GB2202855A - Hydrophilic polyurethane composition - Google Patents

Hydrophilic polyurethane composition Download PDF

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Publication number
GB2202855A
GB2202855A GB08707372A GB8707372A GB2202855A GB 2202855 A GB2202855 A GB 2202855A GB 08707372 A GB08707372 A GB 08707372A GB 8707372 A GB8707372 A GB 8707372A GB 2202855 A GB2202855 A GB 2202855A
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United Kingdom
Prior art keywords
composition
polymer
water absorptive
weight
polyurethane
Prior art date
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GB08707372A
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GB8707372D0 (en
Inventor
Francis E Gould
Ellen K Morgan
Stephen D Reduker
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Tyndale Plains Hunter Ltd
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Tyndale Plains Hunter Ltd
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Filing date
Publication date
Priority to FR8703473A priority Critical patent/FR2612198A1/en
Priority to DE19873708955 priority patent/DE3708955A1/en
Priority to JP6772087A priority patent/JPS63238157A/en
Application filed by Tyndale Plains Hunter Ltd filed Critical Tyndale Plains Hunter Ltd
Priority to GB08707372A priority patent/GB2202855A/en
Publication of GB8707372D0 publication Critical patent/GB8707372D0/en
Publication of GB2202855A publication Critical patent/GB2202855A/en
Withdrawn legal-status Critical Current

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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
    • A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
    • A61L31/04—Macromolecular materials
    • A61L31/041—Mixtures of macromolecular compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/34—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyesters, polyamino acids, polysiloxanes, polyphosphazines, copolymers of polyalkylene glycol or poloxamers
    • 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
    • A61L17/00—Materials for surgical sutures or for ligaturing blood vessels ; Materials for prostheses or catheters
    • A61L17/04—Non-resorbable materials
    • 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
    • A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
    • A61L27/14—Macromolecular materials
    • A61L27/26—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
    • A61L29/00—Materials for catheters, medical tubing, cannulae, or endoscopes or for coating catheters
    • A61L29/04—Macromolecular materials
    • A61L29/049—Mixtures of macromolecular compounds
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D71/00—Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
    • B01D71/06—Organic material
    • B01D71/54—Polyureas; Polyurethanes
    • 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
    • C08G18/6674—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
    • 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
    • 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
    • C08L75/06—Polyurethanes from polyesters
    • 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
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
    • G02B1/041—Lenses
    • G02B1/043—Contact lenses
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61B—DIAGNOSIS; SURGERY; IDENTIFICATION
    • A61B46/00—Surgical drapes
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61F—FILTERS IMPLANTABLE INTO BLOOD VESSELS; PROSTHESES; DEVICES PROVIDING PATENCY TO, OR PREVENTING COLLAPSING OF, TUBULAR STRUCTURES OF THE BODY, e.g. STENTS; ORTHOPAEDIC, NURSING OR CONTRACEPTIVE DEVICES; FOMENTATION; TREATMENT OR PROTECTION OF EYES OR EARS; BANDAGES, DRESSINGS OR ABSORBENT PADS; FIRST-AID KITS
    • A61F2/00—Filters implantable into blood vessels; Prostheses, i.e. artificial substitutes or replacements for parts of the body; Appliances for connecting them with the body; Devices providing patency to, or preventing collapsing of, tubular structures of the body, e.g. stents
    • A61F2/02—Prostheses implantable into the body
    • A61F2/14—Eye parts, e.g. lenses, corneal implants; Implanting instruments specially adapted therefor; Artificial eyes
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • 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
    • C08G2210/00—Compositions for preparing hydrogels

Abstract

Water absorptive polyurethane composition, having high mechanical strength, is formed of A. about 25% to about 75% of a hydrophilic polyether polyurethane which is the reaction product of diethylene glycol and a polyoxyethylene glycol having a molecular weight of about 1000 to about 8000 with a polyisocyanate and B. about 75% to about 25% of a hydrophobic polyester polyurethane which is the reaction product of a polyfunctional polyester derived from the condensation of a polyol with a polybasic acid with a polyisocyanate.

