DE3887781T2 - Vernetzte Polyetherurethan-Membranen zur Verwendung in Sensoren für Blutelektrolyte. - Google Patents
Vernetzte Polyetherurethan-Membranen zur Verwendung in Sensoren für Blutelektrolyte.Info
- Publication number
- DE3887781T2 DE3887781T2 DE3887781T DE3887781T DE3887781T2 DE 3887781 T2 DE3887781 T2 DE 3887781T2 DE 3887781 T DE3887781 T DE 3887781T DE 3887781 T DE3887781 T DE 3887781T DE 3887781 T2 DE3887781 T2 DE 3887781T2
- Authority
- DE
- Germany
- Prior art keywords
- membrane
- diisocyanate
- water
- weight
- membranes
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired - Fee Related
Links
- 239000012528 membrane Substances 0.000 title claims abstract description 87
- 239000008280 blood Substances 0.000 title claims abstract description 26
- 210000004369 blood Anatomy 0.000 title claims abstract description 26
- 239000003792 electrolyte Substances 0.000 title claims abstract description 14
- 239000004721 Polyphenylene oxide Substances 0.000 title description 16
- 229920000570 polyether Polymers 0.000 title description 16
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 title description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 44
- 239000000203 mixture Substances 0.000 claims abstract description 36
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 28
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 17
- 239000004970 Chain extender Substances 0.000 claims description 16
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 11
- 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 10
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 10
- 125000005442 diisocyanate group Chemical group 0.000 claims description 10
- 239000003431 cross linking reagent Substances 0.000 claims description 7
- 150000002009 diols Chemical class 0.000 claims description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 125000003277 amino group Chemical group 0.000 claims description 3
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims description 3
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 claims description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 claims description 2
- CTNICFBTUIFPOE-UHFFFAOYSA-N 2-(4-hydroxyphenoxy)ethane-1,1-diol Chemical compound OC(O)COC1=CC=C(O)C=C1 CTNICFBTUIFPOE-UHFFFAOYSA-N 0.000 claims description 2
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 claims description 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 2
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 2
- 229930195725 Mannitol Natural products 0.000 claims description 2
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 claims description 2
- 239000000654 additive Substances 0.000 claims description 2
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 claims description 2
- 235000011187 glycerol Nutrition 0.000 claims description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 2
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 2
- 239000000594 mannitol Substances 0.000 claims description 2
- 235000010355 mannitol Nutrition 0.000 claims description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 2
- 229920000166 polytrimethylene carbonate Polymers 0.000 claims description 2
- 235000013772 propylene glycol Nutrition 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 claims description 2
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims 3
- 230000000996 additive effect Effects 0.000 claims 1
- 238000009792 diffusion process Methods 0.000 abstract description 15
- 239000012503 blood component Substances 0.000 abstract description 4
- 238000004458 analytical method Methods 0.000 abstract description 3
- 239000000835 fiber Substances 0.000 abstract description 3
- 239000007787 solid Substances 0.000 abstract description 3
- 230000002939 deleterious effect Effects 0.000 abstract 1
- 238000005192 partition Methods 0.000 abstract 1
- 239000000306 component Substances 0.000 description 16
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 11
- 238000000034 method Methods 0.000 description 11
- 150000002500 ions Chemical class 0.000 description 8
- 238000010521 absorption reaction Methods 0.000 description 7
- 238000009472 formulation Methods 0.000 description 7
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 6
- -1 polytetramethylene Polymers 0.000 description 6
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 5
- 239000007789 gas Substances 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 239000004971 Cross linker Substances 0.000 description 4
