WO1989001346A1 - Pansements pour blessures - Google Patents

Pansements pour blessures Download PDF

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Publication number
WO1989001346A1
WO1989001346A1 PCT/GB1988/000667 GB8800667W WO8901346A1 WO 1989001346 A1 WO1989001346 A1 WO 1989001346A1 GB 8800667 W GB8800667 W GB 8800667W WO 8901346 A1 WO8901346 A1 WO 8901346A1
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WO
WIPO (PCT)
Prior art keywords
dressing
film
polyurethane
polymer
additive
Prior art date
Application number
PCT/GB1988/000667
Other languages
English (en)
Inventor
Edgar Harold Andrews
Tuncel Ibrahim
John Gordon Bernard Howes
Original Assignee
Smith & Nephew Plc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Smith & Nephew Plc filed Critical Smith & Nephew Plc
Publication of WO1989001346A1 publication Critical patent/WO1989001346A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • C08G18/12—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
    • 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
    • A61L15/225—Mixtures of macromolecular compounds
    • 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
    • A61L15/26—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds; Derivatives thereof
    • 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
    • A61L15/42—Use of materials characterised by their function or physical properties
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/2805—Compounds having only one group containing active hydrogen
    • C08G18/288—Compounds containing at least one heteroatom other than oxygen or nitrogen
    • C08G18/289—Compounds containing at least one heteroatom other than oxygen or nitrogen containing silicon
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/4804—Two or more polyethers of different physical or chemical nature
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/61—Polysiloxanes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
    • C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
    • C08G18/6666—Compounds of group C08G18/48 or C08G18/52
    • C08G18/667—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
    • C08G18/6681—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/32 or C08G18/3271 and/or polyamines of C08G18/38
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
    • C08L75/04—Polyurethanes
    • C08L75/08—Polyurethanes from polyethers

