not of limitation and it will be appreciated that various modifications may be made in the preferred. embodiment which I have described without, departing from my invention as it is defined in the appendedclaims.
What I claim is:
l. A pliant, non-adherent film adapted for use as a surgical dressing and containing about 3 parts of polyvinyl4 alcohol ot' a. grade which is at least 76% hydrolyzed, about 30 parts of a plasticizer therefor comprised ot' a mixture of propylene glycol and polyethylene glycol having an` average molecular weight between about 200 and 400 which is liquid at normal room temperatures, and about 4 parts of water.
2. A pliant, non-adherent film adapted for use as a surgical dressing and containing about 3 parts of polyvinyl alcohol or'` a grade which is at least 76% hydrolyzed, about 15 parts of propylene glycol, about 15 parts of p olyethylenegtycol having an average molecular weight between about 200 and 400 which is liquid at normal room temperatures, and about 4 parts of Water.
3. A priant, non-adherent film adapted for use as a surgical dressing and containing about 3 parts of polyvinyl alcohol or' a grade which is at least 76% hydrolyzed, about 30 parts of polyethylene glycol having an average molecular Weight between about 200 and 400 whichv is liquid at normal room temperatures, and about 4 parts of water.
4. A pliant, non-adherent film adapted for use as a surgical dressing and containing about 3 parts of polyvinyl alcohol or' a grade which is at least 76% hydrolyzed,` about 30 parts of propylene glycol, and about 4 partsof water.
5. A pliant, non-adherent film adapted for use as a surgical dressing and containing about 3 parts of polyvinyl alcohol or a grade which is at least 98.5% hydrolyzed, about 30 parts of a plasticizer therefor comprised of a mixture of propylene glycol and polyethylene glycol havmg an average molecular weight between about 200 and 400 which 1s liquid at normal room temperatures, and about 4 parts of water.
6. A pliant, non-adherent film adapted for use as a surgical dressing and containing about 3 parts of polyvinyl alcohol of a grade which is at least 98.5% hydrolyzed, about 15 parts of propylene glycol, about 15 parts of polyethylene glycol having an average molecular Weight of 300, and about 4 parts of Water.
7. A pliant, non-adherent film adapted for use as a surgical dressing and containing about 3 parts of polyvinyl alcohol of a grade which is at least 76% hydrolyzed, about 30 parts of a plasticizer therefor comprised of a mixture of propylene glycol and polyethylene glycol having an average molecular weight between about 200 and 400 which is liquid at normal room temperatures, about 4 parts of water, and a chemotherapeutic agent.
8. A pliant, non-adherent film adapted for use as a surgical dressing and containing about 3 parts of polyvinyl alcohol of a grade which is at least 76% hydrolyzed, about 30 parts of a plasticizer therefor comprised of a mlxture of propylene glycol and polyethylene glycol having an average molecular weight between about 200 and 400 which is liquid at room temperatures, about 4 parts of water, and about 0.1 part of an antibacterially active nitrofuran.
9. A pliant, non-adherent film adapted for use as a surgical dressing and containing about 3 parts of polyvinyl alcohol of a grade which is at least 76% hydrolyzed, about 30 parts of a plasticizer therefor comprised of a mixture of propylene glycol and polyethylene glycol having an average molecular weight between about 200 and 400 which is liquid at normal room temperatures, about 4 parts of water, and about 0.1 part of 5-nitro-2- furaldehyde semicarbazone.
10. A surgical dressing comprising a pliant, non-adherent film containing about 3 parts of polyvinyl alcohol of a grade which is at least 76% hydrolyzed, about 30 parts of a plasticizer therefor comprised of propylene glycol and polyethylene glycol having an average molecular weight between about 200 and 400 which is liquid at normal room temperatures and about 4 parts of water, and having a reinforcing fabric embedded in one of its surfaces.
11. A surgical dressing comprising a pliant, non-adherent film containing about 3 parts of polyvinyl alcohol of a grade which is at least 76% hydrolyzed, about 15 parts of propylene glycol, about parts of polyethylene glycol having an average molecular weight between about 200 and 400 which is liquid at normal room temperatures and about 4 parts of water, and having a reinforcing fabric embedded in one of its surfaces.