Description

HYDROPHILIC POLYURETHANE COMPOSITION This invention relates to polyurethanes and in particular to hydrophilic polyether polyurethanes having improved mechanical properties.
Hydrophilic polyurethane polymers having high water absorptivity can be produced -by reacting a polyethylene ether glycol with a polyisocyanate.
However, the mechanical properties of such polyurethanes in the wet state could be further improved.
It has now been discovered that hydrophilic polyether polyurethanes having excellent mechanical properties in the wet state can be reali3ed by blending such polymers with prescribed amounts of a hydrophobic polyester polyurethane and the provision of these hydrophilic polyurethane polymer blends together with their preparation and uses constitutes the principal object and purpose of the invention.
The hydrophilic polyurethane composition of the invention comprises by weight and on a 100% basis a blend of A. about 25% to about 75% of a hydrophilic polyether polyurethane which is the reaction product of diethylene glycol and a polyethylene ether glycol having a molecular weight of from about 1000 to about 8000 with a polyisocyanate and B. about 758 to about 25% of a hydrophobic polyester derived from the condensation of a polyol with a polybasic acid with a polyisocyanate.
Surprisingly, the polymer blend retains desirable hydrophilic surface property being essentially comparable in this respect to the hydrophilic polyether polyurethane component. Yet, at the same time, the presence of the hydrophobic polyester polyurethane results in a marked increase in the tensile strength of the polymer blend in the wet state. Typically, the increase in tensile strength becomes significant when the composition of the blend approaches 258 polyether and 75% polyester, rising to a maximum between these values and then falling back to the beginning concentration, giving rise to a bell curve. Such behavior is unexpected and as yet has not been explained. Addition all-, the polymer blends exhibit good hardness, both in the dry and wet stage as measured by the Durometer A Hardness Test.A further desirable property is the reduced swelling of the blends as compared to the hydrophilic polyether polyurethane per se.
The hydrophilic polyurethane blends herein are prepared by forming a mixture of the hydrophilic polyether polyurethane and hydrophobic polyester polyurethane employing mixing techniques familiar in the art. In a typical procedure, the requisite amounts of the polyether and polyester polymers are dissolved in a solvent. The resulting solution can then be applied to a suitable substrate and after evaporation of the solvent, a film of the polymer blend is obtained. Exemplary solvents include chloroform, cyclohexanone, diethylformamide, tetrahydrofuran, dimethylsulfoxide, lower aliphatic ketones such as acetone, methylethyl ketone, lower saturated, aliphatic alcohols, for example, 1 to 4 carbon atoms and the like, including mixtures of such solvents.For casting films, the solution may contain by weight from about 5% to about 10% solids while for dipping the solids content is about 3% to about 58.
The polymer blends may also be formed by mixing finely divided polyether and polyester polyurethanes of the invention in an extruder and extruding into the desired structure or configuration.
The hydrophilic polyether polyurethane component of the herein polyurethane is prepared by reacting a major amount of a polyoxyethylene glycol having a molecular weight of from about 1000 to about 8000 or mixtures thereof, a minor amount of diethylene glycol and a polyisocyanate. Exemplary polyoxyethylene glycols are the various commercial Carbowaxes available in a range of molecular weights from the Union Carbide Corporation. Representative Carbowaxes are PEG (CARBO R R WAX 1450R) and PEG (CARBOWAX 8000 ) in which the num- bers refer to molecular weights. The proportions in which the long-chain polyglycol and the low molecular weight diethylene glycol are present in the polyether polyurethane will determine its degree of hydrophilic character.Increasing the molecular weight of the long-chain polyethylene glycol and/or the amount thereof promotes strong hydrophilic properties to the final product. Lessened hydrophilic character results by increasing the proportion of low molecular weight glycol, that is, diethylene glycol. Generally speaking, the polyether polyurethane is proposed from about 45% to 85% of the polyoxyethylene glycol, about 2.25% to 11.0% diethylene glycol and about 15% to 40% of the polyisocyanates.