Definitions

  • This invention relates to wound dressings and to the materials used therefor.
  • an artificial skin as a synthetic wound covering consisting of a thin, tough, elastic hydrophilic membrane whose thickness does not exceed 60/m having a water permeability of 2400 to 8000gm "2 24hr _1 at 37 ⁇ C and 60% relative humidity difference and having a modulus of elasticity of below 1034 Ncm -2 (1500 PSI) and an elongation at break above 500%. It is taught that such coverings will remain attached and are removed by washing with water.
  • the present invention seeks to avoid the disadvantages associated with known dressings by the provision of a dressing whose wound-contacting surface is hypoadherent with respect to dried exudate.
  • Dressings according to the present invention can be simply removed by peeling away from the healed or healing tissue with the minimum of damage and in many instances without any damage. This end has long been sought but not previously achieved in a dressing in which drying of the wound is permitted.
  • a hypoadherent wound dressing having a wound facing layer comprising a polymeric film having a moisture vapour transmission rate of at least 500gsm 24h _1 at 37°C and at a relative humidity difference of 10% to 100% when in contact with moisture vapour, and wherein the wound contacting surface of said film has an adhesion energy (as herein defined) of not greater than 30jm "2 .
  • adhesion energy defines the adhesion between the film and a gelatin substrate.
  • the adhesion energy also called “peeling energy') is determined by the method described in J Clinical Materials, Vol 1 (1986) pp9-21 and is expressed as a ⁇ value in joules per square meter (jm ⁇ 2 ) at ambient temperature (22° ⁇ 2 ⁇ C).
  • the desired values of low adhesion energy can be obtained by controlling the bulk properties of the film or the nature of the wound contacting surface of the film or a combination of both.
  • the polymer for use in forming films in the dressing of the invention may be a polyurethane, including polyester polyurethanes, polyether polyurethane or a polyurethane urea or a polyamide such as a polyether polyamide or a polyester polyamide.
  • the film-forming polymer may be a moisture vapour permeable polyurethane, suitably a hydrophilic polyurethane, modified such that bulk properties of the film produce low mechanical hysteresis values.
  • the wound contacting surface is preferably rendered hydrophobic.
  • Hysteresis in the films used for the dressings of the present invention may be determined by the measurement of tan delta (tan ⁇ ) which is the length of the loss angle in a dynamic mechanical test eg. employing a Polymer Laboratories Dynamic Mechanical Thermal Analyser at a frequency of 1HZ in the range - 50°C to 100°C.
  • the peeling energy at temperature T can be represented by the equation
  • ⁇ o and s are constants controlled by the surface characteristic of the film
  • ⁇ o is the peeling energy at the temperature where the film displays no hysterisis
  • s is a constant dependent upon film thickness.
  • Suitable hydrophilic polyurethanes for use in the invention may have a water content in the hydrated state of up to about 50%, more aptly 10 to 40% water, preferably between 15 to 35% water and more preferably 20 to 30% water (% water calculated on the weight of water in the polymer having been. immersed in water at 20°C).
  • the films employed in the dressings of the invention are further characterised in that they are moisture vapour permeable, and possess moisture vapour transmission rates (MVTR) of at least 500gm ⁇ 2 , typically from 500 to ⁇ OOOg ⁇ f 2 24hr _1 at 37°C and a relative humidity difference of 100% to 10% when in contact with moisture vapour.
  • MVTR moisture vapour transmission rates
  • the films will have MVTR's in excess of 700gm ⁇ 2 , more aptly greater than llOOgm "2 .
  • Preferred films will have MVTR'S of greater than 1500 gm ⁇ 2 .
  • Moisture vapour transmission rates can suitably be determined by the Payne Cup Test Method, which test method is described in European Patent No. 046071.
  • the films employed for the dressings of the invention will be from 15 to 80 microns thick, more usually from 20 to 60 microns and will preferably be from 25 to 50 microns thick.
  • Obtaining low hysteresis in a urethane rubber is not normally difficult. It is sufficient to ensure that the hard segments of the molecules segregate to form hard domains, which act as cross-links and provide low hysteresis at temperatures sufficiently above the glass transition (T ).
  • T glass transition
  • the difficulty arises when the film is required to have high MVP. This in itself can be readily achieved by utilizing hydrophilic soft segments. But the hard segments are polar (they bond together by hydrogen bonding) and are therefore compatible with the hydrophilic soft segments of the molecules. Consequently segregation to form well-defined hard domains does not occur. Rather phase mixing takes place and the elastomer behaves like an uncross-linked rubber, with high hysteresis above T .
  • hydrophilic polyurethanes which can suitably be used in the dressings of the invention include polyester or, more preferably, polyether polyurethanes or polyurethane ureas.
  • Polyether polyurethanes for use in this invention suitably will be random polymers containing units derived from polyols and polyisocyanates.
  • the ether units will be notionally derivable from alkylene diols or triols such as ethylene diol propylene or butylene diols or glycerol.
  • the polyurethane will contain CH 2 CH 2 0- units together With -CH 2 CH 2 CH 2 0-, -CH 2 CH(CH 3 )0- OR -CH 2 CH 2 CH 2 CH 2 0- Units.
  • the ether units in the polyurethane will contain -CH 2 CH 2 0- and CH 2 CH(CH 3 )0- or -(CH 2 ) 4 0- or mixtures thereof of which poly -CH 2 CH(CH 3 )0- blocks are preferred.
  • the mole ratio of poly(ethylene glycol) to poly[(prop or but)ylene glycol] derivable blocks present in the hydrophilic polyurethanes may vary from 1:1 to 1:30, more suitably from 1:2 to 1:10 and preferably from 1:2.5 to 1:4.
  • the molecular weight of these blocks is aptly from 600 to 60000 and favourably from 900 to 4000, for example 1000 to 2000.
  • Preferred polyols include diols such as these sold by British Petroleam Chemicals under the trade names PEG 1500 and PPG 1025 and trifunctional polyether polyols such PLURACOL TP 40 sold by BASF.
