WO1990011820A2 - Porous articles - Google Patents
Porous articles Download PDFInfo
- Publication number
- WO1990011820A2 WO1990011820A2 PCT/GB1990/000531 GB9000531W WO9011820A2 WO 1990011820 A2 WO1990011820 A2 WO 1990011820A2 GB 9000531 W GB9000531 W GB 9000531W WO 9011820 A2 WO9011820 A2 WO 9011820A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- membrane
- polymer
- mole
- prepolymer
- hydrophobic
- Prior art date
Links
- 239000012528 membrane Substances 0.000 claims abstract description 73
- 230000001070 adhesive effect Effects 0.000 claims abstract description 42
- 239000000853 adhesive Substances 0.000 claims abstract description 41
- 229920001477 hydrophilic polymer Polymers 0.000 claims abstract description 37
- 229920001600 hydrophobic polymer Polymers 0.000 claims abstract description 37
- 239000011148 porous material Substances 0.000 claims abstract description 27
- 230000002209 hydrophobic effect Effects 0.000 claims abstract description 19
- 230000005660 hydrophilic surface Effects 0.000 claims abstract description 8
- 229920000642 polymer Polymers 0.000 claims description 30
- 229920001577 copolymer Polymers 0.000 claims description 28
- 239000000203 mixture Substances 0.000 claims description 26
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 21
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 19
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 18
- 239000011159 matrix material Substances 0.000 claims description 16
- 239000000178 monomer Substances 0.000 claims description 15
- 125000004432 carbon atom Chemical group C* 0.000 claims description 14
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 13
- 238000001556 precipitation Methods 0.000 claims description 12
- 239000002904 solvent Substances 0.000 claims description 12
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 10
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 claims description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 9
- 150000002500 ions Chemical class 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 229920000909 polytetrahydrofuran Polymers 0.000 claims description 8
- 125000005250 alkyl acrylate group Chemical group 0.000 claims description 7
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 6
- -1 polyetherurethanes Polymers 0.000 claims description 6
- 229920001228 polyisocyanate Polymers 0.000 claims description 6
- 239000005056 polyisocyanate Substances 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 5
- 229920001281 polyalkylene Polymers 0.000 claims description 5
- 229920002981 polyvinylidene fluoride Polymers 0.000 claims description 5
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 claims description 4
- 125000005442 diisocyanate group Chemical group 0.000 claims description 4
- 239000003960 organic solvent Substances 0.000 claims description 4
- 239000004814 polyurethane Substances 0.000 claims description 4
- 229920002635 polyurethane Polymers 0.000 claims description 4
- 239000002244 precipitate Substances 0.000 claims description 4
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 3
- 102000004190 Enzymes Human genes 0.000 claims description 3
- 108090000790 Enzymes Proteins 0.000 claims description 3
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 3
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 3
- 235000013877 carbamide Nutrition 0.000 claims description 3
- 229960001760 dimethyl sulfoxide Drugs 0.000 claims description 3
- 229940113088 dimethylacetamide Drugs 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 3
- 239000012948 isocyanate Substances 0.000 claims description 3
- 150000002513 isocyanates Chemical class 0.000 claims description 3
- KCAMXZBMXVIIQN-UHFFFAOYSA-N octan-3-yl 2-methylprop-2-enoate Chemical compound CCCCCC(CC)OC(=O)C(C)=C KCAMXZBMXVIIQN-UHFFFAOYSA-N 0.000 claims description 3
- 229920000570 polyether Polymers 0.000 claims description 3
- 229920003226 polyurethane urea Polymers 0.000 claims description 3
- 238000005406 washing Methods 0.000 claims description 3
- OXHNLMTVIGZXSG-UHFFFAOYSA-N 1-Methylpyrrole Chemical compound CN1C=CC=C1 OXHNLMTVIGZXSG-UHFFFAOYSA-N 0.000 claims description 2
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims description 2
- SEDMFAYCVMLBFB-UHFFFAOYSA-N 2-methylpentyl prop-2-enoate Chemical compound CCCC(C)COC(=O)C=C SEDMFAYCVMLBFB-UHFFFAOYSA-N 0.000 claims description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 2
- 239000004952 Polyamide Substances 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- 230000000694 effects Effects 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 2
- 229920002492 poly(sulfone) Polymers 0.000 claims description 2
- 229920002647 polyamide Polymers 0.000 claims description 2
- 239000004417 polycarbonate Substances 0.000 claims description 2
- 229920000515 polycarbonate Polymers 0.000 claims description 2
- 229920000728 polyester Polymers 0.000 claims description 2
- 229920002620 polyvinyl fluoride Polymers 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 125000001174 sulfone group Chemical group 0.000 claims description 2
- 150000003672 ureas Chemical class 0.000 claims description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 1
- 239000004202 carbamide Substances 0.000 claims 1
- 206010052428 Wound Diseases 0.000 description 32
- 208000027418 Wounds and injury Diseases 0.000 description 32
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 26
- 229910001868 water Inorganic materials 0.000 description 26
- 239000000243 solution Substances 0.000 description 25
- 230000010261 cell growth Effects 0.000 description 9
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 8
- 210000000416 exudates and transudate Anatomy 0.000 description 8
- 230000000975 bioactive effect Effects 0.000 description 7
- 229920006029 tetra-polymer Polymers 0.000 description 7