The polyisocyanate used in making the hydrophilic polyether polyurethane component of the herein polyurethane blends may be represented by R(NCO)n wherein n is greater than 1, preferably 2-4, and R is an aliphatic, alicyclic, aliphatic-alicyclic, aromatic, or aliphatic-aromatic hydrocarbon compound of from 4 to 26 carbon atoms, but more conventionally from 6 to 20 and generally from 6 to 13 carbon atoms.Representative examples of the above isocyanates are: tetramethylene diisocyanate; hexamethylene diisocyanate; trimethylhexamethylene diisocyanate; dimer acid diisocyanate; isophorone diisocyanate; diethylbenzene diisocyanate; decamethylene l#l0-diisocyanate: cyclohexylene 1,2diisocyanate and cyclohexylene l,4-diisocyanate and the aromatic isocyanates such as 2,4- and 2,6-tolylene diisocyanate: 4,4-diphenylmethane diisocyanate: 1,5naphthalene diisocyanate; dianisidine diisocyanate; tolidine diisocyanate; a polymeric polyisocyanate such as neopentyl tetra isocyanate; m-xylylene diisocyanate tetrahydronaphthalene-1,5 diisocyanate; and bis(4-iso cyanatophenyl )methane.
The preferred isocyanate is methylene di(cyclohexyl isocyanate). Other but slightly less preferred diisocyanates are trimethyl hexamethylene diisocyanate and isophorone diisocyanate.
Other compounds which are useful are the isocyanate equivalents which produce the urethane linkages such as the nitrile carbonate, that is, the adiponitrile carbonate of the formula:
In preparing the hydrophilic polyether polyure thane component, the glycols and the polyisocyanate are reacted in the presence of known catalysts for such reaction and in this connection mention is made of tin salts and organic tin esters, for example, dibutyltin dilaurate, tertiary amines such as triethyl diamine (DABCD), N,N,N' ,N1-tetramethyl-l,3-butane diamine and other recognized catalysts for urethane reactions known in the art.
The hydrophobic polyester polyurethane components of the herein polymer blends are generally known polymer entities, the description and preparation of which are set forth in the technical and patent literature.
They are obtained by condensing a polyioscyanate with a polyester resin precursor having two or more active hydrogens in the known manner of preparing polyurethane polymer. These polyesters can be regarded as the esterification product of a polybasic carboxylic acid with a polyol having multiple OH groups such as polymeric diols. Examples of these diols aforesaid are polytetramethylene ether glycol, propylene oxide based polyols as well as propylene/ethylene oxide block copolymers. The polybasic acid is commonly a polycar boxylic acid of which the more familiar members include adipic acid, melletic acid, pyromellitic acid, trimellitic acid, succinic acid, itaconic acid, maleic acid, fumaric acid, mesaconic acid, azelaic acid, pimelic and the like.A polyester resin will be selected which when reacted with a polyisocyanate will yield a polyester polyurethane which exhibits little or no propensity to absorb water. A hydrophobic polyester polyurethane will normally be produced when the polymeric diol contains oxyalkylene units having 3 or more carbon atoms, for example, oxypropylene.
The hydrophilic polyurethane polyene compositions of the present invention are dimensionally stable upon repeated exposure to boiling water and have unique physical properties that are of advantage when used in the manufacture of soft contact lens.
The above described hydrophilic polyurethane polyene resin compositions are also useful as coatings, molding compounds, absorbents, controlled release agents, ion exchange resins, and in the manufacture of dialysis membranes, dentures, cannulae, contact lenses, packaging components, burn dressings, contraceptive devices, sutures, surgical implants, blood oxygenators, intrauterine devices, vascular prostheses, oral delivery systems, battery separator plates, eye bandages, corneal prostheses, antifog coatings, surgical drapes, oxygen exchange membranes, artificial finger nails, finger cots, adhesives, gas permeable membranes, and in protective and drag resistant coatings.
The invention is further illustrated by the following examples, in which the components are in parts by weight unless stated otherwise.
