FR2471801A1 - Procede de production de membranes composites semi-permeables a couche ultra-mince formant barriere vis-a-vis du solute et nouveaux produits ainsi obtenus - Google Patents

Procede de production de membranes composites semi-permeables a couche ultra-mince formant barriere vis-a-vis du solute et nouveaux produits ainsi obtenus Download PDF

Info

Publication number: FR2471801A1
Authority: FR; France
Prior art keywords: sep; polyamine; membrane; group; water
Prior art date: 1979-12-20
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.): Granted

Application number

FR7931293A

Other languages

English (en)

French (fr)

Other versions

FR2471801B1 (2

Inventor

Masaru Kurihara

Tadahiro Uemura

Kiyoshi Okada

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Toray Industries Inc

Original Assignee

Toray Industries Inc

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1979-12-20

Filing date

1979-12-20

Publication date

1981-06-26

1979-12-20 Application filed by Toray Industries Inc filed Critical Toray Industries Inc

1979-12-20 Priority to FR7931293A priority Critical patent/FR2471801A1/fr

1981-06-26 Publication of FR2471801A1 publication Critical patent/FR2471801A1/fr

1984-11-16 Application granted granted Critical

1984-11-16 Publication of FR2471801B1 publication Critical patent/FR2471801B1/fr

Status Granted legal-status Critical Current

Links

239000012528 membrane Substances 0.000 title claims abstract description 120
150000001412 amines Chemical class 0.000 title claims abstract description 8
239000013535 sea water Substances 0.000 title abstract description 8
239000000126 substance Substances 0.000 title abstract description 8
238000010612 desalination reaction Methods 0.000 title abstract description 3
239000004721 Polyphenylene oxide Substances 0.000 title abstract 4
229920000570 polyether Polymers 0.000 title abstract 4
230000007062 hydrolysis Effects 0.000 title abstract 2
238000006460 hydrolysis reaction Methods 0.000 title abstract 2
229920000768 polyamine Polymers 0.000 claims abstract description 57
229920002492 poly(sulfone) Polymers 0.000 claims abstract description 15
238000006243 chemical reaction Methods 0.000 claims abstract description 7
229920006037 cross link polymer Polymers 0.000 claims abstract description 7
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 7
229910052794 bromium Inorganic materials 0.000 claims abstract description 4
229910052740 iodine Inorganic materials 0.000 claims abstract description 4
230000004888 barrier function Effects 0.000 claims description 47
239000002131 composite material Substances 0.000 claims description 39
229920000620 organic polymer Polymers 0.000 claims description 37
239000000758 substrate Substances 0.000 claims description 37
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 35
239000000243 solution Substances 0.000 claims description 32
125000003277 amino group Chemical group 0.000 claims description 26
238000000034 method Methods 0.000 claims description 25
239000007864 aqueous solution Substances 0.000 claims description 24
229920000642 polymer Polymers 0.000 claims description 24
239000000047 product Substances 0.000 claims description 16
239000000203 mixture Substances 0.000 claims description 15
239000000178 monomer Substances 0.000 claims description 15
GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 14
230000008569 process Effects 0.000 claims description 14
239000003431 cross linking reagent Substances 0.000 claims description 13