- 210000001519 tissue Anatomy 0.000 description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 6
- 238000010521 absorption reaction Methods 0.000 description 6
- 210000004027 cell Anatomy 0.000 description 6
- 230000035876 healing Effects 0.000 description 6
- 239000000758 substrate Substances 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000009826 distribution Methods 0.000 description 5
- 239000010410 layer Substances 0.000 description 5
- 230000008901 benefit Effects 0.000 description 4
- 239000012531 culture fluid Substances 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 239000000123 paper Substances 0.000 description 4
- 210000002381 plasma Anatomy 0.000 description 4
- 102000004169 proteins and genes Human genes 0.000 description 4
- 108090000623 proteins and genes Proteins 0.000 description 4
- 230000009471 action Effects 0.000 description 3
- 230000000845 anti-microbial effect Effects 0.000 description 3
- 239000012530 fluid Substances 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 230000036571 hydration Effects 0.000 description 3
- 238000006703 hydration reaction Methods 0.000 description 3
- 238000000338 in vitro Methods 0.000 description 3
- 238000001727 in vivo Methods 0.000 description 3
- 238000005342 ion exchange Methods 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 125000005395 methacrylic acid group Chemical group 0.000 description 3
- 239000002243 precursor Substances 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- 229910001415 sodium ion Inorganic materials 0.000 description 3
- 239000011800 void material Substances 0.000 description 3
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- 206010039509 Scab Diseases 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- WYTGDNHDOZPMIW-RCBQFDQVSA-N alstonine Natural products C1=CC2=C3C=CC=CC3=NC2=C2N1C[C@H]1[C@H](C)OC=C(C(=O)OC)[C@H]1C2 WYTGDNHDOZPMIW-RCBQFDQVSA-N 0.000 description 2
- 239000004599 antimicrobial Substances 0.000 description 2
- 210000001367 artery Anatomy 0.000 description 2
- 238000009640 blood culture Methods 0.000 description 2
- 210000001124 body fluid Anatomy 0.000 description 2
- 239000010839 body fluid Substances 0.000 description 2
- 230000021164 cell adhesion Effects 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 150000002009 diols Chemical class 0.000 description 2
- 238000012377 drug delivery Methods 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 230000012010 growth Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000012456 homogeneous solution Substances 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 210000004962 mammalian cell Anatomy 0.000 description 2
- 210000005036 nerve Anatomy 0.000 description 2
- 235000015097 nutrients Nutrition 0.000 description 2
- 102000004196 processed proteins & peptides Human genes 0.000 description 2
- 108090000765 processed proteins & peptides Proteins 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 230000037390 scarring Effects 0.000 description 2
- 239000002344 surface layer Substances 0.000 description 2
- 238000000108 ultra-filtration Methods 0.000 description 2
- 210000000626 ureter Anatomy 0.000 description 2
- 230000002792 vascular Effects 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
- NIXVAPHNPNMUIX-UHFFFAOYSA-N 6-amino-2-methylhex-2-enamide Chemical compound NC(=O)C(C)=CCCCN NIXVAPHNPNMUIX-UHFFFAOYSA-N 0.000 description 1
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 description 1
- 229920002126 Acrylic acid copolymer Polymers 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical class [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 238000009007 Diagnostic Kit Methods 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 description 1
- 206010021639 Incontinence Diseases 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 239000002033 PVDF binder Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 1
- 229920006373 Solef Polymers 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- VJHCJDRQFCCTHL-UHFFFAOYSA-N acetic acid 2,3,4,5,6-pentahydroxyhexanal Chemical compound CC(O)=O.OCC(O)C(O)C(O)C(O)C=O VJHCJDRQFCCTHL-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 239000011575 calcium Chemical class 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- UBAZGMLMVVQSCD-UHFFFAOYSA-N carbon dioxide;molecular oxygen Chemical compound O=O.O=C=O UBAZGMLMVVQSCD-UHFFFAOYSA-N 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 238000004113 cell culture Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- OWMBTIRJFMGPAC-UHFFFAOYSA-N dimethylamino 2-methylprop-2-enoate Chemical compound CN(C)OC(=O)C(C)=C OWMBTIRJFMGPAC-UHFFFAOYSA-N 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000013536 elastomeric material Substances 0.000 description 1
- 238000010292 electrical insulation Methods 0.000 description 1
- 239000011152 fibreglass Substances 0.000 description 1
- 239000011953 free-radical catalyst Substances 0.000 description 1
- 229960003444 immunosuppressant agent Drugs 0.000 description 1
- 230000001861 immunosuppressant effect Effects 0.000 description 1
- 239000003018 immunosuppressive agent Substances 0.000 description 1
- 239000007943 implant Substances 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- 239000012633 leachable Substances 0.000 description 1
- 238000007726 management method Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- VUZPPFZMUPKLLV-UHFFFAOYSA-N methane;hydrate Chemical compound C.O VUZPPFZMUPKLLV-UHFFFAOYSA-N 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000012982 microporous membrane Substances 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 238000005373 pervaporation Methods 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920001432 poly(L-lactide) Polymers 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920006267 polyester film Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000002278 reconstructive surgery Methods 0.000 description 1