  • the hydrophilic polyurethanes for use as the film-forming polymers may contain di-isocyanate residues which may be residues of aromatic or aliphatic di-isocyanates such as 4,4'-diphenylmethane di-isocyanate, toluene di-isocyanate, 1,6-hexamethylene di-isocyanate, 4,4'dicyclohexylmethanedi-isocyanateor the like.
  • Favoured di-isocyanates for use in the hydrophilic polyurethane of this invention are 4,4'-dicyclohexylmethane di-isocyanate (which is preferred) and 4,4'-diphenylmethyl di-isocyanate.
  • chain extender for the film-forming polymer can have an effect upon the bulk properties and hence the adhesion properties of the film.
  • conventional chain extenders such as ethane diol can be. employed, it is preferred to use aliphatic diols, diamines or aminoalcohols in which the aliphatic residue contains at least four carbon atoms.
  • ⁇ -diamines such as 1,4 butanediamine are an especially preferred class since films formed from amino extended polyurethanes tend to exhibit lower adhesion energies than those formed from diol extended polyurethanes.
  • the overall ratio of isocyanate groups to the total number of hydroxyl and, where present, amino groups should be about 1:1 to ensure that the isocyanate groups are fully reacted.
  • the prepolymers will contain unreacted isocyanate moieties for reaction with chain extending agents.
  • the excess over stoichiometry, of unreacted isocyanate groups in such prepolymers can be upto 5:1 and will suitably be about 2:1 on a molar basis.
  • the adhesion energy of the filmic material forming the wound contacting layer of the dressing can be decreased further by other modifications to the composition of the film-forming polymer.
  • a film for example a hydrophilic polyurethane film which may or may not have an adhesive energy of not more than 30jm ⁇ 2 may be compounded or formulated with a non-leachable hydrophobic component.
  • Formulation may be effected by either copolymerising the hydrophobic component with the other polyurethane precursors or by blending or otherwise physically contacting a solution of the film forming polymer with a solution of an additive comprising a homopolymer or copolymer containing the hydrophobic component, or by other means.
  • Contact between the two polymeric species ie the film forming polymer and the additive may be effected either by direct mixing or by casting a solution of the hydrophobic additive polymer onto a cast solution of the film-forming polyurethane as a base film.
  • the adhesion energy of base films exhibiting adhesion energies of not more than about 100jm ⁇ 2 , typically less than about 70jm ⁇ 2 can be rendered hypoadherent by incorporation of a hydrophobic polymer additive either during production of the film forming polymer or by incorporation into the base film forming polymer, for example by blending prior to film formation. It is preferred to blend the additive component, for example in the form of a polymer with the base film forming polymer prior to forming the film.
  • the film forming polymer is modified by incorporation of a hydrophobic component prior to or during polymerisation, it is preferred that the latter component is incorporated with the other polymer precursors in an amount up to 10% by weight.
  • a hydrophobic component containing polymer additive in amounts ranging from 1 to 20% of the final polymer mix or blend, preferably in amounts of from 5 to 20% by weight of the blend.
  • the present invention also provides polymeric compositions suitable for use as a filmic dressing comprising a blend of a hydrophilic polyurethane and a hydrophobic polymer additive in an amount of up to 20% by weight of the polymer blend.
  • a hydrophilic polyurethane and a hydrophobic polymer additive in an amount of up to 20% by weight of the polymer blend.
  • the additive is present in amounts of greater than 5% by weight of the polymer blend.
  • the hydrophilic polyurethane is a polyurethane urea. More preferably the polyurethane urea when hydrated, will contain from 5 to 50% by weight water.
  • the solid form of the hydrophobic component-containing additive typically has a glass transition of below 40°C, thereby, when used in a dressing, to allow ready diffusion of water through the hydrophobic surface layer.
  • Preferred hydrophobic component-containing additives are siloxane polymers such as the polyalkylsiloxanes or copolymers thereof. Especially suitable siloxane polymers are those based on polydimethylsiloxane.
  • Preferred siloxane polymers are block copolymers of polydimethylsiloxane and also comprise a polyalkylene glycol such as polyethylene glycol, polypropylene glycol or, more preferred a mixture of both polyethylene and polypropylene glycols.
  • Suitable polyalkylsiloxane/polyalkylene glycol block copolymers for use in the manufacture of additives are marketed by Petrarch Chemicals.
  • An apt additive for blending with the base film-forming polymer is an additive block terpolymer of a polyalkylsiloxane, such as polydimethyl siloxane capped with a polyalkylene polyol such as polyethylene glycol, and a polyurethane.
  • a polyalkylsiloxane such as polydimethyl siloxane capped with a polyalkylene polyol such as polyethylene glycol, and a polyurethane.
  • the hydrophobic component tends to migrate to the surface of the cast polymer or blend. This migration of the non-leachable hydrophobic component causes a further reduction of the adhesion energy of films formed from the base polymer.
  • Dressings having a wound-facing layer of a modified polyurethane urea in accordance with the present invention have adhesion energies of less than 30jm ⁇ 2 typically less than 20jm ⁇ 2 , more preferably less than lOjm "2 .
  • Dressings produced from polyurethane ureas modified by the incorporation of a siloxane polymer preferably have adhesion values ranging from 30 to 7jm " , more preferably to as low as 3jm ⁇ 2 .
  • the polymers employed for the dressings in accordance with the invention may be prepared by conventional polymerisation techniques such as bulk solution polymerisation or reaction moulding. Likewise in producing the films for use in the manufacturing of dressings, known casting processes may be employed.
  • the dressings of the invention may be used as adhesive dressings, employing conventional adhesives, for example pressure sensitive adhesives, having use in medical applications.
  • Suitable adhesives include acrylic adhesives which are described for example in UK Patent Specification No. GB2070631 and vinyl ether based adhesives described for example in UK Patent Specification No. 1280631 (Composition 'A').
  • One type of adhesive dressing may comprise a single sheet of the polymeric film with a continuous or pattern spread coating of adhesive around the periphery.