239000000376 reactant Substances 0.000 claims description 13
GHAIYFTVRRTBNG-UHFFFAOYSA-N piperazin-1-ylmethanamine Chemical compound NCN1CCNCC1 GHAIYFTVRRTBNG-UHFFFAOYSA-N 0.000 claims description 12
-1 amine compounds Chemical class 0.000 claims description 9
125000004122 cyclic group Chemical group 0.000 claims description 8
125000001841 imino group Chemical group [H]N=* 0.000 claims description 8
239000004372 Polyvinyl alcohol Substances 0.000 claims description 7
125000004432 carbon atom Chemical group C* 0.000 claims description 7
229920002451 polyvinyl alcohol Polymers 0.000 claims description 7
FDQSRULYDNDXQB-UHFFFAOYSA-N benzene-1,3-dicarbonyl chloride Chemical compound ClC(=O)C1=CC=CC(C(Cl)=O)=C1 FDQSRULYDNDXQB-UHFFFAOYSA-N 0.000 claims description 6
229910052799 carbon Inorganic materials 0.000 claims description 6
229920002301 cellulose acetate Polymers 0.000 claims description 6
229920002873 Polyethylenimine Polymers 0.000 claims description 5
239000002253 acid Substances 0.000 claims description 5
150000001721 carbon Chemical group 0.000 claims description 5
239000010408 film Substances 0.000 claims description 5
229920003169 water-soluble polymer Polymers 0.000 claims description 5
238000012695 Interfacial polymerization Methods 0.000 claims description 4
WJUBYASTGWKFHK-UHFFFAOYSA-N azepan-3-amine Chemical compound NC1CCCCNC1 WJUBYASTGWKFHK-UHFFFAOYSA-N 0.000 claims description 4
239000011248 coating agent Substances 0.000 claims description 4
238000000576 coating method Methods 0.000 claims description 4
OROOBNKHDZYDFL-UHFFFAOYSA-N n-methylazepan-3-amine Chemical compound CNC1CCCCNC1 OROOBNKHDZYDFL-UHFFFAOYSA-N 0.000 claims description 4
229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 4
239000001267 polyvinylpyrrolidone Substances 0.000 claims description 4
235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 4
239000010409 thin film Substances 0.000 claims description 4
ZXHZWRZAWJVPIC-UHFFFAOYSA-N 1,2-diisocyanatonaphthalene Chemical compound C1=CC=CC2=C(N=C=O)C(N=C=O)=CC=C21 ZXHZWRZAWJVPIC-UHFFFAOYSA-N 0.000 claims description 3
NSMWYRLQHIXVAP-UHFFFAOYSA-N 2,5-dimethylpiperazine Chemical compound CC1CNC(C)CN1 NSMWYRLQHIXVAP-UHFFFAOYSA-N 0.000 claims description 3
UWCPYKQBIPYOLX-UHFFFAOYSA-N benzene-1,3,5-tricarbonyl chloride Chemical compound ClC(=O)C1=CC(C(Cl)=O)=CC(C(Cl)=O)=C1 UWCPYKQBIPYOLX-UHFFFAOYSA-N 0.000 claims description 3
150000001875 compounds Chemical class 0.000 claims description 3
MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 claims description 3
239000012948 isocyanate Substances 0.000 claims description 3
150000002513 isocyanates Chemical class 0.000 claims description 3
229920000915 polyvinyl chloride Polymers 0.000 claims description 3
239000004800 polyvinyl chloride Substances 0.000 claims description 3
LXEJRKJRKIFVNY-UHFFFAOYSA-N terephthaloyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C=C1 LXEJRKJRKIFVNY-UHFFFAOYSA-N 0.000 claims description 3
125000000524 functional group Chemical group 0.000 claims description 2
230000005012 migration Effects 0.000 claims description 2
238000013508 migration Methods 0.000 claims description 2
238000003490 calendering Methods 0.000 claims 4
239000007795 chemical reaction product Substances 0.000 claims 3
239000004745 nonwoven fabric Substances 0.000 claims 3
239000002759 woven fabric Substances 0.000 claims 3
JXCHMDATRWUOAP-UHFFFAOYSA-N diisocyanatomethylbenzene Chemical compound O=C=NC(N=C=O)C1=CC=CC=C1 JXCHMDATRWUOAP-UHFFFAOYSA-N 0.000 claims 2