- 239000013557 residual solvent Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 239000006104 solid solution Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 210000003437 trachea Anatomy 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 230000029663 wound healing Effects 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D67/00—Processes specially adapted for manufacturing semi-permeable membranes for separation processes or apparatus
- B01D67/0002—Organic membrane manufacture
- B01D67/0009—Organic membrane manufacture by phase separation, sol-gel transition, evaporation or solvent quenching
- B01D67/0011—Casting solutions therefor
- B01D67/00111—Polymer pretreatment in the casting solutions
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D67/00—Processes specially adapted for manufacturing semi-permeable membranes for separation processes or apparatus
- B01D67/0002—Organic membrane manufacture
- B01D67/0009—Organic membrane manufacture by phase separation, sol-gel transition, evaporation or solvent quenching
- B01D67/0011—Casting solutions therefor
-
- 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
- A61L15/425—Porous materials, e.g. foams or sponges
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/28—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof by elimination of a liquid phase from a macromolecular composition or article, e.g. drying of coagulum
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2323/00—Details relating to membrane preparation
- B01D2323/06—Specific viscosities of materials involved
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2325/00—Details relating to properties of membranes
- B01D2325/02—Details relating to pores or porosity of the membranes
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2325/00—Details relating to properties of membranes
- B01D2325/02—Details relating to pores or porosity of the membranes
- B01D2325/0283—Pore size
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2325/00—Details relating to properties of membranes
- B01D2325/38—Hydrophobic membranes
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2325/00—Details relating to properties of membranes
- B01D2325/48—Antimicrobial properties
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2201/00—Foams characterised by the foaming process
- C08J2201/04—Foams characterised by the foaming process characterised by the elimination of a liquid or solid component, e.g. precipitation, leaching out, evaporation
- C08J2201/054—Precipitating the polymer by adding a non-solvent or a different solvent
- C08J2201/0542—Precipitating the polymer by adding a non-solvent or a different solvent from an organic solvent-based polymer composition
- C08J2201/0544—Precipitating the polymer by adding a non-solvent or a different solvent from an organic solvent-based polymer composition the non-solvent being aqueous
Definitions
- the present invention relates to the production of porous polymeric articles, particularly (but by no means exclusively) membranes which have application in the field of medicine and biotechnology.
- porous articles of the invention will be referred to herein as membranes.
- US-A-4 704 130 describes the production of biocompatible microporous articles in which a solution of a hydrophobic polymer (eg. a segmented polyether urethane) is dissolved in an organic solvent to obtain a viscous solution which may be shaped into a 'precursor' which takes the form of the desired article.
- a hydrophobic polymer eg. a segmented polyether urethane
- the precursor is then immersed in a bath of a liquid which will dissolve the organic solvent but not the polymer/solvent solution.
- the solvent is preferentially dissolved out of the precursor to leave an elastomeric article which may have a selective variation in pore size across its thickness. After subsequent stages of washing, drying and heat treatment there is obtained the final porous article.
- the article may take the form of a membrane having a void volume in the range 50 to 80%.
- the membrane may have porous surface layers with a pore size in the range 0.1 to 100- microns, and an intermediate layer defining relatively larger voids of finger-like configuration with their longitudinal aces being substantially normal to the surface layers.
- Particular uses for such porous articles are as wound dressings, vascular grafts, and protheses.
- the articles produced in accordance with US-A-4 704 130 suffer from a number of disadvantages.
- the porous matrix made from a single polyurethane has an equilibrium water level of approximately 30% by weight. This restricts the quantity of aqueous medium (eg., plasma, blood, tissue culture fluids, etc.), which may be taken up into the article. This is particularly disadvantageous in the case where the article is a wound dressing. This not only allows the equilibrium water, plasma exudate, blood culture fluid level to be increased but also the rate at which this equilibrium is approached.
- a further advantage of having a hydrophilic surface within a hydrophobic porous matrix is that the matrix does not swell as water/exudate is absorbed, ie., the dimensions of the matrix are controlled by the hydrophobic component and the kinetics of absorption and final level of absorption is controlled by the hydrophilic component.
- a prior adhesive for a wound dressing is a copolymer of at least 95% by mole of ethyl hexyl acrylate (ERA) and at most 5% by mole of acrylic acid.
- ERA ethyl hexyl acrylate
- acrylic acid is used for providing cohesive strength.
- Such adhesives have the disadvantage that they do not allow ready release of the dressing from the wound, and the removal of the dressing can therefore be painful.