  • the central, uncoated area of the dressing may be placed over a wound and the coated regions adhered to the healthy skin surrounding the wound.
  • an adhesive dressing may comprise a coating of pattern spread adhesive over the whole of the body facing surface of the film.
  • the adhesive pattern may be in the form of dots, stripes or a net-like structure.
  • open areas of the dressing may be up to about 90% of the total surface area and typically will be between 60 and 70%.
  • a dressing may comprise a sheet of polymeric film having an adhesive tape adhered to the non-body facing surface of the film and overlying the edges of the film such that an adhesive coated projection extends beyond the edges of the film.
  • Suitable adhesive tapes for medical applications include those sold under the trademarks Hypal and Hypafix.
  • Dressings in accordance with the invention may be employed for covering wounds such as burns, bed sores, surgical sites or skin grafts or wounds caused by disease or mechanical injury.
  • skin lesions on animal bodies may be treated by the application of a dressing in accordance with the present invention.
  • the dressings of the invention may be packaged and sterilized in accordance with conventional procedures, for example by ethylene oxide sterilisation.
  • the adhesive surfaces may be covered by removable protector papers.
  • a base film composition of a linear polyurethane-urea was produced by polymerising:
  • An additive block terpolymer was prepared by the bulk polymerisation of the following components:
  • the film was prepared by addition of solution of the addition polymer in CH 2 C1 2 /IMS (5:4vv) to make a 25% solution and mixing this with the solution of the base polymer in CH 2 Cl 2 /t-butanol to give a level of 8% terpolymer. The mixture was then cast onto release paper and dried to give a film.
  • the film was applied to a gelatin model as a unitary film dressing and when tested according to the method described in J Clinical Materials, Vol 1 exhibited an adhesion energy of less than 20jm -2 .
  • Solutions of polymer precursors in a mixture of dichloromethane/t-butanol were made up comprising polyethylene glycol (PEG 1500), polypropylene glycol (PPG 1025), butane diol, Desmodur W and monohydroxy-terminated polydimethyl/siloxane (PDMS) with a m wt of either 9500 or 5900.
  • the amounts of the glycols were kept constant at 3 and 1 moles respectively whilst the amount of siloxane was varied as shown in the table.
  • the amounts of butane diol and Desmodur W were adjusted to maintain the overall NCO/OH ratio at 1.1:1.0.
  • the reactants were polymerised in the presence of di-n-butyltindilaurate catalyst.
  • the polymer solution was then cast onto release paper and dried to give a film.
  • a film-forming polymer containing siloxane hydrophobic components was prepared by admixing and reacting 15.90gm of PEG 1500 (MWt-1565), 29.61gm of PPG 1025 (MWt 987), 0.22gm of Pluracol 440 (Triol of MWt-490) 390gm of monohydroxyhexylpolydimethyl siloxane (MWt - 13000) and 31.4gm of Desmodur W and heating the reaction mixture for 2 hours at 90°C in the presence of T 1 2 catalyst to obtain a homogeneous prepolyraer. On cooling the prepolymer was dissolved in 100ml dichloromethane.
  • a highly viscous polymer solution was obtained having a solids content of 25% w/v.
  • the polymer was cast onto silicone coated release paper, at a coating weight of 40gsm. After annealing at 60°C for 4 hours the gelatin peel test was carried out to give the following values.
  • the concentrations of polysiloxane and triol residues in the polymer were 4.52 and 0.26% w/w respectively.
  • Example 10 The procedure of Example 10 was repeated except that the ratios of the precursors were changed to increase the triol residue content to 2.12% w/w.
  • the amounts of reactants were as follows.
  • a base film forming polymer was prepared as described in Example 1 except that Desomdur W was used in an amount of 11.67 moles.
  • a number of samples of the base polymer were taken and to each sample was blended 0.5, 1,5 and 10% by weight of the siloxane-containing polymer additive also described in Example 1.
  • One of the samples was a control sample which contained no additive.
  • the blending was carried out by mixing the two polymers on a roller bed to obtain a homogeneous blend.
  • Each of the blends and the control was cast onto silicone release paper as a thin film (40 ⁇ 2gsm), air dried and annealed at 60°C for 4 hours.
  • the control, 0.5, 1 and 5% additive samples were tested on the gelatin model with the paper side of the film facing the gelatin. Further samples were aged at 55°C and aged for 1, 2 , 4 and 8 weeks respectively.
  • the ⁇ values for each blend, initially and after ageing are shown in the following table.
  • Example 14 The procedure of Example 12 was repeated except that the chain extender employed for polyurethane base film was 1,2 diamino ethane instead of 1,4 diamino butane. Blends containing 5 and 10% by weight additive were prepared, cast into films, annealed and tested. The ⁇ value of the 5% additive film was 13.29 whilst that for the 10% additive film was 6.35. The ⁇ value for a control sample containing no additive was about 70.
  • a film-forming polymer was produced by a one shot polymerisation process in which 18.42gm of polypropylene glycol (PPG 1025), 9.83gm of polyethylene glycol (PEG 1500) were melted, admixed with 18.51gm of Desmodur W and reacted together for 1 hour at 90 ⁇ C in the presence of T 12 catalyst.
  • the prepolymer was cooled to 60 ⁇ C after which 3.22gm of butane-1,4-diol was added with vigorous stirring until the reaction mass became solid.
  • the solid mass was allowed to cure for a further 2 hours at 90°C and then dissolved up in a mixture of industrial methylated spirit and dichloromethane to form a 25% w/v solution.
  • the solution was cast into a film, which after drying and annealing was cut up into 7 x 7cm dressings.
  • a second film forming polymer was prepared and formed into 7 x 7cm dressings by the method described in Example 1.
  • the amount of additive polymer in the final film was about 10% w/w.
  • Wound dressings were made from each of the filmic squares by adhering strips of Hypafix pressure sensitive adhesive tape to opposing edges of the film whereby the adhesive surface of the tape extended beyond the edges of the film. 4-ply gauze was placed on top of the filmic portion of the dressing and held to the reverse or top side thereof by more Hypafix tape.

