JPS6259612B2 - - Google Patents

Info

Publication number

JPS6259612B2

JPS6259612B2 JP3254681A JP3254681A JPS6259612B2 JP S6259612 B2 JPS6259612 B2 JP S6259612B2 JP 3254681 A JP3254681 A JP 3254681A JP 3254681 A JP3254681 A JP 3254681A JP S6259612 B2 JPS6259612 B2 JP S6259612B2

Authority

JP

Japan

Prior art keywords

membrane

copolymer

methyl methacrylate

water

mol

Prior art date

1981-03-09

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

Links

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• 239000012528 membrane Substances 0.000 claims description 58
• 229920001577 copolymer Polymers 0.000 claims description 38
• IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 24
• 229920000642 polymer Polymers 0.000 claims description 18
• 239000000178 monomer Substances 0.000 claims description 15
• 239000011550 stock solution Substances 0.000 claims description 15
• QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 12
• 125000000542 sulfonic acid group Chemical group 0.000 claims description 8
• 239000000243 solution Substances 0.000 claims description 7
• 238000004519 manufacturing process Methods 0.000 claims description 6
• 238000002156 mixing Methods 0.000 claims description 6
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 26
• 239000012510 hollow fiber Substances 0.000 description 17
• 230000035699 permeability Effects 0.000 description 14
• 239000002904 solvent Substances 0.000 description 14
• 238000005345 coagulation Methods 0.000 description 12
• 230000015271 coagulation Effects 0.000 description 12
• 238000000034 method Methods 0.000 description 12
• 108010088751 Albumins Proteins 0.000 description 11
• 102000009027 Albumins Human genes 0.000 description 11
• 239000000463 material Substances 0.000 description 11
• VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 9
• 239000007788 liquid Substances 0.000 description 9
• 238000009987 spinning Methods 0.000 description 8
• 239000008280 blood Substances 0.000 description 7
• 210000004369 blood Anatomy 0.000 description 7
• 238000000502 dialysis Methods 0.000 description 7
• 239000000203 mixture Substances 0.000 description 7
• 238000000926 separation method Methods 0.000 description 7
• HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
• LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
• OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
• 210000003734 kidney Anatomy 0.000 description 6
• 239000004926 polymethyl methacrylate Substances 0.000 description 6
• 229920003229 poly(methyl methacrylate) Polymers 0.000 description 5
• PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
• RRHXZLALVWBDKH-UHFFFAOYSA-M trimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azanium;chloride Chemical compound [Cl-].CC(=C)C(=O)OCC[N+](C)(C)C RRHXZLALVWBDKH-UHFFFAOYSA-M 0.000 description 4
• VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
• 230000015572 biosynthetic process Effects 0.000 description 3
• 239000000306 component Substances 0.000 description 3
• 238000007334 copolymerization reaction Methods 0.000 description 3
• 238000010438 heat treatment Methods 0.000 description 3
• 239000012466 permeate Substances 0.000 description 3
• 238000006116 polymerization reaction Methods 0.000 description 3
• 238000003756 stirring Methods 0.000 description 3
• 239000000126 substance Substances 0.000 description 3
• WYGWHHGCAGTUCH-UHFFFAOYSA-N 2-[(2-cyano-4-methylpentan-2-yl)diazenyl]-2,4-dimethylpentanenitrile Chemical compound CC(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)C WYGWHHGCAGTUCH-UHFFFAOYSA-N 0.000 description 2
• ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
• LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
• FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
• 239000002253 acid Substances 0.000 description 2
• 150000001298 alcohols Chemical class 0.000 description 2
• -1 alkali metal salts Chemical class 0.000 description 2
• 230000001112 coagulating effect Effects 0.000 description 2
• 239000012153 distilled water Substances 0.000 description 2
• 238000005516 engineering process Methods 0.000 description 2
• 239000000499 gel Substances 0.000 description 2
• 238000001891 gel spinning Methods 0.000 description 2