- GB-A-868 157 discloses a pressure sensitive adhesives (which may for example be coated on to a metal, fibreglass, paper or plastic backing) comprising a copolymer of 1 to 15% by weight of acrylic acid and 99 to 85% by weight of an alkyl acrylate having 8 to 10 carbon atoms in the alkyl group.
- GB-A-1 539 131 discloses in Examples 39 and 40 thereof adhesives comprising a copolymer of 10% by weight of acrylic acid and 90% of iso-octyl acrylate.
- the adhesives of GB-A-868 157 and GB-A-1 539 131 are prepared by processes in which amounts of the monomer corresponding to the amounts in the final copolymer composition are charged into a reaction vessel with a solvent and free radical catalyst, the vessel is capped and polymerisation is effected.
- Such adhesives are not suitable for use as adhesives for wound dressings because their aim is to generate high bond strengths under both dry and moist environments over extended periods of time. This is in contrast to the properties required for a wound dressing adhesive which should provide adequate but controlled bond strength, ideally with controlled reduction in addition with time in the environment of the moist wound. It is therefore an object of the present invention to obviate or mitigate these disadvantages.
- a membrane which comprises a porous hydrophobic polymer body whereof the surfaces including those within the pores have integrally incorporated therein a hydrophilic polymer which has been co-precipitated with the hydrophobic polymer under conditions such that substantially all of the hydrophilic polymer is at said surface and provides a hydrophilic surface throughout the hydrophobic body.
- an adhesive for a wound dressing comprising a copolymer of 65 to 90% by mole of an alkyl acrylate in which the alkyl group has 6 to 10 carbon atoms (preferably 7 or 8 carbon atoms) and 10 to 35% by mole of an unsaturated carboxylic acid, the individual copolymer chains having a composition within plus or minus 2% by mole of the overall composition of the polymer.
- the membrane in accordance with the first aspect of the invention comprises a porous hydrophobic body having hydrophilic surfaces as provided by the co-precipitated hydrophilic polymer.
- the provision of the hydrophilic surfaces ensured that a significantly greater quantity of aqueous fluids (eg., plasma, blood, tissue culture fluids, etc) may be taken up by the article as compared to a similar article comprised only of a hydrophobic polymer.
- aqueous fluids eg., plasma, blood, tissue culture fluids, etc
- the membrane will be able to take up at least 200% by weight (based on the weight of the membrane) of aqueous fluids.
- the hydrophilic polymer may thus be considered to promote a 'wicking' action to ensure the take-up of the aqueous fluids.
- a further advantage of having a hydrophilic surface within a hydrophobic porous matrix is that the matrix does not swell as water/exudate is absorbed, ie., the dimensions of the matrix are controlled by the hydrophobic component and the kinetics of absorption and final level of absorption is controlled by the hydrophilic component.
- the porous articles of the first aspect of the invention are produced by a process which takes advantage of the different rates of precipitation which can be achieved for a hydrophobic ( ⁇ 1% equilibrium water content) and hydrophilic (> 10% equilibrium water or water soluble) polymers.
- the hydrophobic component is selected to produce a porous article with sufficient strength to be practical use and whose pore size and shape can be controlled by factors such as concentration, temperature, molecular weight, solution viscosity and surface tension and ionic strength of the precipitation bath.
- the pore size will generally be such as to give a microporous membrane (0.1-250 micron pore size) or an ultra filter membrane ( ⁇ 0.1 micron pore size).
- a preferred membrane in accordance with the invention comprises opposite surfaces with pores having a size in the range of 0.1 to 1 micorn and a 'body' with columnar pores having a pore size in the range of 100 to 200 microns.
- the membrane will generally have a void volume of 55 to 85% (usually 75-80%) and will have a Moisture Vapour Transport value in the range of 2000-30,000 (eg., 5000-15,000) gms/m 2 /day.
- the hydrophilic polymer is selected to precipitate more slowly than the hydrophobic component in the precipitation bath in such a way that the chains of the hydrophilic component are entangled within the hydrophobic matrix which is thus covered by the hydrophilic component.
- the invention thus allows the membranes to be assembled on a molecular basis, rather than simply providing a coating of the hydrophilic polymer on the hydrophobic polymer.
- the membrane will comprise 0.05 to 10% by weight of the hydrophilic polymer.
- the hydrophilic polymer is a bioactive polymer so as to provide a bioactive surface for the membrane, eg., a surface which promotes or facilitates in vivo or in vitro cell growth.
- Bioactive polymers are generally medical grade polymers (with no leachable components) having a chemical structure providing a strong interaction with cells, proteins and/or micro-organisms.
- the polymer backbone is usually charged (positive or negative) and the properties of the polymer can be adjusted by the influence of counter ions.
- An increase in the charge on the polymer will generally increase cell adhesion or cell growth but growth will be reduced above a particular level of negative charge. Cell adhesion may also be reduced at higher levels of charge.
- Mammalian cells will adhere more strongly to the polymer as the charge density in the surface increases but mammalian cell growth will be inhibited as positive charge is increased.
- bioactive polymers allows binding to peptides by the N-terminus, whereas amino groups in the polymer allow binding to peptides by the C-terminus.
- bioactive polymers provide potential for drug delivery systems.
- Such hydrophilic polymers may be co-, ter or tetrapolymers derived from monomers with pendant groups that can provide a suitable charge distribution and density for providing particular properties for cell growth.
- the surface chemistry on the molecular scale may be tailored and optimised either for cell growth in vitro or healing in vivo
- the surface geometry is on such a scale that the interaction between the membrane and the living system (whether cells in vitro or whole tissues in vivo) may be optimised;
- a particular use for the membrane with bioactive surfaces are as wound dressings in which the pores of the membrane can take up protein and cell debris exudate, from the wound and there is production of scab tissue within the pores.
- Further uses of membranes with bioactive surfaces are as vascular grafts; artificial implants; materials for reconstructive surgery; substrates for cell growth; substrates for immuno diagnostics; bio-sensors; immuno absorbents for purification; enzyme reactors, etc., blotting membranes and separating media for proteins and DNA purification and identification.
- hydrophobic polymer is biodegradable then such membranes are potentially useful in plant cell culture, and in artificial organs, eg artificial arteries, tracheas, ureters and nerve splints, where the biodegradable component may act as a nutrient in the healing process.
- hydrophilic polymer it is also possible for the hydrophilic polymer to be one which provides ion-exchange properties, and such membranes have useful properties for drug delivery.
- Membranes in accordance with the invention may also be used in ultra-filtration applications, for modifying ultra-filtration membranes for pervaporation techniques, or as materials for diagnostic kits and bio-sensors. Additionally membranes with a biodegradable hydrophobic polymer may be used in incontinence applications.
- hydrophobic polymers which may be used for producing the porous matrix are polyurethanes, polyetherurethanes polyurethane ureas, polyetherurethane ureas, polyvinylidene fluorides, polyvinyl fluoride, polysulphones, polyamides, polyether sulphones, polyesters, polycarbonates, and copolymers thereof.
- the hydrophobic polymer is preferably one capable of producing a 500 to 6000 centipoise solution.
- the hydrophobic polymer is preferably an elastomeric material thus resulting in the production of a elastomeric membrane.
- polyetherurethane with an Mn value greater then 30,000 as the hydrophobic polymer.
- the preferred polyetherurethane is produced by reacting
- the preferred polyalkylene ether glycols are those having three or more (preferably 3 to 6 carbon atoms in the alkylene residues.
- polytetramethylene ether glycol PTMEG
- Mn 1000 - 2000
- Pure MDI is the preferred polyisocyanate.
- the preferred prepolymer (i) is an MDI/PTMEG prepolymer containing three MDI and two PTMEG residues.
- the preferred diol has 3 to 6 carbon atoms.
- the preferred diol is n-butane diol (BD).
- the preferred polyisocyanate is MDI.
- a preferred prepolymer (ii) is a BD/MDI prepolymer in which the ratio BD:MDI residues is n:(n-l) where n is 3 to 6.
- the MDI/BD/PTMEG polyurethane is particularly preferred because it is very soft (possibly because there is no domain formation in the BD/MDI segments), it is comparatively tough (having similar properties to polyurethane ureas), and is a heat sealable thermoplastic thus making it possible to convert the membranes into various articles, eg. gloves.
- the ratio of the amount of prepolymer (i) relative to prepolymer (ii) used in the production of the polyetherurethane is preferably 7:1 to 20:1, eg. about 10:1. the choice of any particular value within the range determines the concentration of the polymer required to produce a solution of a predetermined viscosity.
- the hydrophobic polymer is one capable of producing a solution of viscosity 500-6000 centipoise. It is possible to provide a range of polymers (of different molecular weights) which meet this requirement, and the particular polymer used for producing the hydrophobic matrix will determine the properties thereof.
- Hydrophilic polymers which may be used include 1. Polyacrylic (or methacrylic) acids and co-, ter- and tetrapolymers.
- Polyacrylic (or methacrylic) salts particularly H + , Na + , K + . Mg 2+ , Ca 2+ , Zn 2+ , Cu 2+ , Ag + and Ce 2+ and cations that are enzyme cofactors and/or radioisotopes.
- the hydrophilic polymer is preferably on which swells in water without being water soluble.
- the hydrophilic polymers may be synthesised to have controlled molecular weight as well as narrow composition ranges (ie., the individual chains have substantially the same relative amount of the monomer residues as the overall polymer compositions) so that their precipitation behaviour can be predicted and controlled.
- the initial monomer composition which provides the desired polymer composition is placed in the reaction vessel.
- the reaction is begun and is fed by monomer in the same ratio as those appearing in the polymer (ie., the same composition as that being consumed by the vessel).
- the feeding rate of the monomer fed reaction is equivalent to the rate at which the polymer is produced. In this way the initiator and monomer concentration are maintained constant throughout the reaction and a narrow composition polymer results.