Abstract

Un pansement pour blessures hypoadhésif, ayant une couche en contact avec la plaie, comprend un film polymère, tel qu'un film en polyuréthane, dont l'indice de perméabilité à l'humidité est d'au moins 500gm-2 24h-1 à une température de 37°C et dans des conditions d'humidité relative comprise entre 10 et 100 %, lorsque le film est en contact avec de la vapeur d'eau. La surface dudit film qui est contact avec la plaie a une force d'adhésion (telle qu'elle est décrite dans la présente invention) ne dépassant pas 30jm-2.
PCT/GB1988/000667 1987-08-14 1988-08-11 Pansements pour blessures WO1989001346A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB878719314A GB8719314D0 (en) 1987-08-14 1987-08-14 Hypoadherant dressings
GB8719314 1987-08-14

Publications (1)

Publication Number Publication Date
WO1989001346A1 true WO1989001346A1 (fr) 1989-02-23

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PCT/GB1988/000667 WO1989001346A1 (fr) 1987-08-14 1988-08-11 Pansements pour blessures

Country Status (5)

Country Link
EP (1) EP0374168A1 (fr)
JP (1) JPH03501217A (fr)
AU (1) AU612409B2 (fr)
GB (2) GB8719314D0 (fr)
WO (1) WO1989001346A1 (fr)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0348105A2 (fr) * 1988-06-17 1989-12-27 PolyMedica Industries, Inc. Polyuréthane polyéther segmenté
WO1990000066A1 (fr) * 1988-06-29 1990-01-11 Smith & Nephew Plc Pansements
WO1990014109A1 (fr) * 1989-05-16 1990-11-29 Smith & Nephew Plc Pansements
WO1994002526A1 (fr) * 1992-07-16 1994-02-03 GROSE, D. Michael Membranes de polyurethane a caracteristiques de respirabilite et d'impermeabilite, et substrats poreux proteges par ces membranes
EP0714950A3 (fr) * 1994-11-29 1996-07-10 Wolff Walsrode Ag
US6500539B1 (en) * 1998-03-05 2002-12-31 The Regents Of The University Of California Anti-adhesion cellulose acetate wound dressing
WO2008055586A1 (fr) * 2006-11-07 2008-05-15 Paul Hartmann Ag Pansement absorbant multicouche avec une couche hydrophile en contact avec la plaie
US10287453B2 (en) 2014-03-26 2019-05-14 3M Innovative Properties Company Polyurethane compositions, films, and methods thereof