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 4
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 229910002092 carbon dioxide Inorganic materials 0.000 description 3
- 239000001569 carbon dioxide Substances 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 239000012153 distilled water Substances 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 230000035699 permeability Effects 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000004433 Thermoplastic polyurethane Substances 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000004159 blood analysis Methods 0.000 description 2
- 238000005266 casting Methods 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 150000004985 diamines Chemical class 0.000 description 2
- 230000005669 field effect Effects 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- GPRLSGONYQIRFK-UHFFFAOYSA-N hydron Chemical compound [H+] GPRLSGONYQIRFK-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000002685 polymerization catalyst Substances 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 2
- DXTCRSXRMZSEQP-UHFFFAOYSA-N 2-benzofuran-1,3-dione;pyridine Chemical compound C1=CC=NC=C1.C1=CC=C2C(=O)OC(=O)C2=C1 DXTCRSXRMZSEQP-UHFFFAOYSA-N 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 229920013683 Celanese Polymers 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 238000003109 Karl Fischer titration Methods 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 1
- 238000013494 PH determination Methods 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 229910052581 Si3N4 Inorganic materials 0.000 description 1
- LEHOTFFKMJEONL-UHFFFAOYSA-N Uric Acid Chemical compound N1C(=O)NC(=O)C2=C1NC(=O)N2 LEHOTFFKMJEONL-UHFFFAOYSA-N 0.000 description 1
- TVWHNULVHGKJHS-UHFFFAOYSA-N Uric acid Natural products N1C(=O)NC(=O)C2NC(=O)NC21 TVWHNULVHGKJHS-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 150000001414 amino alcohols Chemical class 0.000 description 1
- 230000003416 augmentation Effects 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 230000000747 cardiac effect Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- PMHQVHHXPFUNSP-UHFFFAOYSA-M copper(1+);methylsulfanylmethane;bromide Chemical compound Br[Cu].CSC PMHQVHHXPFUNSP-UHFFFAOYSA-M 0.000 description 1
- MXCPYJZDGPQDRA-UHFFFAOYSA-N dialuminum;2-acetyloxybenzoic acid;oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3].CC(=O)OC1=CC=CC=C1C(O)=O MXCPYJZDGPQDRA-UHFFFAOYSA-N 0.000 description 1
- 238000000502 dialysis Methods 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 238000013401 experimental design Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 230000004907 flux Effects 0.000 description 1
- 238000004868 gas analysis Methods 0.000 description 1
- 230000007274 generation of a signal involved in cell-cell signaling Effects 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 239000000017 hydrogel Substances 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 229920001480 hydrophilic copolymer Polymers 0.000 description 1
- 229920001477 hydrophilic polymer Polymers 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 239000012633 leachable Substances 0.000 description 1
- 231100001231 less toxic Toxicity 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 230000004807 localization Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000013307 optical fiber Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- 229920001748 polybutylene Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 238000007619 statistical method Methods 0.000 description 1
- 239000002352 surface water Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 150000004072 triols Chemical class 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- 229940116269 uric acid Drugs 0.000 description 1
Classifications
-
- 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
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N27/00—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means
- G01N27/26—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means by investigating electrochemical variables; by using electrolysis or electrophoresis
- G01N27/28—Electrolytic cell components
- G01N27/40—Semi-permeable membranes or partitions
-
- 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
- C08G18/08—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
-
- 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
- C08G18/4833—Polyethers containing oxyethylene units
-
- 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
- C08G18/6677—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 having at least three hydroxy groups