- the preferred hydrophilic polymer is a copolymer of acrylic or methacrylic acid and an alkyl acrylate or methacrylate. If the copolymer comprises acrylic acid then preferably the co-monomer is a methacrylate. For a copolymer comprising methacrylic acid the co- monomer is preferably an acrylate.
- the alkyl group has 1- 12 carbon atoms, more preferably 1-4 carbon atoms.
- the copolymer comprises 70 to 98% by mole of the acid and 2 to 30% by mole of the acrylate.
- the preferred hydrophilic polymer comprises 70-98% by mole acrylic acid and 2-30% by mole of ethyl hexyl methacrylate.
- the hydrophobic and hydrophilic polymers are dissolved in a suitable solvent to produce a homogeneous solution.
- a suitable solvent will be an aprotic organic solvent, for example dimethyl formamide (DMF), dimethyl sulphoxide (DMSO), dimethyl acetamide (DMAC), N-methyl pyrollidone and N-methyl pyrrole.
- the concentration of the hydrophobic and hydrophilic polymers to be used in the solution will depend on a number of factors, eg the particular polymers and the type of membrane to be produced. Generally however the solution will contain 10 to 25% (preferably 10 to 15%) by weight of hydrophobic polymer and up to 10% by weight (based on the weight of the hydrophobic polymer) of hydrophilic polymer.
- the solution can also include any additional components for incorporation in the final membrane.
- the solution may include Ag + ions (which provide bactericidal action), Zn 2+ ions (which reduce scarring and promote healing), Cu 2+ (anti-microbial) and/or Ce 2+ (anti immunosuppressant).
- the solution will generally have a viscosity in the range 1500 to 3000 centipoise and may be formed into a desired shape by a variety of techniques.
- the solution may be cast on a plate or extruded using hollow fibre techniques into a tubular structure.
- the solution may be extruded onto a moving carrier web which then passes through the precipitation both (see below).
- the thickness of the solution prior to treatment in the precipitant bath will be 0.05 to 0.8mm, preferably 0.2-0.6mm.
- the desired shape is immersed in the precipitant baths.
- This will generally be an aqueous bath at a temperature of 25-55°C (usually 40-45°C).
- the solvent in the polymer solution is dissolved by the bath liquid resulting in initial precipitation of the hydrophobic polymer into a porous structure followed by later precipitation of the hydrophilic polymer to provide a hydrophilic surface throughout the hydrophobic body.
- the bath can include additional components eg. alcohols or surface active agents to change the symmetry of the membrane, eg. by providing a differential pore size across the width of the membrane.
- the solvent (for the polymer solution) and the composition of the precipitant bath are such as to maximise the surface area of the hydrophobic body so as to maximise the surface area of hydrophilic polymer in the membrane.
- the residence time in the bath will generally be 15-45 mins, after which the membrane is passed through a series of water baths (eg. at 20-40°C) to remove all residual solvent, the membrane may be subject to pressing on alternative sides (a so-called serpentine action) as it passes through the baths to assist removal of the solvent.
- the membrane is squeezed (by using a serpentine action) in air to remove excess water.
- the membrane is passed to a drier (eg. using microwave IR heaters) having a controlled and channelled air flow to remove water vapour, and the surface of the membrane is finally scrubbed with filtered compressed air.
- a drier eg. using microwave IR heaters
- the next stage is to apply adhesive thereto. This may be done on a laminating machine.
- the membrane is rolled-up and interleaved with paper prior to being put on the laminator.
- the adhesive (which is preferably one in accordance with the third aspect of the invention - see infra) may for example be a 20%-40% solid solution in ethyl acetate and be gravure printed at a thickness of 0.005" (125 microns) to 0.0025" (62.5 microns) to give 20 to 50% coverage on a release paper.
- the adhesive may then be passed through an IR heater tuned to the maximum energy, absorption of ethyl acetate to produce a final adhesive thickness of 5 to 50 microns (preferably 25 microns).
- the membrane is unwound and the adhesive laminated thereto prior to cutting of the membrane to the desired shape/size and packing as required.
- the adhesive comprises a copolymer of 65-90% by mole of an alkyl acrylate in which the alkyl group has 6 to 10 carbon atoms (preferably 7 to 8 carbon atoms) and 10-35% by mole of an unsaturated carboxylic acid, the individual copolymer chains having a composition within plus or minus 2% by mole of the overall composition of the polymer.
- the acrylate (or methacrylate) monomer is a branched chain alkyl acrylate (or methacrylate).
- the preferred monomers in this category are 2-ethyl hexyl acrylate and 2-methyl pentyl acrylate.
- the unsaturated carboxylic acid may for example be methacrylic acid, itaconic acid but is most preferably acrylic acid.
- the preferred adhesive copolymer is one comprising 20-30% by mole (preferably about 20%) of acrylic acid and 70-80% by mole of ethyl hexyl acrylate.
- the adhesive copolymer will generally have an Mn value of 20,000 to 90,000, more usually 40,000 to 60,000. Additionally the molecular weight distribution Mw/Mn should be as narrow as possible, and will typically be 1.4 to 1.8 (more usually 1.4 to 1.55).
- An important feature of the adhesive is that it has a narrow composition range and molecular weight distribution so that the individual copolymer chains have a composition preferably within plus or minus 2% by mole of the overall copolymer composition.
- the narrow composition range may be achieved by reacting the monomers together in amounts determined by their reactivity ratios such that the growing end of the chain has a substantially equal probability of reacting with either monomer.
- Such a narrow composition range will not be obtained for the adhesives described in GB-A-868 157 and GB-A-1 539 131 since by the very nature of their production they will have broad compositions and molecular weight distributions whereas we require narrow compositions and molecular weight distributions in order to achieve the controlled reduction of adhesion.
- the carboxylic acid eg. acrylic acid
- the higher acid content provides a hydrophilic negative surface which promotes the growth of cells.
- the increased amount of acid allows a degree of ion exchange such that over a period of time the protons of the acid are exchanged with sodium ions (for body fluids). These sodium ions are hydrated and this hydration of the adhesive results in controlled reduction of adhesion and release of the dressing from the wound.
- the adhesive may also incorporate large concentrations of metal ions eg. as mentioned for the hydrophilic polymer.
- the adhesive may be used as a continuous or discontinuous coating on the dressing.
- a discontinuous pattern is preferred to provide a more flexible attachment to the tissues surrounding the wound and also to produce a dressing whose gas nd moisture vapour transport and exudate uptake properties are not limited by diffusion through the adhesive. It should be appreciated that the adhesive may be used in conjunction with dressings in accordance with the first aspect of the invention or of any other type.
- FIG. 1 schematically illustrates a wound dressing in accordance with the invention in position on a wound
- Fig. 2 illustrates release of the dressing from the wound.
- the dressing 1 schematically illustrated in Fig. 1 comprises a porous matrix 2 of hydrophobic polymer whereof all surfaces have an integral layer 3 of a hydrophilic polymer.
- the dressing may for example have a thickness of 0.1-lmm and has a differential pore size across its width. Typically the maximum pore size (which will be at the face of the dressing adjacent the wound) will be approximately 200 microns and the minimum pore size (which will be on the opposite face) will typically be several Angstroms so as to exclude a molecule of 10,000 daltons or more. Between the opposite faces of the dressing, are columnar shaped interconnecting pores 4 extending generally perpendicular to the surfaces of the dressing.
- the dressing is attached to a wound site 5 by an adhesive 6 which is in accordance with the third aspect of the invention.
- exudate 7 from the wound passes into these pores together with protein and cell debris 7a. Additionally the porosity of the dressing allows transport of oxygen, carbon dioxide and water vapour into and out of the dressing in the direction of the illustrated arrows. Typically the dressing will have a permeability with respect to water vapour of 4000-20,000 gms/m 2 /day.
- scab tissue 8 Fig. 2 is formed within pores 5 and a new cell layer 9 grows over the wound. Additionally, there is ion exchange between the adhesive and the body fluids resulting in hydration of the adhesive and its release from the wound, as illustrated in Fig. 2, leaving cell layer 9 intact.
- a wound dressing was produced by the following procedure.
- a polyetherurethane (hydrophobic polymer) based on polytetramethylene glycol 2000, MDI, and butane diol was prepared in accordance with the procedure discussed above.
- the polymer had a Shore hardness of less than 85A ( ⁇ 65A).
- the polyetherurethane was dissolved in DMF to give a solution (solution 1) with a concentration of 14% by weight.
- solution 2 A copolymer of acrylic acid containing 3% by weight ethyl hexyl methacrylate was dissolved in dimethyl formamide to give solution (solution 2) having a concentration of around 5% by weight.
- Solutions 1 and 2 were mixed on a roller mill overnight in proportions such that solution 2 comprised less than 10% by weight of the mix.
- the mixed solution was spread on a flat substrate (glass, PE or silicone coated release paper or polyester film) using a glass rod to a thickness that is controlled by the number of layers of standard vinyl electrical insulation tape on each side of the glass plate - typically 0.5mm.
- IPA Isopropanol
- ions depending on the desired composition of the dressing
- the membrane is removed after 10-20 minutes and allowed to leach in a bath of water at 50°C for 10 to 20 minutes.
- the membrane is dried at 65°C under minimal tension under a combination of microwave infra red and convection filtered air heating and the resulting structure has a thin skin on one side which behaves as an antimicrobial barrier.
- the bulk consists of interconnected pores of 100-200 microns dimensions.
- the other surface consists of an ultrathin hydrophilic skin which serves to stop the pores being blocked by adhesive while allowing important transport of exudate.
- the resultant membrane is eminently suitable as a wound dressing.
- the membrane has semi-ocdusive properties able to allow gas and water vapour transport and reduce pain significantly or eliminate it completely, produce faster healing and less scarring than cotto gauze or Opsite.
- Additional wound healing properties may be obtained by introducing zinc as a counter ion in the acrylic acid copolymer.