238000001035 drying Methods 0.000 claims 2
150000004820 halides Chemical class 0.000 claims 2
229910052736 halogen Inorganic materials 0.000 claims 2
150000002367 halogens Chemical group 0.000 claims 2
229920000098 polyolefin Polymers 0.000 claims 2
239000012779 reinforcing material Substances 0.000 claims 2
150000002366 halogen compounds Chemical class 0.000 claims 1
229920002689 polyvinyl acetate Polymers 0.000 claims 1
239000011118 polyvinyl acetate Substances 0.000 claims 1
239000011253 protective coating Substances 0.000 claims 1
229910052801 chlorine Inorganic materials 0.000 abstract description 7
239000000460 chlorine Substances 0.000 abstract description 7
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract description 6
239000012267 brine Substances 0.000 abstract 1
238000005266 casting Methods 0.000 abstract 1
LTEKQAPRXFBRNN-UHFFFAOYSA-N piperidin-4-ylmethanamine Chemical compound NCC1CCNCC1 LTEKQAPRXFBRNN-UHFFFAOYSA-N 0.000 abstract 1
HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 abstract 1
239000010410 layer Substances 0.000 description 62
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 12
230000000052 comparative effect Effects 0.000 description 10
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
238000000926 separation method Methods 0.000 description 9
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 8
239000012071 phase Substances 0.000 description 8
230000004907 flux Effects 0.000 description 7
239000011241 protective layer Substances 0.000 description 7
238000001223 reverse osmosis Methods 0.000 description 7
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
239000007788 liquid Substances 0.000 description 6
239000000463 material Substances 0.000 description 6
150000003839 salts Chemical class 0.000 description 6
238000002156 mixing Methods 0.000 description 5
239000011780 sodium chloride Substances 0.000 description 5
239000004952 Polyamide Substances 0.000 description 4
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
230000015556 catabolic process Effects 0.000 description 4
238000004132 cross linking Methods 0.000 description 4
238000006731 degradation reaction Methods 0.000 description 4
229920002755 poly(epichlorohydrin) Polymers 0.000 description 4
229920002647 polyamide Polymers 0.000 description 4
239000002244 precipitate Substances 0.000 description 4
238000002360 preparation method Methods 0.000 description 4
238000012696 Interfacial polycondensation Methods 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
239000008346 aqueous phase Substances 0.000 description 3
230000002209 hydrophobic effect Effects 0.000 description 3
238000004519 manufacturing process Methods 0.000 description 3
238000011084 recovery Methods 0.000 description 3
FVAUCKIRQBBSSJ-UHFFFAOYSA-M sodium iodide Chemical compound [Na+].[I-] FVAUCKIRQBBSSJ-UHFFFAOYSA-M 0.000 description 3
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
PXIPVTKHYLBLMZ-UHFFFAOYSA-N Sodium azide Chemical compound [Na+].[N-]=[N+]=[N-] PXIPVTKHYLBLMZ-UHFFFAOYSA-N 0.000 description 2
XYOVOXDWRFGKEX-UHFFFAOYSA-N azepine Chemical compound N1C=CC=CC=C1 XYOVOXDWRFGKEX-UHFFFAOYSA-N 0.000 description 2
238000009833 condensation Methods 0.000 description 2
230000005494 condensation Effects 0.000 description 2
230000007547 defect Effects 0.000 description 2
238000010406 interfacial reaction Methods 0.000 description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
