IL41210A - Polymeric membranes for reverse osmosis and their preparation - Google Patents
Polymeric membranes for reverse osmosis and their preparationInfo
- Publication number
- IL41210A IL41210A IL41210A IL4121072A IL41210A IL 41210 A IL41210 A IL 41210A IL 41210 A IL41210 A IL 41210A IL 4121072 A IL4121072 A IL 4121072A IL 41210 A IL41210 A IL 41210A
- Authority
- IL
- Israel
- Prior art keywords
- membrane
- process according
- water
- polypiperazinamide
- solvent
- Prior art date
Links
- 239000012528 membrane Substances 0.000 title claims abstract 21
- 238000001223 reverse osmosis Methods 0.000 title claims abstract 7
- 238000002360 preparation method Methods 0.000 title claims 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract 11
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims abstract 6
- 230000001112 coagulating effect Effects 0.000 claims abstract 6
- 239000002904 solvent Substances 0.000 claims abstract 6
- 230000008020 evaporation Effects 0.000 claims abstract 5
- 238000001704 evaporation Methods 0.000 claims abstract 5
- 239000007788 liquid Substances 0.000 claims abstract 5
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 claims abstract 4
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical class [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 claims abstract 3
- 238000007654 immersion Methods 0.000 claims abstract 3
- AMXOYNBUYSYVKV-UHFFFAOYSA-M lithium bromide Inorganic materials [Li+].[Br-] AMXOYNBUYSYVKV-UHFFFAOYSA-M 0.000 claims abstract 3
- IIPYXGDZVMZOAP-UHFFFAOYSA-N lithium nitrate Inorganic materials [Li+].[O-][N+]([O-])=O IIPYXGDZVMZOAP-UHFFFAOYSA-N 0.000 claims abstract 3
- 150000003839 salts Chemical class 0.000 claims abstract 3
- ZUQCLGSBFNCEDH-UHFFFAOYSA-N 2-methylpiperazine 1,2,5-oxadiazole-3-carboxamide Chemical compound O1N=C(C=N1)C(=O)N.CC1NCCNC1 ZUQCLGSBFNCEDH-UHFFFAOYSA-N 0.000 claims abstract 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 claims abstract 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims abstract 2
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims abstract 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims abstract 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract 2
- 239000001110 calcium chloride Substances 0.000 claims abstract 2
- 229910001628 calcium chloride Inorganic materials 0.000 claims abstract 2
- 229960001760 dimethyl sulfoxide Drugs 0.000 claims abstract 2
- 229940113088 dimethylacetamide Drugs 0.000 claims abstract 2
- 238000010438 heat treatment Methods 0.000 claims abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract 2
- 239000003960 organic solvent Substances 0.000 claims abstract 2
- 229910052760 oxygen Inorganic materials 0.000 claims abstract 2
- 239000001301 oxygen Substances 0.000 claims abstract 2
- 125000004193 piperazinyl group Chemical group 0.000 claims abstract 2
- 239000002798 polar solvent Substances 0.000 claims abstract 2
- 125000001424 substituent group Chemical group 0.000 claims abstract 2
- 235000005074 zinc chloride Nutrition 0.000 claims abstract 2
- 238000000034 method Methods 0.000 claims 16
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 claims 2
- MPCRDALPQLDDFX-UHFFFAOYSA-L Magnesium perchlorate Chemical compound [Mg+2].[O-]Cl(=O)(=O)=O.[O-]Cl(=O)(=O)=O MPCRDALPQLDDFX-UHFFFAOYSA-L 0.000 claims 1
- -1 alkyl radical Chemical class 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical group C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 claims 1
- 229910001629 magnesium chloride Inorganic materials 0.000 claims 1
- 239000011592 zinc chloride Substances 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 abstract 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 abstract 2
- 235000011148 calcium chloride Nutrition 0.000 abstract 2
- NSMWYRLQHIXVAP-OLQVQODUSA-N (2r,5s)-2,5-dimethylpiperazine Chemical compound C[C@H]1CN[C@H](C)CN1 NSMWYRLQHIXVAP-OLQVQODUSA-N 0.000 abstract 1
- ZJVBVAIRRGZYPH-UHFFFAOYSA-N 2-methylpiperazine 1,2,5-oxadiazole-3-carbothioamide Chemical compound O1N=C(C=N1)C(=S)N.CC1NCCNC1 ZJVBVAIRRGZYPH-UHFFFAOYSA-N 0.000 abstract 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 abstract 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 abstract 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 abstract 1