• 239000011521 glass Substances 0.000 description 2
• 235000011187 glycerol Nutrition 0.000 description 2
• 238000002615 hemofiltration Methods 0.000 description 2
• 210000004185 liver Anatomy 0.000 description 2
• 239000012046 mixed solvent Substances 0.000 description 2
• 238000000746 purification Methods 0.000 description 2
• XFTALRAZSCGSKN-UHFFFAOYSA-M sodium;4-ethenylbenzenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C1=CC=C(C=C)C=C1 XFTALRAZSCGSKN-UHFFFAOYSA-M 0.000 description 2
• BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 2
• 239000004094 surface-active agent Substances 0.000 description 2
• 238000002560 therapeutic procedure Methods 0.000 description 2
• 229920002554 vinyl polymer Polymers 0.000 description 2
• 239000000080 wetting agent Substances 0.000 description 2
• JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 1
• 229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 description 1
• XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 description 1
• SXAMGRAIZSSWIH-UHFFFAOYSA-N 2-[3-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-1,2,4-oxadiazol-5-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical group C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1=NOC(=N1)CC(=O)N1CC2=C(CC1)NN=N2 SXAMGRAIZSSWIH-UHFFFAOYSA-N 0.000 description 1
• WZFUQSJFWNHZHM-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical group C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)CC(=O)N1CC2=C(CC1)NN=N2 WZFUQSJFWNHZHM-UHFFFAOYSA-N 0.000 description 1
• YJLUBHOZZTYQIP-UHFFFAOYSA-N 2-[5-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-1,3,4-oxadiazol-2-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical group C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1=NN=C(O1)CC(=O)N1CC2=C(CC1)NN=N2 YJLUBHOZZTYQIP-UHFFFAOYSA-N 0.000 description 1
• DXLZNKULUVFFFY-UHFFFAOYSA-N 2-aminoethyl prop-2-enoate;hydrochloride Chemical compound Cl.NCCOC(=O)C=C DXLZNKULUVFFFY-UHFFFAOYSA-N 0.000 description 1
• XEEYSDHEOQHCDA-UHFFFAOYSA-N 2-methylprop-2-ene-1-sulfonic acid Chemical compound CC(=C)CS(O)(=O)=O XEEYSDHEOQHCDA-UHFFFAOYSA-N 0.000 description 1
• KFNGWPXYNSJXOP-UHFFFAOYSA-N 3-(2-methylprop-2-enoyloxy)propane-1-sulfonic acid Chemical compound CC(=C)C(=O)OCCCS(O)(=O)=O KFNGWPXYNSJXOP-UHFFFAOYSA-N 0.000 description 1
• CONKBQPVFMXDOV-QHCPKHFHSA-N 6-[(5S)-5-[[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]methyl]-2-oxo-1,3-oxazolidin-3-yl]-3H-1,3-benzoxazol-2-one Chemical group C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)C[C@H]1CN(C(O1)=O)C1=CC2=C(NC(O2)=O)C=C1 CONKBQPVFMXDOV-QHCPKHFHSA-N 0.000 description 1
• LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
• 108010017384 Blood Proteins Proteins 0.000 description 1
• 102000004506 Blood Proteins Human genes 0.000 description 1
• 108091003079 Bovine Serum Albumin Proteins 0.000 description 1
• CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
• UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-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
• QPFYXYFORQJZEC-FOCLMDBBSA-N Phenazopyridine Chemical compound NC1=NC(N)=CC=C1\N=N\C1=CC=CC=C1 QPFYXYFORQJZEC-FOCLMDBBSA-N 0.000 description 1
• 239000002202 Polyethylene glycol Substances 0.000 description 1
• QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
• XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
• LOPVAWVHGAWUPS-UHFFFAOYSA-M [2-hydroxy-3-(2-methylprop-2-enoyloxy)propyl]-trimethylazanium;chloride Chemical compound [Cl-].CC(=C)C(=O)OCC(O)C[N+](C)(C)C LOPVAWVHGAWUPS-UHFFFAOYSA-M 0.000 description 1
• 239000000654 additive Substances 0.000 description 1
• 125000001931 aliphatic group Chemical group 0.000 description 1
• 239000003513 alkali Substances 0.000 description 1
• 229910052783 alkali metal Inorganic materials 0.000 description 1
• 150000001350 alkyl halides Chemical class 0.000 description 1
• 150000003863 ammonium salts Chemical class 0.000 description 1
• 125000000129 anionic group Chemical group 0.000 description 1
• 239000012736 aqueous medium Substances 0.000 description 1
• 239000007864 aqueous solution Substances 0.000 description 1
• XFOZBWSTIQRFQW-UHFFFAOYSA-M benzyl-dimethyl-prop-2-enylazanium;chloride Chemical compound [Cl-].C=CC[N+](C)(C)CC1=CC=CC=C1 XFOZBWSTIQRFQW-UHFFFAOYSA-M 0.000 description 1
• 230000005540 biological transmission Effects 0.000 description 1
• 239000012503 blood component Substances 0.000 description 1
• 239000001110 calcium chloride Substances 0.000 description 1
• 229910001628 calcium chloride Inorganic materials 0.000 description 1
• 238000004364 calculation method Methods 0.000 description 1
• 239000004202 carbamide Substances 0.000 description 1
• 238000006243 chemical reaction Methods 0.000 description 1
• 239000003795 chemical substances by application Substances 0.000 description 1
• 238000007796 conventional method Methods 0.000 description 1
• HXDZQFDVMNVIND-UHFFFAOYSA-M dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]-phenylazanium chloride Chemical compound [Cl-].C[N+](C1=CC=CC=C1)(CCOC(C(=C)C)=O)C HXDZQFDVMNVIND-UHFFFAOYSA-M 0.000 description 1
• LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
• 230000000694 effects Effects 0.000 description 1
• 230000007717 exclusion Effects 0.000 description 1
• 230000001747 exhibiting effect Effects 0.000 description 1
• 239000004744 fabric Substances 0.000 description 1
• 239000000835 fiber Substances 0.000 description 1
• 238000011049 filling Methods 0.000 description 1
• 239000007789 gas Substances 0.000 description 1
• XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
• 239000005457 ice water Substances 0.000 description 1
• 239000003999 initiator Substances 0.000 description 1
• 238000002347 injection Methods 0.000 description 1
• 239000007924 injection Substances 0.000 description 1
• 229910017053 inorganic salt Inorganic materials 0.000 description 1
• 229920000831 ionic polymer Polymers 0.000 description 1
• 150000002500 ions Chemical class 0.000 description 1
• 231100000053 low toxicity Toxicity 0.000 description 1
• 229910052751 metal Inorganic materials 0.000 description 1
• 239000002184 metal Substances 0.000 description 1
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
• 238000000465 moulding Methods 0.000 description 1
• 230000007935 neutral effect Effects 0.000 description 1
• QYSGYZVSCZSLHT-UHFFFAOYSA-N octafluoropropane Chemical compound FC(F)(F)C(F)(F)C(F)(F)F QYSGYZVSCZSLHT-UHFFFAOYSA-N 0.000 description 1
• 239000003960 organic solvent Substances 0.000 description 1
• 229920000447 polyanionic polymer Polymers 0.000 description 1
• 229920000867 polyelectrolyte Polymers 0.000 description 1
• 229920000728 polyester Polymers 0.000 description 1
• 229920001223 polyethylene glycol Polymers 0.000 description 1
• 229940051841 polyoxyethylene ether Drugs 0.000 description 1
• 229920000056 polyoxyethylene ether Polymers 0.000 description 1
• 229920002635 polyurethane Polymers 0.000 description 1
• 239000004814 polyurethane Substances 0.000 description 1
• 159000000001 potassium salts Chemical class 0.000 description 1
• 230000037452 priming Effects 0.000 description 1
• 239000000047 product Substances 0.000 description 1
• UIIIBRHUICCMAI-UHFFFAOYSA-N prop-2-ene-1-sulfonic acid Chemical compound OS(=O)(=O)CC=C UIIIBRHUICCMAI-UHFFFAOYSA-N 0.000 description 1
• BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
• 150000003222 pyridines Chemical class 0.000 description 1
• 229940070891 pyridium Drugs 0.000 description 1
• 150000003242 quaternary ammonium salts Chemical group 0.000 description 1
• 229910052708 sodium Inorganic materials 0.000 description 1
• 239000011734 sodium Substances 0.000 description 1
• 239000011780 sodium chloride Substances 0.000 description 1
• 159000000000 sodium salts Chemical class 0.000 description 1
• 125000006850 spacer group Chemical group 0.000 description 1
• 238000003892 spreading Methods 0.000 description 1
• 238000002834 transmittance Methods 0.000 description 1
• UFBSHLICJBTXGQ-UHFFFAOYSA-M triethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azanium;chloride Chemical compound [Cl-].CC[N+](CC)(CC)CCOC(=O)C(C)=C UFBSHLICJBTXGQ-UHFFFAOYSA-M 0.000 description 1
• 238000000108 ultra-filtration Methods 0.000 description 1
• 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
• NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 description 1
• 238000004065 wastewater treatment Methods 0.000 description 1
• 238000002166 wet spinning Methods 0.000 description 1