239000011368 organic material Substances 0.000 description 2
238000006116 polymerization reaction Methods 0.000 description 2
239000011148 porous material Substances 0.000 description 2
238000000746 purification Methods 0.000 description 2
238000012360 testing method Methods 0.000 description 2
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
ITWBWJFEJCHKSN-UHFFFAOYSA-N 1,4,7-triazonane Chemical compound C1CNCCNCCN1 ITWBWJFEJCHKSN-UHFFFAOYSA-N 0.000 description 1
241000894006 Bacteria Species 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
239000004709 Chlorinated polyethylene Substances 0.000 description 1
RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
229910010084 LiAlH4 Inorganic materials 0.000 description 1
239000000020 Nitrocellulose Substances 0.000 description 1
235000008331 Pinus X rigitaeda Nutrition 0.000 description 1
235000011613 Pinus brutia Nutrition 0.000 description 1
241000018646 Pinus brutia Species 0.000 description 1
239000004693 Polybenzimidazole Substances 0.000 description 1
229920001328 Polyvinylidene chloride Polymers 0.000 description 1
229910018879 Pt—Pd Inorganic materials 0.000 description 1
UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
229920002125 Sokalan® Polymers 0.000 description 1
FJWGYAHXMCUOOM-QHOUIDNNSA-N [(2s,3r,4s,5r,6r)-2-[(2r,3r,4s,5r,6s)-4,5-dinitrooxy-2-(nitrooxymethyl)-6-[(2r,3r,4s,5r,6s)-4,5,6-trinitrooxy-2-(nitrooxymethyl)oxan-3-yl]oxyoxan-3-yl]oxy-3,5-dinitrooxy-6-(nitrooxymethyl)oxan-4-yl] nitrate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O)O[C@H]1[C@@H]([C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@@H](CO[N+]([O-])=O)O1)O[N+]([O-])=O)CO[N+](=O)[O-])[C@@H]1[C@@H](CO[N+]([O-])=O)O[C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O FJWGYAHXMCUOOM-QHOUIDNNSA-N 0.000 description 1
125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
230000008901 benefit Effects 0.000 description 1
230000005540 biological transmission Effects 0.000 description 1
238000009835 boiling Methods 0.000 description 1
GHWVXCQZPNWFRO-UHFFFAOYSA-N butane-2,3-diamine Chemical compound CC(N)C(C)N GHWVXCQZPNWFRO-UHFFFAOYSA-N 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
230000008859 change Effects 0.000 description 1
238000002144 chemical decomposition reaction Methods 0.000 description 1
239000013626 chemical specie Substances 0.000 description 1
150000001805 chlorine compounds Chemical class 0.000 description 1
125000001309 chloro group Chemical group Cl* 0.000 description 1
238000006482 condensation reaction Methods 0.000 description 1
150000003983 crown ethers Chemical class 0.000 description 1
238000010908 decantation Methods 0.000 description 1
230000007423 decrease Effects 0.000 description 1
238000011161 development Methods 0.000 description 1
229910003460 diamond Inorganic materials 0.000 description 1
239000010432 diamond Substances 0.000 description 1
RWYFURDDADFSHT-RBBHPAOJSA-N diane Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1.C1=C(Cl)C2=CC(=O)[C@@H]3CC3[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(C)=O)(OC(=O)C)[C@@]1(C)CC2 RWYFURDDADFSHT-RBBHPAOJSA-N 0.000 description 1
238000009792 diffusion process Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
239000003822 epoxy resin Substances 0.000 description 1
125000003916 ethylene diamine group Chemical group 0.000 description 1
239000004744 fabric Substances 0.000 description 1
239000012527 feed solution Substances 0.000 description 1