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Immunology (AREA)
- Physics & Mathematics (AREA)
- Analytical Chemistry (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
- Molecular Biology (AREA)
- Pathology (AREA)
- Electrochemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
- Measurement Of The Respiration, Hearing Ability, Form, And Blood Characteristics Of Living Organisms (AREA)
- Conductive Materials (AREA)
- Secondary Cells (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Primary Cells (AREA)
- Measuring Oxygen Concentration In Cells (AREA)
- Thermistors And Varistors (AREA)
- Measuring Fluid Pressure (AREA)
- External Artificial Organs (AREA)
- Materials For Medical Uses (AREA)
- Investigating Or Analyzing Materials By The Use Of Magnetic Means (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Insulated Gate Type Field-Effect Transistor (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/069,453 US4743629A (en) | 1987-07-02 | 1987-07-02 | Crosslinked polyetherurethane membranes useful in blood electrolyte sensors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE3887781D1 DE3887781D1 (de) | 1994-03-24 |
| DE3887781T2 true DE3887781T2 (de) | 1994-06-23 |
Family
ID=22089068
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE3887781T Expired - Fee Related DE3887781T2 (de) | 1987-07-02 | 1988-05-07 | Vernetzte Polyetherurethan-Membranen zur Verwendung in Sensoren für Blutelektrolyte. |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US4743629A (enExample) |
| EP (1) | EP0297252B1 (enExample) |
| JP (1) | JPS6434402A (enExample) |
| KR (1) | KR910009815B1 (enExample) |
| AT (1) | ATE101539T1 (enExample) |
| AU (1) | AU595447B2 (enExample) |
| CA (1) | CA1323151C (enExample) |
| DE (1) | DE3887781T2 (enExample) |
| DK (1) | DK252788A (enExample) |
| ES (1) | ES2061547T3 (enExample) |
| FI (1) | FI882158L (enExample) |
| MX (1) | MX164757B (enExample) |
| NO (1) | NO176164C (enExample) |
| ZA (1) | ZA883297B (enExample) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4909597A (en) * | 1989-02-23 | 1990-03-20 | The Dow Chemical Company | Flexible optical waveguide containing a thermoplastic aliphatic segmented polyurethane core |
| US4909594A (en) * | 1989-02-23 | 1990-03-20 | The Dow Chemical Company | Optical coupler pressure or load sensor |
| US5015238A (en) * | 1989-06-21 | 1991-05-14 | Becton, Dickinson And Company | Expandable obturator and catheter assembly including same |
| JPH0749460B2 (ja) * | 1990-04-04 | 1995-05-31 | 三洋化成工業株式会社 | 吸水性ウレタンフィルムの製造用原液およびフィルムの製法 |
| JPH0758082B2 (ja) * | 1990-06-22 | 1995-06-21 | 株式会社ゼクセル | 油圧制御弁装置 |
| US5152287A (en) * | 1990-08-15 | 1992-10-06 | Cordis Corporation | Cross-linked fluorinated polymers for use in gas sensors |
| US5507949A (en) * | 1992-03-20 | 1996-04-16 | Monsanto Company | Supported liquid membrane and separation process employing same |
| CA2092029C (en) * | 1992-03-20 | 1999-08-10 | Sa Van Ho | Extracting organic compounds from aqueous solutions |
| US5217026A (en) * | 1992-04-06 | 1993-06-08 | Kingston Technologies, Inc. | Guidewires with lubricious surface and method of their production |
| AU4033893A (en) * | 1992-04-24 | 1993-11-29 | Polymer Technology Group, Inc., The | Copolymers and non-porous, semi-permeable membrane thereof and its use for permeating molecules of predetermined molecular weight range |
| CA2103742C (en) * | 1992-08-11 | 2001-07-17 | Robert Ziolkowski Greenley | Novel solid poly-amphiphilic polymer having use in a separation process |
| DE69530928T2 (de) * | 1994-08-22 | 2003-12-24 | Zeon Corp., Tokio | Gegenstand aus polyurethane in einer tubularen ballon form |
| AUPO251096A0 (en) | 1996-09-23 | 1996-10-17 | Cardiac Crc Nominees Pty Limited | Polysiloxane-containing polyurethane elastomeric compositions |
| EP1176994A1 (en) * | 1999-05-07 | 2002-02-06 | Salviac Limited | Biostability of polymeric structures |
| EP1122535A3 (en) * | 2000-01-31 | 2004-09-22 | The Penn State Research Foundation | Interrogation of changes in the contents of a sealed container |
| WO2002054969A1 (en) * | 2001-01-10 | 2002-07-18 | Blood Cell Storage Inc. | System for growth, analysis, storage, validation and distribution of cells and tissues used for biomedical purposes |
| CN101036046B (zh) * | 2004-08-19 | 2012-02-22 | 血细胞保存公司 | 荧光pH检测器系统和相关方法 |
| US8183052B2 (en) * | 2004-08-19 | 2012-05-22 | Blood Cell Storage, Inc. | Methods and apparatus for sterility testing |