12. A surgical dressing comprising a pliant, non-adherent iilm containing about 3 parts of polyvinyl alcohol of a grade which is at least 98.5% hydrolyzed, about 30 parts of a plasticizer therefor comprised of a mixture of propylene glycol and polyethylene glycol having an average molecular weight between about 200 and 400 which is liquid at normal room temperatures and about 4 parts water, and having a reinforcing fabric embedded in one of its surfaces.
13. A surgical dressing comprising a pliant, non-adherent film containing about 3 parts of polyvinyl alcohol of a grade which is at least 98.5% hydrolyzed, about 15 parts of propylene glycol, about 15 parts of polyethylene glycol whose average molecular weight is about 300 and about 4 parts of water, and having a reinforcing fabric embedded in one of its surfaces.
14. A surgical dressing comprising a pliant, non-adherent film having a reinforcing fabric embedded in one of its surfaces and containing about 3 parts of polyvinyl alcohol of a grade which is at least 76% hydrolyzed, about 30 parts of a plasticizer therefor comprised of a mixture of propylene glycol and polyethylene glycol having an average molecular weight between about 200 and 400 which is liquid at normal room temperatures, about 4 parts of water, and a chemotherapeutic agent.
15. A surgical dressing comprising a pliant, non-adherent film having a reinforcing fabric embedded in one of its surfaces and containing about 3 parts of polyvinyl alcohol of a grade which is at least 76% hydrolyzed, about 30 parts of a plasticizer therefor comprised of a mixture of propylene glycol and polyethylene glycol having an average molecular weight between about 200 and 400 which is liquid at normal room temperatures, about 4 parts of water, and about 0.1 part of an antibacterially active nitrofuran.
16. A surgical dressing comprising a pliant, non-adherent film having a reinforcing fabric embedded in one of its surfaces and containing about 3 parts of polyvinyl alcohol of a grade which is at least 76% hydrolyzed, about 30 parts of a plasticizer therefor comprised of a mixture of propylene glycol and polyethylene glycol having an average molecular weight between about 200 and 400 which is liquid at normal room temperatures, about 4 parts of water, and about 0.1 part of 5-nitro-2-fnraldehyde semicarbazone.
17. A surgical dressing comprising a pliant, non-adherent film formed to lit the surface of a part of the human body and containing about 3 parts of polyvinyl alcohol of a grade which is at least 98.5% hydrolyzed, about 30 parts of a plasticizer therefor comprised of a mixture of propylene glycol and polyethylene glycol having an average molecular weight between about 200 and 400 which is liquid at normal room temperatures, and about 4 parts of water.
18. A surgical dressing comprising a pliant, non-adherent film formed in the shape of a glove to fit over the surface of a human hand and containing about 3 parts of polyvinyl alcohol of a grade which is at least 98.5% hydrolyzed, about 30 parts of a plasticizer therefor cornprised of a mixture of propylene glycol and polyethylene glycol having an average molecular weight between about 200 and 400 which is liquid at normal room temperatures, and about 4 parts of water.
19. A surgical dressing comprising a pliant, non-adherent film formed to fit over the surface of a part of the human body and containing about 3 parts of polyvinyl alcohol of a grade which is at least 98.5% hydrolyzed, about 30 parts of a plasticizer therefor comprised of a mixture of propylene glycol and polyethylene glycol having an average molecular weight between about 200 and 400 which is liquid at normal room temperatures, about 4 parts of water, and a chemotherapeutic agent.
20. A surgical dressing comprising a pliant, non-adherent lm formed to fit over the surface of a part of the human body and containing about 3 parts of polyvinyl alcohol of a grade which is at least 98.5% hydrolyzed, about 15 parts of propylene glycol, about 15 parts of polyethylene glycol whose molecular weight is about 300, about 4 parts of water, and about 0.1 part of 5nitro Z-furaldehyde semicarbazone.
References Cited in the iile of this patent UNITED STATES PATENTS Number Name Date 2,072,302 Herrmann Mar. 2, 1937 2,154,822 Quisling Apr. 18, 1939 2,155,658 Herrmann Apr. 25, 1939 2,282,274 Weiswasser May 5, 1942 2,371,001 Stone Mar. 6, 1945 2,468,345 Porter Apr. 26, 1949 2,491,642 Brant Dec. 20, 1949 2,532,400 Fortress Dec. 5, 1950 FOREIGN PATENTS Number Country Date 493,561 Great Britain Oct. l1, 1938 585,184 Great Britain October 1945 565,181 Great Britain Oct. 31, 1944 420,052 Great Britain Nov. 23, 1934 393,488 Great Britain June 8, 1933 448,742 Great Britain June 15, 1936 490,432 Great Britain Aug. 15, 1938 OTHER REFERENCES Du Pont Technical Bulletin, No. 3-243, Wilmington,
Del., February 1943, 5 pp.
Clinical Medicine, New Antibacterial Dressing, September 1946, p. 32.

Claims (1)

  1. 7. A PLAINT, NON-ADHERENT FILM ADAPTED FOR USE AS A SURGICAL DRESSING AND CONTAINING ABOUT 3 PARTS OF POLYVINYL ALCOHOL OF A GRADE WHICH IS AT LEAST 76% HYDROLYZED, ABOUT 30 PARTS OF A PLASTICIZER THEREFOR COMPRISED OF A MIXTURE OF PROPYLENE GLYCOL AND POLYETHYLENE GLYCOL HAVING AN AVERAGE MOLECULAR WEIGHT BETWEEN ABOUT 200 AND 400 WHICH IS LIQUID AT NORMAL ROOM TEMPERATURES, ABOUT 4 PARTS OF WATER, AND A CHEMOTHERAPEUTIC AGENT.
US212025A 1951-02-21 1951-02-21 Preformed, nonadherent films for application to open lesions Expired - Lifetime US2693438A (en)

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US3017990A (en) * 1958-10-31 1962-01-23 American Cyanamid Co Sterile package for surgical fabric
US3093546A (en) * 1958-12-18 1963-06-11 Johnson & Johnson Absorbent product
US3108043A (en) * 1960-05-09 1963-10-22 Ortho Pharma Corp Spermicidal sheet-like material
US3328259A (en) * 1964-01-08 1967-06-27 Parachem Corp Dressing for a wound containing a hemostatic agent and method of treating a wound
US3476853A (en) * 1965-04-13 1969-11-04 Colgate Palmolive Co Sprayed opaque bandage composition
US3627871A (en) * 1967-04-27 1971-12-14 Boots Pure Drug Co Ltd Therapeutic compositions for topical application
US4101494A (en) * 1976-08-09 1978-07-18 Wobaco Trust, Ltd. Trustee Tire sealing and balancing agent
US4186190A (en) * 1978-11-13 1980-01-29 The United States Of America As Represented By The Secretary Of The Navy Method of treating burns using a poly-ε-caprolactone
US4210633A (en) * 1978-10-20 1980-07-01 Eli Lilly And Company Flurandrenolide film formulation
US4233976A (en) * 1978-07-06 1980-11-18 Minnesota Mining And Manufacturing Company Styptic device
EP0022064A2 (en) * 1979-05-31 1981-01-07 Zyma SA Polyvinyl alcohols for treating wounds
US4289749A (en) * 1979-08-14 1981-09-15 Key Pharmaceuticals, Inc. Polymeric diffusion matrix containing phenylpropanolamine
US4291014A (en) * 1979-01-11 1981-09-22 Key Pharmaceuticals, Inc. Polymeric diffusion matrix containing estradiol diacetate
WO1982000099A1 (en) * 1980-07-09 1982-01-21 Key Pharma Polymeric diffusion matrix for administration of drugs
US4361552A (en) * 1980-09-26 1982-11-30 Board Of Regents, The University Of Texas System Wound dressing
WO1983000092A1 (en) * 1981-07-08 1983-01-20 Key Pharma Polymeric diffusion matrix containing propranolol
WO1983000091A1 (en) * 1981-07-08 1983-01-20 Keith, Alec, Dell Polymeric diffusion matrix containing 5-ad(3,4-dimethoxyphenethyl)methylaminobd-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile
WO1983000093A1 (en) * 1981-07-08 1983-01-20 Key Pharma Trinitroglycerol sustained release vehicles and preparation therefrom
WO1983002056A1 (en) * 1981-12-18 1983-06-23 Key Pharma Expandable lattice of polyvinyl alcohol and polyethylene glycol
DE3317285A1 (en) * 1982-05-25 1983-12-01 Alza Corp., 94304 Palo Alto, Calif. THERAPEUTIC SYSTEM FOR DELIVERING AN ACTIVE SUBSTANCE TO THE SKIN
EP0095892A1 (en) * 1982-05-26 1983-12-07 Nippon Oil Co. Ltd. Wound-covering materials
EP0097846A2 (en) * 1982-06-30 1984-01-11 Beiersdorf Aktiengesellschaft Dressing material containing a hydrogel, and method for the production thereof
US4428925A (en) 1981-12-18 1984-01-31 Key Pharmaceuticals, Inc. Sustained release glycerol trinitrate
US4428926A (en) 1981-12-18 1984-01-31 Key Pharmaceuticals, Inc. Sustained release propranolol system
US4432965A (en) * 1982-07-09 1984-02-21 Key Pharmaceuticals, Inc. Quinidine sustained release dosage formulation
US4438139A (en) 1979-08-14 1984-03-20 Key Pharmaceuticals, Inc. Polymeric diffusion matrix containing estrogens
US4460562A (en) * 1982-01-06 1984-07-17 Key Pharmaceuticals, Inc. Polymeric diffusion matrix containing propranolol
US4466431A (en) * 1981-05-09 1984-08-21 Smith And Nephew Associated Companies Limited Dressings, manufacture and use
US4482533A (en) * 1982-01-11 1984-11-13 Key Pharmaceuticals, Inc. Polymeric diffusion matrix containing propranolol
US4585797A (en) * 1981-04-13 1986-04-29 Seton Company Cosmetic and pharmaceutical sheet material containing polypeptides
US4591501A (en) * 1981-04-13 1986-05-27 Seton Company Cosmetic and pharmaceutical sheet material containing polypeptides
US4594240A (en) * 1982-09-10 1986-06-10 Teikoku Seiyaku Kabushiki Kaisha Sheet-shape adhesive preparation
US4690683A (en) * 1985-07-02 1987-09-01 Rutgers, The State University Of New Jersey Transdermal varapamil delivery device
US4725279A (en) * 1979-01-22 1988-02-16 Sterling Drug Inc. Bio compatible and blood compatible materials and methods
US5063063A (en) * 1988-05-18 1991-11-05 Smith & Nephew Plc Hypoadherent dressings comprising liquid pervious polymer coating of polyurethane containing siloxane residues
US5422118A (en) * 1986-11-07 1995-06-06 Pure Pac, Inc. Transdermal administration of amines with minimal irritation and high transdermal flux rate
US5652049A (en) * 1993-11-15 1997-07-29 Paragon Trade Brands, Inc. Antibacterial composite non-woven fabric
US6245960B1 (en) 1999-05-13 2001-06-12 Board Of Trustees Of The University Of Arkansas Inherent healing accelerator
US20090246262A1 (en) * 2008-03-28 2009-10-01 Valor Medical, Inc. Easily applied field dressing for wounds
US20090325861A1 (en) * 2006-08-28 2009-12-31 Rexaderm ,Inc. Dry wound dressing and drug delivery system
US8138106B2 (en) 2005-09-30 2012-03-20 Rayonier Trs Holdings Inc. Cellulosic fibers with odor control characteristics

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Cited By (58)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3017990A (en) * 1958-10-31 1962-01-23 American Cyanamid Co Sterile package for surgical fabric
US3093546A (en) * 1958-12-18 1963-06-11 Johnson & Johnson Absorbent product
US3108043A (en) * 1960-05-09 1963-10-22 Ortho Pharma Corp Spermicidal sheet-like material
US3328259A (en) * 1964-01-08 1967-06-27 Parachem Corp Dressing for a wound containing a hemostatic agent and method of treating a wound
US3476853A (en) * 1965-04-13 1969-11-04 Colgate Palmolive Co Sprayed opaque bandage composition
US3627871A (en) * 1967-04-27 1971-12-14 Boots Pure Drug Co Ltd Therapeutic compositions for topical application
US4101494A (en) * 1976-08-09 1978-07-18 Wobaco Trust, Ltd. Trustee Tire sealing and balancing agent
US4233976A (en) * 1978-07-06 1980-11-18 Minnesota Mining And Manufacturing Company Styptic device
US4210633A (en) * 1978-10-20 1980-07-01 Eli Lilly And Company Flurandrenolide film formulation
US4186190A (en) * 1978-11-13 1980-01-29 The United States Of America As Represented By The Secretary Of The Navy Method of treating burns using a poly-ε-caprolactone
US4291014A (en) * 1979-01-11 1981-09-22 Key Pharmaceuticals, Inc. Polymeric diffusion matrix containing estradiol diacetate
US4725279A (en) * 1979-01-22 1988-02-16 Sterling Drug Inc. Bio compatible and blood compatible materials and methods
US4342745A (en) * 1979-05-31 1982-08-03 Zyma S.A. Use of polyvinyl alcohols for the treatment of lesions
EP0022064A3 (en) * 1979-05-31 1981-01-14 Zyma Sa Use of polyvinyl alcohols for treating wounds and method for treating wounds
EP0022064A2 (en) * 1979-05-31 1981-01-07 Zyma SA Polyvinyl alcohols for treating wounds
US4438139A (en) 1979-08-14 1984-03-20 Key Pharmaceuticals, Inc. Polymeric diffusion matrix containing estrogens
US4289749A (en) * 1979-08-14 1981-09-15 Key Pharmaceuticals, Inc. Polymeric diffusion matrix containing phenylpropanolamine
US4291015A (en) * 1979-08-14 1981-09-22 Key Pharmaceuticals, Inc. Polymeric diffusion matrix containing a vasodilator
US4292303A (en) * 1979-08-14 1981-09-29 Key Pharmaceuticals, Inc. Polymeric diffusion matrix containing clonidine
US4321252A (en) * 1979-08-14 1982-03-23 Key Pharmaceuticals, Inc. Polymeric diffusion matrix containing ester derivatives of estradiol
US4470962A (en) * 1979-08-14 1984-09-11 Key Pharmaceuticals, Inc. Polymeric diffusion matrix
US4466953A (en) * 1979-08-14 1984-08-21 Key Pharmaceuticals, Inc. Polymeric diffusion matrix
US4292301A (en) * 1979-08-14 1981-09-29 Key Pharmaceuticals, Inc. Polymeric diffusion matrix containing ephedrine
US4292302A (en) * 1979-08-14 1981-09-29 Key Pharmaceuticals, Inc. Polymeric diffusion matrix containing terbutaline
US4492685A (en) * 1979-08-14 1985-01-08 Key Pharmaceuticals, Inc. Protective skin matrix
WO1982000099A1 (en) * 1980-07-09 1982-01-21 Key Pharma Polymeric diffusion matrix for administration of drugs
US4361552A (en) * 1980-09-26 1982-11-30 Board Of Regents, The University Of Texas System Wound dressing
US4591501A (en) * 1981-04-13 1986-05-27 Seton Company Cosmetic and pharmaceutical sheet material containing polypeptides
US4585797A (en) * 1981-04-13 1986-04-29 Seton Company Cosmetic and pharmaceutical sheet material containing polypeptides
US4466431A (en) * 1981-05-09 1984-08-21 Smith And Nephew Associated Companies Limited Dressings, manufacture and use
WO1983000092A1 (en) * 1981-07-08 1983-01-20 Key Pharma Polymeric diffusion matrix containing propranolol
WO1983000091A1 (en) * 1981-07-08 1983-01-20 Keith, Alec, Dell Polymeric diffusion matrix containing 5-ad(3,4-dimethoxyphenethyl)methylaminobd-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile
WO1983000093A1 (en) * 1981-07-08 1983-01-20 Key Pharma Trinitroglycerol sustained release vehicles and preparation therefrom
US4428925A (en) 1981-12-18 1984-01-31 Key Pharmaceuticals, Inc. Sustained release glycerol trinitrate
US4428926A (en) 1981-12-18 1984-01-31 Key Pharmaceuticals, Inc. Sustained release propranolol system
WO1983002056A1 (en) * 1981-12-18 1983-06-23 Key Pharma Expandable lattice of polyvinyl alcohol and polyethylene glycol
US4460562A (en) * 1982-01-06 1984-07-17 Key Pharmaceuticals, Inc. Polymeric diffusion matrix containing propranolol
US4482533A (en) * 1982-01-11 1984-11-13 Key Pharmaceuticals, Inc. Polymeric diffusion matrix containing propranolol
DE3317285A1 (en) * 1982-05-25 1983-12-01 Alza Corp., 94304 Palo Alto, Calif. THERAPEUTIC SYSTEM FOR DELIVERING AN ACTIVE SUBSTANCE TO THE SKIN
US4435180A (en) 1982-05-25 1984-03-06 Alza Corporation Elastomeric active agent delivery system and method of use
GB2122487A (en) * 1982-05-25 1984-01-18 Alza Corp Elastomeric drug dermal delivery system
EP0095892A1 (en) * 1982-05-26 1983-12-07 Nippon Oil Co. Ltd. Wound-covering materials
EP0097846A3 (en) * 1982-06-30 1986-03-12 Beiersdorf Aktiengesellschaft Dressing material containing a hydrogel, and method for the production thereof
US4552138A (en) * 1982-06-30 1985-11-12 Beiersdorf Aktiengesellschaft Dressing material based on a hydrogel, and a process for its production
EP0097846A2 (en) * 1982-06-30 1984-01-11 Beiersdorf Aktiengesellschaft Dressing material containing a hydrogel, and method for the production thereof
US4432965A (en) * 1982-07-09 1984-02-21 Key Pharmaceuticals, Inc. Quinidine sustained release dosage formulation
US4594240A (en) * 1982-09-10 1986-06-10 Teikoku Seiyaku Kabushiki Kaisha Sheet-shape adhesive preparation
US4767787A (en) * 1982-09-10 1988-08-30 Kaken Pharmaceutical Co., Ltd. Sheet-shape adhesive preparation
US4690683A (en) * 1985-07-02 1987-09-01 Rutgers, The State University Of New Jersey Transdermal varapamil delivery device
US5422118A (en) * 1986-11-07 1995-06-06 Pure Pac, Inc. Transdermal administration of amines with minimal irritation and high transdermal flux rate
US5063063A (en) * 1988-05-18 1991-11-05 Smith & Nephew Plc Hypoadherent dressings comprising liquid pervious polymer coating of polyurethane containing siloxane residues
US5652049A (en) * 1993-11-15 1997-07-29 Paragon Trade Brands, Inc. Antibacterial composite non-woven fabric
US6245960B1 (en) 1999-05-13 2001-06-12 Board Of Trustees Of The University Of Arkansas Inherent healing accelerator
US8138106B2 (en) 2005-09-30 2012-03-20 Rayonier Trs Holdings Inc. Cellulosic fibers with odor control characteristics
US8574683B2 (en) 2005-09-30 2013-11-05 Rayonier Trs Holdings, Inc. Method of making a pulp sheet of odor-inhibiting absorbent fibers
US20090325861A1 (en) * 2006-08-28 2009-12-31 Rexaderm ,Inc. Dry wound dressing and drug delivery system
US8377468B2 (en) * 2006-08-28 2013-02-19 Rexaderm, Inc. Dry wound dressing and drug delivery system
US20090246262A1 (en) * 2008-03-28 2009-10-01 Valor Medical, Inc. Easily applied field dressing for wounds

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