239000000835 fiber Substances 0.000 description 1
238000010304 firing Methods 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
229920001519 homopolymer Polymers 0.000 description 1
238000011065 in-situ storage Methods 0.000 description 1
238000009776 industrial production Methods 0.000 description 1
125000002346 iodo group Chemical group I* 0.000 description 1
239000003456 ion exchange resin Substances 0.000 description 1
229920003303 ion-exchange polymer Polymers 0.000 description 1
230000001788 irregular Effects 0.000 description 1
GKQPCPXONLDCMU-CCEZHUSRSA-N lacidipine Chemical compound CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1C1=CC=CC=C1\C=C\C(=O)OC(C)(C)C GKQPCPXONLDCMU-CCEZHUSRSA-N 0.000 description 1
239000006193 liquid solution Substances 0.000 description 1
239000012280 lithium aluminium hydride Substances 0.000 description 1
230000007246 mechanism Effects 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
DILRJUIACXKSQE-UHFFFAOYSA-N n',n'-dimethylethane-1,2-diamine Chemical compound CN(C)CCN DILRJUIACXKSQE-UHFFFAOYSA-N 0.000 description 1
LSHROXHEILXKHM-UHFFFAOYSA-N n'-[2-[2-[2-(2-aminoethylamino)ethylamino]ethylamino]ethyl]ethane-1,2-diamine Chemical compound NCCNCCNCCNCCNCCN LSHROXHEILXKHM-UHFFFAOYSA-N 0.000 description 1
KFIGICHILYTCJF-UHFFFAOYSA-N n'-methylethane-1,2-diamine Chemical compound CNCCN KFIGICHILYTCJF-UHFFFAOYSA-N 0.000 description 1
229920001220 nitrocellulos Polymers 0.000 description 1
239000012044 organic layer Substances 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
229910000489 osmium tetroxide Inorganic materials 0.000 description 1
239000007800 oxidant agent Substances 0.000 description 1
230000000149 penetrating effect Effects 0.000 description 1
GPCKFIWBUTWTDH-UHFFFAOYSA-N pentane-3,3-diamine Chemical compound CCC(N)(N)CC GPCKFIWBUTWTDH-UHFFFAOYSA-N 0.000 description 1
230000035699 permeability Effects 0.000 description 1
229920002432 poly(vinyl methyl ether) polymer Polymers 0.000 description 1
229920002401 polyacrylamide Polymers 0.000 description 1
239000004584 polyacrylic acid Substances 0.000 description 1
229920002239 polyacrylonitrile Polymers 0.000 description 1
229920000412 polyarylene Polymers 0.000 description 1
229920002480 polybenzimidazole Polymers 0.000 description 1
229920000647 polyepoxide Polymers 0.000 description 1
229920002338 polyhydroxyethylmethacrylate Polymers 0.000 description 1
239000005033 polyvinylidene chloride Substances 0.000 description 1
ZNZJJSYHZBXQSM-UHFFFAOYSA-N propane-2,2-diamine Chemical compound CC(C)(N)N ZNZJJSYHZBXQSM-UHFFFAOYSA-N 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
230000009257 reactivity Effects 0.000 description 1
238000001226 reprecipitation Methods 0.000 description 1
238000012827 research and development Methods 0.000 description 1
239000004576 sand Substances 0.000 description 1
230000035939 shock Effects 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
235000009518 sodium iodide Nutrition 0.000 description 1
239000002904 solvent Substances 0.000 description 1
241000894007 species Species 0.000 description 1
230000003595 spectral effect Effects 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000002344 surface layer Substances 0.000 description 1
DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
238000001771 vacuum deposition Methods 0.000 description 1
239000002699 waste material Substances 0.000 description 1
229920003176 water-insoluble polymer Polymers 0.000 description 1