- 101100533558 Mus musculus Sipa1 gene Proteins 0.000 abstract 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 abstract 1
- YHWOVGBSXSMSGF-KNCHESJLSA-N O1N=C(C=N1)C(=O)N.C[C@@H]1NC[C@H](NC1)C Chemical compound O1N=C(C=N1)C(=O)N.C[C@@H]1NC[C@H](NC1)C YHWOVGBSXSMSGF-KNCHESJLSA-N 0.000 abstract 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 1
- 239000011575 calcium Substances 0.000 abstract 1
- 229910052791 calcium Inorganic materials 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 235000011147 magnesium chloride Nutrition 0.000 abstract 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 abstract 1
- 235000019341 magnesium sulphate Nutrition 0.000 abstract 1
- NNNSKJSUQWKSAM-UHFFFAOYSA-L magnesium;dichlorate Chemical compound [Mg+2].[O-]Cl(=O)=O.[O-]Cl(=O)=O NNNSKJSUQWKSAM-UHFFFAOYSA-L 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 235000015424 sodium Nutrition 0.000 abstract 1
- 239000011780 sodium chloride Substances 0.000 abstract 1
- 239000011701 zinc Substances 0.000 abstract 1
- 229910052725 zinc Inorganic materials 0.000 abstract 1
Classifications
-
- 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
-
- 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
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
-
- 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
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/42—Polyamides containing atoms other than carbon, hydrogen, oxygen, and nitrogen
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
1391559 Reverse osmosis membranes MONTECATINI EDISON SpA 1 Jan 1973 [30 Dec 1971] 59662/72 Heading B5B An isotropic reverse osmosis membrane of a polypiperazinamide having recurring units of the general formula is disclosed, where R is an organic substituent of the piperazine ring, x is from 1 to 8 and Y is an oxygen or sulphur atom. Preferably R is C 1 to C 4 alkyl, especially methyl or ethyl and x = 1 or 2. Specified polypiperazinamides include poly (2-methyl piperazin-thiofurazanamide), poly (2 - methylpiperazin - furazanamide), poly (trans - 2,5 - dimethylpiperazin - thio furazanamide), and poly (trans - 2,5 - dimethyl piperazin-furazanamide). A solution of the polypiperazinamide in an organic water soluble aprotic polar solvent is spread preferably at room temperature, on a smooth surface to form a film suitably of 0À002 to 0À2 cm. thickness, a membrane made therefrom by surface evaporation of the solvent, e.g. at 70 to 200 C., especially 80 to 180 C., for from 1 min. to 3 hours, especially 3 to 30 mins. and the membrane congulated by immersion in a coagulating bath, suitably water or an aqueous saline solution, e.g. of sodium or calcium chloride or magnesium sulphate, or alternatively mixtures of water with methanol, ethanol or isopropyl alcohol. The congulating liquid temperature is suitably 0 to 30 C. especially 0 to 5C. Specified solvents include dimethylformamide, dimethyl-acetamide, dimethyl sulphoxide, N- methylpyrrolidone and tetramethyl sulphone, which may also contain dissolved therein, water, and a salt soluble in water and in the organic solvent, e.g. lithium chloride, bromide and nitrate, calcium, zinc and magnesium chlorides and magnesium chlorate. The membrane may be subjected to a heat treatment before use by immersion in water at 60-100 C. for from 1 min. to 5 hours.
[GB1391559A]
Claims (25)
1. An anisotropic reverse osmosis membrane of a polypiperazinamide having units of the general formul in which R is an organic substituent of the piperazine ring, x is an integer from 1 to 8 and Y is an oxygen or sulphur atom.
2. A membrane according to Claim 1,wherein R represents an alkyl radical that contains from 1 to 4 carbon atoms.
3. A membrane according to Claim 2, wherein R represents a methyl or ethyl radical.
4. A membrane according to any preceding claim, wherein x is 1 or 2.
5. A membrane according to Claim 1, wherein the polypiperazinamide is poly (2-methylpiperazin-thiofura-zanamide) .
6. A membrane according to Claim 1, wherein the polypiperazinamide is poly (2-methylpiperazin-furazanamide)
7. A membrane according to Claim 1, wherein the polypiperazinamide is polytrans-2 , 5-dimethylpiperazin-thiofurazanamide) .