- Antimicrobial properties can be achieved by introducing silver or copper as a counter ion into the copolymer.
- Antiimmunosuppresive properties can be achieved using eerie counter ion.
- Substrates for cell growth may be prepared by the following procedure
- a biodegradable scaffold for regrowth of internal structures in the body may be prepared by the folliwng procedure.
- This scaffold will cause rigid healing and dissolve as the structures are formed - use for artificial artery, ureter, f allopian tube connection and nerve splints.
Abstract
Description
Claims
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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GB898907740A GB8907740D0 (en) | 1989-04-06 | 1989-04-06 | Porous articles |
GB8907740.8 | 1989-04-06 |
Publications (2)
Publication Number | Publication Date |
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WO1990011820A2 true WO1990011820A2 (en) | 1990-10-18 |
WO1990011820A3 WO1990011820A3 (en) | 1990-11-29 |
Family
ID=10654547
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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PCT/GB1990/000531 WO1990011820A2 (en) | 1989-04-06 | 1990-04-06 | Porous articles |
Country Status (6)
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EP (1) | EP0466794A1 (en) |
CN (1) | CN1047317A (en) |
AU (1) | AU5446190A (en) |
GB (1) | GB8907740D0 (en) |
IN (1) | IN173502B (en) |
WO (1) | WO1990011820A2 (en) |
Cited By (11)
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US5954966A (en) * | 1997-01-31 | 1999-09-21 | University Of Ottawa | Membrane composition and method of preparation |
AU740682B2 (en) * | 1996-08-26 | 2001-11-08 | Massachusetts Institute Of Technology | Polymeric membranes and polymer articles having hydrophilic surface and method for their preparation |
US6372248B1 (en) * | 1994-10-28 | 2002-04-16 | Innovative Technologies Limited | Dehydrated hydrogels |
WO2003092873A1 (en) * | 2002-05-03 | 2003-11-13 | Pall Corporation | Blended polymer membrane media for treating aqueous fluids |
AU771431B2 (en) * | 1996-08-26 | 2004-03-25 | Massachusetts Institute Of Technology | Polymeric membranes and polymer articles having hydrophilic surface and method for their preparation |
EP2168668A1 (en) | 2008-09-25 | 2010-03-31 | Gambro Lundia AB | Membrane for cell expansion |
EP2168666A1 (en) | 2008-09-25 | 2010-03-31 | Gambro Lundia AB | Irradiated membrane for cell expansion |
EP2283914A1 (en) * | 2006-05-24 | 2011-02-16 | Millipore Corporation | Membrane surface modification by radiation-induced polymerization |
US8372297B2 (en) | 2008-03-14 | 2013-02-12 | Postech Academy-Industry Foundation | Method for fabricating membrane having hydrophilicity and hydrophobicity |
US8696909B2 (en) | 2008-09-25 | 2014-04-15 | Gambro Lundia Ab | Hybrid bioartificial kidney |
US9902939B2 (en) | 2008-09-25 | 2018-02-27 | Gambro Lundia Ab | Device for renal cell expansion |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB9102089D0 (en) * | 1991-01-31 | 1991-03-13 | Johnson & Johnson Medical | Net wound dressings |
JP4189960B2 (en) * | 2003-05-28 | 2008-12-03 | 日東電工株式会社 | Hydrophilized porous membrane and method for producing the same |
CN105754302B (en) * | 2014-08-12 | 2018-09-25 | 东丽先端材料研究开发(中国)有限公司 | The micro- porous membrane of polyester of the segment containing aromatic series |
TWI615275B (en) * | 2016-11-14 | 2018-02-21 | 國立高雄大學 | Amphiphilic film structure having hydrophilic and hydrophobic properties |
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US5954966A (en) * | 1997-01-31 | 1999-09-21 | University Of Ottawa | Membrane composition and method of preparation |
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EP2283914A1 (en) * | 2006-05-24 | 2011-02-16 | Millipore Corporation | Membrane surface modification by radiation-induced polymerization |
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EP2168666A1 (en) | 2008-09-25 | 2010-03-31 | Gambro Lundia AB | Irradiated membrane for cell expansion |
WO2010034468A1 (en) | 2008-09-25 | 2010-04-01 | Gambro Lundia Ab | Membrane for cell expansion |
EP2168668A1 (en) | 2008-09-25 | 2010-03-31 | Gambro Lundia AB | Membrane for cell expansion |
US8435751B2 (en) | 2008-09-25 | 2013-05-07 | Gambro Lundia Ab | Membrane for cell expansion |
US8696909B2 (en) | 2008-09-25 | 2014-04-15 | Gambro Lundia Ab | Hybrid bioartificial kidney |
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Also Published As
Publication number | Publication date |
---|---|
CN1047317A (en) | 1990-11-28 |
GB8907740D0 (en) | 1989-05-17 |
WO1990011820A3 (en) | 1990-11-29 |
AU5446190A (en) | 1990-11-05 |
IN173502B (en) | 1994-05-21 |
EP0466794A1 (en) | 1992-01-22 |
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