Classifications

- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D69/00—Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor
- B01D69/12—Composite membranes; Ultra-thin membranes
- B01D69/125—In situ manufacturing by polymerisation, polycondensation, cross-linking or chemical reaction
- B01D69/1251—In situ manufacturing by polymerisation, polycondensation, cross-linking or chemical reaction by interfacial polymerisation
- 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
- B01D71/56—Polyamides, e.g. polyester-amides
- 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
- B01D71/58—Other polymers having nitrogen in the main chain, with or without oxygen or carbon only
- B01D71/60—Polyamines
- B01D71/601—Polyethylenimine

Landscapes

Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Separation Using Semi-Permeable Membranes (AREA)

FR7931293A 1979-12-20 1979-12-20 Procede de production de membranes composites semi-permeables a couche ultra-mince formant barriere vis-a-vis du solute et nouveaux produits ainsi obtenus Granted FR2471801A1 (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
FR7931293A FR2471801A1 (fr)	1979-12-20	1979-12-20	Procede de production de membranes composites semi-permeables a couche ultra-mince formant barriere vis-a-vis du solute et nouveaux produits ainsi obtenus

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
FR7931293A FR2471801A1 (fr)	1979-12-20	1979-12-20	Procede de production de membranes composites semi-permeables a couche ultra-mince formant barriere vis-a-vis du solute et nouveaux produits ainsi obtenus

Publications (2)

Publication Number	Publication Date
FR2471801A1 true FR2471801A1 (fr)	1981-06-26
FR2471801B1 FR2471801B1 (2)	1984-11-16

Family

ID=9233015

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
FR7931293A Granted FR2471801A1 (fr)	1979-12-20	1979-12-20	Procede de production de membranes composites semi-permeables a couche ultra-mince formant barriere vis-a-vis du solute et nouveaux produits ainsi obtenus

Country Status (1)

Country	Link
FR (1)	FR2471801A1 (2)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR2487213A1 (fr) *	1980-07-28	1982-01-29	Nitto Electric Ind Co	Membrane semi-permeable composite et son procede de preparation

Citations (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
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Also Published As

Publication number	Publication date
FR2471801B1 (2)	1984-11-16

Publication	Publication Date	Title
US4387024A (en)	1983-06-07	High performance semipermeable composite membrane and process for producing the same
CN1029824C (zh)	1995-09-27	耐氯半透膜
EP0211633B2 (en)	1995-05-31	Semipermeable composite membrane
US4559139A (en)	1985-12-17	High performance semipermeable composite membrane and process for producing the same
Scharnagl et al.	2001	Polyacrylonitrile (PAN) membranes for ultra-and microfiltration
JP5013927B2 (ja)	2012-08-29	ホウ素除去性能に優れたポリアミド逆浸透複合膜及びその製造方法
FR2487213A1 (fr)	1982-01-29	Membrane semi-permeable composite et son procede de preparation
CN1091639C (zh)	2002-10-02	高渗透性的反渗透复合膜
EP2962748B1 (en)	2021-05-19	Composite semipermeable membrane and production thereof
JPS6336803B2 (2)	1988-07-21
EP0072002B1 (en)	1985-04-10	High performance semipermeable composite membrane and process for producing same
FR2843045A1 (fr)	2004-02-06	"membrane selective ayant une grande resistance a l'encrassement"
US6837381B2 (en)	2005-01-04	Highly permeable composite reverse osmosis membrane and method of producing the same
WO2007069626A1 (ja)	2007-06-21	複合半透膜、その製造方法、およびその用途
FR2587232A1 (fr)	1987-03-20	Membrane semi-permeable de filtration, n'adsorbant sensiblement pas les proteines, membrane semi-permeable, anisotrope de fibre creuse d'ultrafiltration n'adsorbant sensiblement pas les proteines et procede pour sa production
KR20170021798A (ko)	2017-02-28	복합 반투막
JP3111539B2 (ja)	2000-11-27	複合半透膜の製造方法
FR2471801A1 (fr)	1981-06-26	Procede de production de membranes composites semi-permeables a couche ultra-mince formant barriere vis-a-vis du solute et nouveaux produits ainsi obtenus
KR100322235B1 (ko)	2002-02-07	고 투과성 역삼투압 분리막의 제조방법
KR100666483B1 (ko)	2007-01-09	고염제거율의 폴리아미드계 역삼투 분리막의 제조방법
KR19980068279A (ko)	1998-10-15	가교 폴리아미드계 역삼투 분리막의 제조방법
KR960004616B1 (ko)	1996-04-09	복합반투막 및 그 제조방법
JP3438278B2 (ja)	2003-08-18	半透性複合膜およびその製造方法
JPS6259604B2 (2)	1987-12-11
CA1220990A (en)	1987-04-28	Reverse osmosis membrane and method for the preparation thereof

FR2471801A1 - Procede de production de membranes composites semi-permeables a couche ultra-mince formant barriere vis-a-vis du solute et nouveaux produits ainsi obtenus - Google Patents

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