Preparation of Polyether Polyurethane Example I A mixture of 49.0 parts of CARBOWAX 1450R (a polyethylene glycol having a number average molecular weight of 1450, sold by the Union Carbide Corporation, New York, New York 10017) and 11.0 parts of diethylene 0 glycol were heated to about 70 C with stirring until a homogeneous melt was obtained. While continuing the stirring, there was added 40.0 parts of methylene biscyclohexyl-4,4-isocyanate (a product sold as DESMODUR W by the Mobay Chemical Corporation, Penn Lincoln Parkway West, Pittsburgh, Pennsylvania 15205) during which the temperature decreased.When the temperature 0 reached about 50 C, there was added 0.15 ml of stannous octoate, (a product identified as Tg and manufactured by Metal and Thermite Company of Rahway, New Jersey) and the mass allowed to exotherm to about 700C. The mass was then poured into a polypropylene pan. During pouring, the temperature continued to rise to about 0 80 C and the mass foamed. Upon finishing of the pour- ing operation, the pan was placed in an oven and held 0 at 100 C for about one hour to complete formation of the polymer.
Preparation of Polyether/Polyester Urethane Blends and Products Containing Them The polyether polyurethane and a polyester polyurethane were dissolved in chloroform and the resulting solution used to prepare films of the polymer blend.
The polyester polyurethane is obtained by the condensation of toluene diisocyanate with a polyester polyol derived from a dicarboxylic acid having 6 to 10 carbon atoms and an alkylene diol of 3 to 4 carbon atoms.
Essentially equal amounts of the diisocyanate and polyester polyol are present. Films of the polymer blend were cast by applying the solvent solution aforesaid to a suitable substrate and the solvent allowed to evaporate. Films were also formed by immersing a mandrel of the requisite shape into the solvent solution, the mandrel withdrawn and the solvent allowed to evaporate.
Mandrels were used to form gloves, finger cots and condoms. For casting films, the solution may contain from about 5% to 10% solids while for dipping the solution may contain 3% to 5% solids.
Blends can also be prepared from the solid polymers by mixing finely divided particles thereof in an extruder from which the polymer blend is extruded in the desired shape such as a nasal gastric tube, cannula or a film.
The polyether/polyester polyurethane blend aforesaid may be mixed with or used to encapsulate drugs or other medicament to provide controlled release thereof when placed in an aqueous or saline solution or in body fluids. The drug delivery can be of. any convenient shape, for example, tablets for oral ingestion implants, suppositories, etc.
In preparing the above described polymer blends, the polyether polyurethane will be from about 258 to about 75% and the polyester polyurethane about 75% to about 25%.
Example II The procedure of Example I was repeated except the polyether polyurethane was made from the following components: PEG (CARBOWAX 8000R)* 41.0 parts Diethylene Glycol 9.0 parts DESMODUR WR 33.0 parts Stannous Octoate (Tg) 0.15 ml Example III The procedure of Example I was repeated except the polyether polyurethane was made from the following components: PEG (CARBOWAX 8000R)* 82.0 parts Diethylene Glycol 3.0 parts DESMODUR W 15.0 parts Dibutyl Tin Dilaurate (T12) 0.20 ml *a polyethylene glycol having a number average molecular weight of 7500-8000 and sold by the Union Carbide Corporation.
The polyether/polyester blends were immersed in water at room temperature for 24 hours, then removed and wiped with paper towelling to remove surface water.
The percent water content was determined from the gain in weight of the sample. The Durometer A Hardness was measured on dry and wet samples. Tensile strength was measured on both dry and wet samples.
The polyether/polyester polyurethane of the Examples were further tested for water uptake by means of the following procedure. A sample was heat extruded at about 3000C to form tubing, 0.25 cm in diameter and 0.058 cm wall thickness. Short lengths of the tubing samples (4 cm long) were weighed, the diameter and wall thickness were measured in the dry states. Samples were placed in water at room temperature for 24 hours, external water removed, the weight, diameter and wall thickness determined and the change in volume calculated. The percent water uptake, diameter, wall thickness and volume changes are calculated by the formula Xw - Xd Xd x 100 The water uptake of the polymer blends was essentially the same as the hydrophilic polyether polyurethane per se but with much improved mechanical strength in the state.

Claims (28)

1. A water absorptive polyurethane composition co#prising a blend of two polyurethane polymers in which the first polymer, A, is a hydrophilic polyether polyurethane formed by the reaction of diethylene glycol and a polyoxyethylene glycol having a molecular weight of 1000 to 8000 with a polyisocyanate, the second polymer, B, is a hydrophobic polyester polyurethane formed by the reaction of a polyfunctional polyester, derived from the condensation of a polyol and a polybasic acid, with a polyisocyanate and in which the blend contains from 25% to 75% by weight of the first polymer A and the remainder of the second polymer, B.
2. A water absorptive polyurethane composition as claimed in Claim 1 in which the first polymer is formed by the reaction of from 2.25% to 11% by weight of diethylene glycol and 45% to 85% by weight of the polyoxyethylene glycol with from 15% to 40% by weight of a polyisocyanate.
3. A water absorptive polyurethane composition as claimed in either Claim 1 or Claim 2 in which the polyoxyethylene glycol has a molecular weight of 1450.
4. A water absorptive polyurethane composition as claimed in either Claim 1 or Claim 2 in which the polyoxyethylene glycol has a molecular weight from 7500 to 8000.
5. A water absorptive polyurethane composition as claimed in any of the preceding Claims in which the polyisocyanate is methylene di(cyclohexyl isocyanate).
6. A water absorptive polyurethane composition as claimed in any of the preceding Claims in which the blend contains 40% by weight of the first polymer, A, and 60% by weight of the second polymer, B.
7. A water absorptive polyurethane composition as, claimed in any of the Claims 1 to 4 in which the blend contains 60% by weight of the first polymer, A, and 40% by weight of the second polymer, B.
8. A water absorptive polyurethane composition as claimed in any of the preceding Claims in which the second polymer is formed by the reaction of a polyfunctional polyester, derived from the condensation of an aliphatic diol and a dicarboxylic acid, with a polyisocyanate.
9. A water absorptive polyurethane composition as claimed in Claim 8 in which the aliphatic diol is an alkylene diol having 3 or 4 carbon atoms, the dicarboxylic acid has from 6 to 10 carbon atoms and the polyisocyanate is toluene diisocyanate.
10. The method of making a water absorptive polyurethane composition as claimed in Claim 1 wherein the first polymer, A, and the second polymer, B, are blended by forming a solution of the polymers in a solvent or solvent mixture.
11. The method as claimed in Claim 10 wherein the composition is prepared as a film by casting the solution on a substrate or dipping a mandrel in the solution and thereafter evaporating the solvent.
12. An article comprising a film of a composition as claimed in any of the Claims 1 to 9.
13. An article as claimed in Claim 12 in which the the film contains a medicament.
14. An article as claimed in Claim 13 in which the the medicament is a hormone.
15. An article as claimed in Claim 13 in which the the medicament is a steroid.
16. A burn dressing comprising a film as claimed in any of the Claims 12 to 15.
17. A moisture-vapor permeable membrane comprising a film as claimed in claim 12.
18. A dialysis membrane comprising a film as claimed in claim 12.
19. A surgical drape comprising a film as claimed in claim 12.
20. A molded or extruded article formed from a water absorptive polyurethane composition as claimed in any of the claims 1 to 9.
21. A cannula comprising an extruded composition as claimed in Claim 20.
22. A cannula as claimed in Claim 21 in which the the composition contains a medicament.
23. An interuterine device comprising a molded composition as claimed in any of the Claims 1 to 9.
24. An interuterine device as claimed in Claim 23 in which the composition contains a contraceptive composition.
25. An ophthalmic contact lens comprising a molded composition as claimed in any of the Claims 1 to 9.
26. A corneal prosthesis comprising a molded composition as claimed in any of the Claims 1 to 9.
27. An oral delivery system comprising a composition asclaimed in any of the claims 1 to 9 enclosing a pharmacologically active agent.
28. Water absorptive polyurethane compositions as claimed in Claim 1 and articles fabricated therefrom as herein described.
GB08707372A 1987-03-20 1987-03-27 Hydrophilic polyurethane composition Withdrawn GB2202855A (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
FR8703473A FR2612198A1 (en) 1987-03-27 1987-03-13 HYDROPHILIC POLYURETHANE COMPOSITION AND ARTICLES PRODUCED THEREOF
DE19873708955 DE3708955A1 (en) 1987-03-27 1987-03-19 WATER ABSORPTIVE POLYURETHANE COMPOSITION AND ITEMS OBTAINED FROM IT
JP6772087A JPS63238157A (en) 1987-03-20 1987-03-20 Water absorbable polyurethane composition
GB08707372A GB2202855A (en) 1987-03-27 1987-03-27 Hydrophilic polyurethane composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB08707372A GB2202855A (en) 1987-03-27 1987-03-27 Hydrophilic polyurethane composition

Publications (2)

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GB8707372D0 GB8707372D0 (en) 1987-04-29
GB2202855A true GB2202855A (en) 1988-10-05

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GB08707372A Withdrawn GB2202855A (en) 1987-03-20 1987-03-27 Hydrophilic polyurethane composition

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DE (1) DE3708955A1 (en)
FR (1) FR2612198A1 (en)
GB (1) GB2202855A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0568651A1 (en) * 1991-02-01 1993-11-10 Massachusetts Institute Of Technology Biodegradable polymer blends for drug delivery
WO2005018697A2 (en) * 2003-08-13 2005-03-03 Medtronic, Inc. Active agent delivery systems, including a single layer of a miscible polymer blend, medical devices, and methods

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4308445A1 (en) * 1993-03-17 1994-09-22 Beiersdorf Ag Wound dressing based on hydrophilic polyurethane gel foams and process for their production
DE4308347A1 (en) * 1993-03-17 1994-09-29 Beiersdorf Ag Hydrophilic polyurethane foam gels, in particular for the treatment of deep wounds and process for their production
DE4233289A1 (en) * 1992-10-02 1994-04-07 Beiersdorf Ag Self adhesive polyurethane foam gel contg. water absorber - with non-aq. foaming agents, useful as plasters, wound dressings, etc., adheres to skin but not to wet wounds
DE4328190A1 (en) * 1993-08-23 1995-03-02 Beiersdorf Ag Wound care articles with selective absorbency
DE19724236B4 (en) * 1997-06-09 2007-02-08 Schill + Seilacher Ag Method for polarizing hydrophobic surfaces
CN114699563B (en) * 2022-02-22 2024-02-02 中国医科大学附属盛京医院 Supported polyether polyurethane film, preparation method and application thereof

Cited By (4)

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EP0568651A1 (en) * 1991-02-01 1993-11-10 Massachusetts Institute Of Technology Biodegradable polymer blends for drug delivery
EP0568651A4 (en) * 1991-02-01 1996-11-27 Nova Pharm Corp Biodegradable polymer blends for drug delivery
WO2005018697A2 (en) * 2003-08-13 2005-03-03 Medtronic, Inc. Active agent delivery systems, including a single layer of a miscible polymer blend, medical devices, and methods
WO2005018697A3 (en) * 2003-08-13 2005-12-15 Medtronic Inc Active agent delivery systems, including a single layer of a miscible polymer blend, medical devices, and methods

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DE3708955A1 (en) 1988-10-06
FR2612198A1 (en) 1988-09-16
GB8707372D0 (en) 1987-04-29

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