Families Citing this family (5)

* Cited by examiner, † Cited by third party
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GB8811776D0 (en) * 1988-05-18 1988-06-22 Smith & Nephew Ass Dressings
EP0868439A4 (fr) * 1995-12-19 1999-01-27 Bristol Myers Squibb Co Auto-adhesifs a base de polyurethane
US5952422A (en) * 1995-12-20 1999-09-14 Bristol-Myers Squibb Company Polyurethane pressure-sensitive adhesives
DE19925972A1 (de) * 1999-06-08 2000-12-14 Beiersdorf Ag Filmpflaster insbesondere zur Abdeckung von Wunden und Verhütung oder Behandlung von Blasen unter Verwendung von Polyurethan-Trägerfolien mit verbesserten Gleiteigenschaften, verbesserter Wasserabweisung und verringerter Anschmutzneigung
US8454990B2 (en) 2008-08-01 2013-06-04 Milliken & Company Composite article suitable for use as a wound dressing

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EP0006714A1 (fr) * 1978-06-29 1980-01-09 Johnson & Johnson Pansement à perméabilité équilibrée
EP0091800A1 (fr) * 1982-04-08 1983-10-19 SMITH & NEPHEW plc Pansement chirurgical adhésif
WO1985005373A1 (fr) * 1984-05-21 1985-12-05 Thoratec Laboratories Corporation Materiaux permeables a la vapeur humide, contenant un multipolymere a bloc segmente

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EP0091800A1 (fr) * 1982-04-08 1983-10-19 SMITH & NEPHEW plc Pansement chirurgical adhésif
WO1985005373A1 (fr) * 1984-05-21 1985-12-05 Thoratec Laboratories Corporation Materiaux permeables a la vapeur humide, contenant un multipolymere a bloc segmente

Cited By (14)

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EP0348105A2 (fr) * 1988-06-17 1989-12-27 PolyMedica Industries, Inc. Polyuréthane polyéther segmenté
EP0348105A3 (en) * 1988-06-17 1990-07-04 Matrix Medica, Inc. Segmented polyether polyurethane
WO1990000066A1 (fr) * 1988-06-29 1990-01-11 Smith & Nephew Plc Pansements
WO1990014109A1 (fr) * 1989-05-16 1990-11-29 Smith & Nephew Plc Pansements
GB2248555A (en) * 1989-05-16 1992-04-15 Smith & Nephew Dressings
GB2248555B (en) * 1989-05-16 1992-09-23 Smith & Nephew Dressings
WO1994002526A1 (fr) * 1992-07-16 1994-02-03 GROSE, D. Michael Membranes de polyurethane a caracteristiques de respirabilite et d'impermeabilite, et substrats poreux proteges par ces membranes
EP0714950A3 (fr) * 1994-11-29 1996-07-10 Wolff Walsrode Ag
US5840812A (en) * 1994-11-29 1998-11-24 Wolff Walsrode Ag Waterproof and breathable flat materials made from resin mixtures of thermoplastic polyurethane
US6500539B1 (en) * 1998-03-05 2002-12-31 The Regents Of The University Of California Anti-adhesion cellulose acetate wound dressing
WO2008055586A1 (fr) * 2006-11-07 2008-05-15 Paul Hartmann Ag Pansement absorbant multicouche avec une couche hydrophile en contact avec la plaie
EP1923077A1 (fr) * 2006-11-07 2008-05-21 Paul Hartmann AG Pansement multicouche absorbant avec une couche hydrophile en contact de plaies
US10287453B2 (en) 2014-03-26 2019-05-14 3M Innovative Properties Company Polyurethane compositions, films, and methods thereof
US10711156B2 (en) 2014-03-26 2020-07-14 3M Innovative Properties Company Polyurethane compositions, films, and methods thereof

Also Published As

Publication number Publication date
GB8719314D0 (en) 1987-09-23
GB2207867B (en) 1991-11-20
JPH03501217A (ja) 1991-03-22
AU612409B2 (en) 1991-07-11
GB8819099D0 (en) 1988-09-14
EP0374168A1 (fr) 1990-06-27
GB2207867A (en) 1989-02-15
AU2256888A (en) 1989-03-09

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