8. A membrane according to Claim 1, wherein the polypiperazinamide is poly- (trans-2 , 5-"dimethylpiperazin-furazanamide) .
9. A reverse osmosis membrane of a polypiperazinamide substantially as described in -any of the Examples 41210/2
10. A process for the preparation of a reverse osmosis membrane according to any of Claims 1 to 8, which comprises carrying out the following successive steps: (1) preparing a solution of the polypiperazin- amide in an organic water soluble aprotic polar solvent, (2) spreading a film of the solution on a smooth surface, (3) forming a membrane by the surface evaporation of the solvent, and (4) coagulating the membrane by immersion in a coagulating liquid.
11. A process according to Claim 10, wherein the solvent of step (1) is dimethylformamide , dimethyl-acetamide, dimethylsulphoxide , N-methylpyrrolidone or tetramethylsulphone .
12. A process according to Claim 10 or Claim 11, wherein the solvent of step (1) contains dissolved therein a salt soluble in water and in the organic solvent.
13. A process according to Claim 12, wherein the salt is lithium chloride, lithium nitrate, lithium bromide, calcium chloride, zinc chloride, magnesium chloride or magnesium perchlorate.
14. A process according to Claim 12 or Claim 13, wherein the solvent of step (1) also contains water.
15. A process according to any of Claims 10 to 14, wherein the film of step (2) has a thickness of from 0.002 to 0.2 cm.
16. A process according to any of Claims 10 to 15, wherein the film of step (2) is spread at room temperature.
17. A process according to any of Claims 10 to 15, 41210/2
18. A process according to Claim 17,wherein the surface evaporation of step (3) is carried out at from 80eC to 180eC.
19. A process according to any of Claims 10 to 18, wherein the surface evaporation of step (3) is carried out for from 1 minute to 3 hours.
20. A process according to Claim 19, wherein the surface evaporation of step (3) is carried ou for from 3 to 30 minutes.
21. A process according to any of Claims 10 to 20, wherein the coagulating liquid of step (4) is water.
22. A process according to any of Claims 10 to 21, wherein the temperature of the coagulating liquid of step (4) is 0eC to 30*C.
23. A process according to Claim 22, wherein the temperature of the coagulating liquid o step (4) is 0eC to 5eC.
24. A process according to any of Claims 10 to 23, wherein the membrane is subjected to a heat treatment before use by immersing the membrane in water at from 60*C to 100° for from 1 minute 5 hours. -----·
25. A process for the preparation of a reverse osmosis membrane of a polypiperazinamlde, substantially as described in any of Examples 1 to 8 herein. ND/AJ
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT33137/71A IT944578B (en) | 1971-12-30 | 1971-12-30 | POLYMER MEMBRANES FOR REVERSE OSMOSIS WITH HIGH FLOW OF WATER AND HIGH SALINE REJECTION AND METHOD OF PREPARATION OF SUCH MEMBRANES |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL41210A0 IL41210A0 (en) | 1973-02-28 |
| IL41210A true IL41210A (en) | 1976-08-31 |
Family
ID=11236670
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL41210A IL41210A (en) | 1971-12-30 | 1972-12-29 | Polymeric membranes for reverse osmosis and their preparation |
Country Status (13)
| Country | Link |
|---|---|
| JP (1) | JPS5611484B2 (en) |
| BE (1) | BE793504A (en) |
| BR (1) | BR7209266D0 (en) |
| CA (1) | CA1018315A (en) |
| DE (1) | DE2263774C2 (en) |
| EG (1) | EG10806A (en) |
| ES (1) | ES410178A1 (en) |
| FR (1) | FR2166115B1 (en) |
| GB (1) | GB1391559A (en) |
| IL (1) | IL41210A (en) |
| IT (1) | IT944578B (en) |
| NL (1) | NL175884C (en) |
| ZA (1) | ZA729171B (en) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA74296B (en) * | 1973-01-16 | 1974-11-27 | Montedison Spa | Reverse osmosis anisotropic membranes with great water flow and strong saline rejection,based on polypiperazine amides,and process for preparing such membranes |
| DE3220376A1 (en) * | 1982-05-29 | 1983-12-01 | Seitz-Filter-Werke Theo & Geo Seitz GmbH und Co, 6550 Bad Kreuznach | MEMBRANE FILTER FOR MICROFILTRATION AND METHOD FOR THE PRODUCTION THEREOF |
| IT1153101B (en) * | 1982-07-01 | 1987-01-14 | Montedison Spa | PROCEDURE FOR THE PREPARATION OF ANISOTROPIC FORMED BODIES BASED ON POLY-PIPERAZINAMIDES |
| IT1222627B (en) * | 1987-09-09 | 1990-09-05 | Separem Spa | PROCEDURE FOR THE PREPARATION OF MEMBRANES FOR REVERSE OSMOSIS AND MEMBRANES OBTAINED BY THIS PROCEDURE |
| US4837054A (en) * | 1987-10-14 | 1989-06-06 | Exxon Research And Engineering Company | Thin film composite membrane prepared by deposition from a solution |
| US4921611A (en) * | 1987-10-14 | 1990-05-01 | Schucker Robert C | Thin film composite membrane prepared by deposition from a solution |
| US4861628A (en) * | 1987-10-14 | 1989-08-29 | Exxon Research And Engineering Company | Thin film composite membrane prepared by suspension deposition |
| US4879044A (en) * | 1987-10-14 | 1989-11-07 | Exxon Research And Engineering Company | Highly aromatic anisotropic polyurea/urethane membranes and their use for the separation of aromatics from non aromatics |
| US4828773A (en) * | 1987-10-14 | 1989-05-09 | Exxon Research And Engineering Company | Highly aromatic anisotropic polyurea/urethane membranes and their use for the separation of aromatics from non-aromatics |
| US5045354A (en) * | 1989-12-19 | 1991-09-03 | Exxon Research & Engineering Company | Production of supported thin film membranes |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3687842A (en) * | 1969-07-08 | 1972-08-29 | Consiglio Nazionale Ricerche | Osmosis process |
| US3696031A (en) * | 1969-07-08 | 1972-10-03 | Consiglio Nazionale Ricerche | Osmosis process |
-
0
- BE BE793504D patent/BE793504A/en unknown
-
1971
- 1971-12-30 IT IT33137/71A patent/IT944578B/en active
-
1972
- 1972-12-27 NL NLAANVRAGE7217668,A patent/NL175884C/en not_active IP Right Cessation
- 1972-12-27 EG EG545/72A patent/EG10806A/en active
- 1972-12-28 FR FR7246566A patent/FR2166115B1/fr not_active Expired
- 1972-12-28 DE DE2263774A patent/DE2263774C2/en not_active Expired
- 1972-12-28 ZA ZA729171A patent/ZA729171B/en unknown
- 1972-12-29 IL IL41210A patent/IL41210A/en unknown
- 1972-12-29 ES ES410178A patent/ES410178A1/en not_active Expired
- 1972-12-29 BR BR9266/72A patent/BR7209266D0/en unknown
- 1972-12-29 JP JP438573A patent/JPS5611484B2/ja not_active Expired
-
1973
- 1973-01-01 GB GB5966272A patent/GB1391559A/en not_active Expired
- 1973-01-02 CA CA160,396A patent/CA1018315A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE2263774A1 (en) | 1973-07-12 |
| ZA729171B (en) | 1973-09-26 |
| FR2166115B1 (en) | 1976-04-23 |
| GB1391559A (en) | 1975-04-23 |
| NL175884B (en) | 1984-08-16 |
| BR7209266D0 (en) | 1973-09-25 |
| CA1018315A (en) | 1977-10-04 |
| IL41210A0 (en) | 1973-02-28 |
| ES410178A1 (en) | 1975-12-01 |
| EG10806A (en) | 1976-09-30 |
| NL7217668A (en) | 1973-07-03 |
| FR2166115A1 (en) | 1973-08-10 |
| JPS5611484B2 (en) | 1981-03-14 |
| NL175884C (en) | 1985-01-16 |
| IT944578B (en) | 1973-04-20 |
| DE2263774C2 (en) | 1982-04-01 |
| BE793504A (en) | 1973-06-29 |
| JPS4880481A (en) | 1973-10-27 |
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