| US8497134B2 (en) * | 2004-08-19 | 2013-07-30 | Blood Cell Storage, Inc. | Fluorescent detector systems for the detection of chemical perturbations in sterile storage devices |
| EP2295132B8 (en) | 2009-05-15 | 2017-03-15 | Interface Biologics Inc. | Antithrombogenic hollow fiber membranes, potting material and blood tubing |
| ITGE20090058A1 (it) * | 2009-07-24 | 2011-01-25 | Dipartimento Di Chimica E Chimica I Ndustriale Del | Membrane a conduzione protonica a matrice poliuretanica funzionalizzata. |
| US9040307B2 (en) | 2011-05-27 | 2015-05-26 | Blood Cell Storage, Inc. | Fluorescent pH detector system and related methods |
| US10058821B2 (en) * | 2013-09-13 | 2018-08-28 | Infineon Technologies Ag | Ion pump |
| US9045582B2 (en) * | 2013-10-29 | 2015-06-02 | Uop Llc | Cross-linked rubbery polyurethane-ether membranes for separations |
| MX2019004419A (es) | 2016-10-18 | 2019-11-12 | Interface Biologics Inc | Mezclas de cloruro de polivinilo plastificadas con macromoleculas que modifican la superficie y articulos hechos de las mismas. |
| US10961340B2 (en) | 2017-07-14 | 2021-03-30 | Fresenius Medical Care Holdings, Inc. | Method for providing surface modifying composition with improved byproduct removal |
| US11325077B2 (en) | 2019-10-24 | 2022-05-10 | King Fahd University Of Petroleum And Minerals | Composite membrane containing a polydopamine-poly acyl halide matrix incorporating carbide-derived carbon and methods thereof |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3993576A (en) * | 1974-05-20 | 1976-11-23 | The Dow Chemical Company | Mixtures of high and low molecular weight polyols resistant to phase separation |
| DE2817457A1 (de) * | 1978-04-21 | 1979-10-31 | Bayer Ag | Thermoplastische polyurethane fuer die verarbeitung in extrudern oder/und auf kalandern |
| DD151874A1 (de) * | 1980-07-03 | 1981-11-11 | Klaus Deutsch | Asymmetrische membranen auf basis hydrophiler polyurethane |
| GB2093190B (en) * | 1980-10-15 | 1984-11-21 | Smith & Nephew Ass | Blood gas sensor |
| DE3341847A1 (de) * | 1983-11-19 | 1985-06-13 | Akzo Gmbh, 5600 Wuppertal | Membranen aus diisocyanat-additionspolymeren fuer haemodialyse und/oder haemofiltration |
| US4532316A (en) * | 1984-05-29 | 1985-07-30 | W. L. Gore & Assoc., Inc. | Phase separating polyurethane prepolymers and elastomers prepared by reacting a polyol having a molecular weight of 600-3500 and isocyanate and a low molecular weight chain extender in which the ratios of reactants have a limited range |
| JPS63105770A (ja) * | 1986-10-23 | 1988-05-11 | 鐘淵化学工業株式会社 | 血漿成分分離用膜 |
-
1987
- 1987-07-02 US US07/069,453 patent/US4743629A/en not_active Expired - Fee Related
-
1988
- 1988-05-06 CA CA000566103A patent/CA1323151C/en not_active Expired - Fee Related
- 1988-05-06 DK DK252788A patent/DK252788A/da not_active Application Discontinuation
- 1988-05-07 AT AT88107374T patent/ATE101539T1/de not_active IP Right Cessation
- 1988-05-07 ES ES88107374T patent/ES2061547T3/es not_active Expired - Lifetime
- 1988-05-07 EP EP88107374A patent/EP0297252B1/en not_active Expired - Lifetime
- 1988-05-07 DE DE3887781T patent/DE3887781T2/de not_active Expired - Fee Related
- 1988-05-09 NO NO882019A patent/NO176164C/no unknown
- 1988-05-09 FI FI882158A patent/FI882158L/fi not_active Application Discontinuation
- 1988-05-09 AU AU15816/88A patent/AU595447B2/en not_active Ceased
- 1988-05-10 ZA ZA883297A patent/ZA883297B/xx unknown
- 1988-05-10 JP JP63113402A patent/JPS6434402A/ja active Granted
- 1988-05-10 KR KR1019880005388A patent/KR910009815B1/ko not_active Expired
- 1988-05-11 MX MX11434A patent/MX164757B/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AU595447B2 (en) | 1990-03-29 |
| MX164757B (es) | 1992-09-22 |
| NO176164C (no) | 1995-02-15 |
| AU1581688A (en) | 1989-01-05 |
| NO882019D0 (no) | 1988-05-09 |
| KR890002338A (ko) | 1989-04-10 |
| DE3887781D1 (de) | 1994-03-24 |
| JPS6434402A (en) | 1989-02-03 |
| CA1323151C (en) | 1993-10-19 |
| DK252788A (da) | 1989-01-03 |
| NO882019L (no) | 1989-01-03 |
| ZA883297B (en) | 1989-01-25 |
| NO176164B (no) | 1994-11-07 |
| ES2061547T3 (es) | 1994-12-16 |
| EP0297252A3 (en) | 1991-04-10 |
| FI882158A7 (fi) | 1989-01-03 |
| FI882158A0 (fi) | 1988-05-09 |
| FI882158L (fi) | 1989-01-03 |
| EP0297252B1 (en) | 1994-02-16 |
| US4743629A (en) | 1988-05-10 |
| JPH0534049B2 (enExample) | 1993-05-21 |
| DK252788D0 (da) | 1988-05-06 |
| EP0297252A2 (en) | 1989-01-04 |
| ATE101539T1 (de) | 1994-03-15 |
| KR910009815B1 (ko) | 1991-11-30 |
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| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |