IL44156A - Reverse osmosis anisotropic membranes and their preparation - Google Patents
Reverse osmosis anisotropic membranes and their preparationInfo
- Publication number
- IL44156A IL44156A IL44156A IL4415674A IL44156A IL 44156 A IL44156 A IL 44156A IL 44156 A IL44156 A IL 44156A IL 4415674 A IL4415674 A IL 4415674A IL 44156 A IL44156 A IL 44156A
- Authority
- IL
- Israel
- Prior art keywords
- groups
- polypiperazine
- process according
- formula
- membrane
- Prior art date
Links
- 239000012528 membrane Substances 0.000 title claims abstract 15
- 238000002360 preparation method Methods 0.000 title claims 2
- 238000001223 reverse osmosis Methods 0.000 title claims 2
- 150000001408 amides Chemical class 0.000 claims abstract 7
- 229920000642 polymer Polymers 0.000 claims abstract 3
- 230000015572 biosynthetic process Effects 0.000 claims abstract 2
- 238000000034 method Methods 0.000 claims 9
- 239000003960 organic solvent Substances 0.000 claims 5
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 3
- 239000000203 mixture Substances 0.000 claims 3
- 125000004193 piperazinyl group Chemical group 0.000 claims 3
- 239000002904 solvent Substances 0.000 claims 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 3
- 230000015271 coagulation Effects 0.000 claims 2
- 238000005345 coagulation Methods 0.000 claims 2
- 238000001704 evaporation Methods 0.000 claims 2
- 230000008020 evaporation Effects 0.000 claims 2
- AMXOYNBUYSYVKV-UHFFFAOYSA-M lithium bromide Chemical compound [Li+].[Br-] AMXOYNBUYSYVKV-UHFFFAOYSA-M 0.000 claims 2
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 238000003892 spreading Methods 0.000 claims 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 1
- -1 Li O. Chemical compound 0.000 claims 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims 1
- SUAKHGWARZSWIH-UHFFFAOYSA-N N,N‐diethylformamide Chemical compound CCN(CC)C=O SUAKHGWARZSWIH-UHFFFAOYSA-N 0.000 claims 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 238000009835 boiling Methods 0.000 claims 1
- 229960001760 dimethyl sulfoxide Drugs 0.000 claims 1
- 238000004090 dissolution Methods 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 239000005357 flat glass Substances 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 238000007654 immersion Methods 0.000 claims 1
- 229910017053 inorganic salt Inorganic materials 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- AJFDBNQQDYLMJN-UHFFFAOYSA-N n,n-diethylacetamide Chemical compound CCN(CC)C(C)=O AJFDBNQQDYLMJN-UHFFFAOYSA-N 0.000 claims 1
- BLQOGBWNXVIEBD-UHFFFAOYSA-N 1,2,5-thiadiazole-3,4-dicarbonyl chloride Chemical compound ClC(=O)C1=NSN=C1C(Cl)=O BLQOGBWNXVIEBD-UHFFFAOYSA-N 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
- FDQSRULYDNDXQB-UHFFFAOYSA-N benzene-1,3-dicarbonyl chloride Chemical compound ClC(=O)C1=CC=CC(C(Cl)=O)=C1 FDQSRULYDNDXQB-UHFFFAOYSA-N 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
-
- 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
- C08G69/40—Polyamides containing oxygen in the form of ether groups
-
- 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
- C08G69/42—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)
- Polyamides (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
1402247 Polypiperazine-amide membranes MONTECATINI EDISON SpA 14 Jan 1974 [16 Jan 1973] 1761/74 Heading C3R [Also in Division B5] Polypiperazine amides (I) have the formula (where n is a whole number sufficiently high to impart to the polymer a molecular weight suitable for the formation of a membrane; the groups -P- are residues (II) x = 0 or 1-8 and R is a substituent group; the groups -K- are divalent organic radicals having formulµ selected from at least two of the Formulµ (III) to (V) and Y is O or S, at least 5 mole per cent of -K- groups having Formulµ (III)). In examples trans-2,5-dimethylpiperazine is reacted with 1,2,5-thiadiazol-3,4-dicarboxylic acid dichloride and isophthaloyldichloride in molar ratios 80/20 and 50/50 or 1,2,5-thiadiazol - 3,4 - dicarboxylic acid dichloride and orthophthaloyl dichloride in a molar ratio of 70/30.
[GB1402247A]
Claims (1)
1. WHAT WE CLAIM IS: Reverse osmosis anisotropic-gel (skinned) membranes based on polypiperazine amides, characterized in that said polypiperazine amides a structure defined by the general formula ( I) '■ K. n (I) wherein: — n is a whole number, sufficiently high to impart to the polymer a molecular weight suitable for the' formation of a membrane: - the -P- groups are divalent organic radicals having the following structure ( II) : -CO - N - CO - (ID R x wherein: - l ^ - i .s. a divc-tent radical derived from the pipe- razine ring, and x is a whole number between 0 and 8 an R is a substituting group such as an alkyl and, more particularly, methyl or ethyl; - the substituting -R groups, when present in the piperazine ring, in a number greater than 1, may be placed, in any steric position with ins ect to the ring; therefore in formula (il) the piperazine ring includes the pure ste in which at least 5% by moles of the -K- groups consists of radicals (ill). Skinned membranes according to claim 1, characterized in that they have a structure defined by formula (il) or (ill), in which R is a methyl, x is equal to 2 and Y is equal to S. Skinned membranes according to claims 1 and 2, characte- rized in that said, polypiperazine amide has a strucuture defined by formula (l), in which the -K- groups consists o a mixture of 80 mole-% of and of 20 mole- -% of 4) Skinned membranes according to claims 1 and 2, characterized in that said polypiperazine amide has a structure defined by formula (i), in which, the -K-groups are made up of a mixture containing 50 ole-% of and 50 mole ~% of 5) Skinned membranes according to claims 1 and 2s characterized in that said polypiperazine amide has a structure defined by formula (i), in which the -K- groups are constituted . by a mixture containing 7Q mole-% of and 30 mole-$ of Skinned membranes according to what described and exempli fied hereinbefore. Process for preparing anisotropic-gel (skinned) membranes based on polypiperazine amides, characterized in that it comprises in the order the following steps: 1st step: preparation of a solution of polypiperazine ami of the type defined in claim 1, in a suitable organic solvent; 2nd step: spreading of the solution on a flat plate; 3rd step: partial evaporation of the solvent; 4th step: coagulation of the membrane by immersion into water; and finally 5th step: heat treatment of the membrane. 8) Process according to claim 7> characterized in that the dissolution of the polymer in an organic solvent is carried out in the presence of a salt, soluble in water and in said organic solvent. 9) Process according to claim 8, characterized in that said organic solvent is selcted from the group consisting of dimethylformamide, dimethylacetamide, diethylacetamide, . diethylformamide, dimethyl sulphoxide, N-methyl pyrrolidone and tetramethylsulphone. ÷ 10) Process according to claims 8 and 99 characterized in that said salt soluble in water and in said organic solvent is an inorganic salt selected f om the group consisting of LiCl, Li O., LiBr, CaCl , ZnCl , MgCl and MgCl 0 . 11) Process according to any of claims 7 to 10, characterized in that said solution is heated to temperatures higher than 70°C and preferably . comprised between 80°C and the boiling point of the solvent used, 12) Process according to any of claims 7 to 11, characterized in that said spreading of the solution is carried out on a flat glass plate. 13) Process according to any of claims 7 to 12, characterized iri that said partial evaporation of the solvent takes place at a temperature ranging from 70°C to 200°C for a time varying from 1 minute to 3 hours. 14.) Process according to any of claims 7 to 13* characterized in that said coagulation is effected by placing the membrane into \>rater, at a temperature between 0° arid 30°C. 15) Process according to any of claims 7 to 14j characterized in that said heat trea membrane into hot wate for a period ranging f 16) Process as described a Milan,
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT19247/73A IT978187B (en) | 1973-01-16 | 1973-01-16 | ANISOTROPIC MEMBRANES FOR REVERSE OSMOSIS WITH HIGH FLOW AND ELEVATE SALINE REJECTION BASED ON POLYPERAZINAMIDES AND RELATIVE PREPARATION PROCEDURES |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL44156A0 IL44156A0 (en) | 1974-05-16 |
| IL44156A true IL44156A (en) | 1976-08-31 |
Family
ID=11156091
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL44156A IL44156A (en) | 1973-01-16 | 1974-02-06 | Reverse osmosis anisotropic membranes and their preparation |
Country Status (12)
| Country | Link |
|---|---|
| JP (1) | JPS574361B2 (en) |
| AU (1) | AU6450974A (en) |
| BE (1) | BE809757A (en) |
| CA (1) | CA1024711A (en) |
| DE (1) | DE2401428C2 (en) |
| ES (1) | ES422290A1 (en) |
| FR (1) | FR2324335A1 (en) |
| GB (1) | GB1402247A (en) |
| IL (1) | IL44156A (en) |
| IT (1) | IT978187B (en) |
| NL (1) | NL176231C (en) |
| ZA (1) | ZA74296B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2704600C3 (en) * | 1977-02-04 | 1988-05-26 | Hoechst Ag, 6230 Frankfurt | Permselective, asymmetric hemofiltration membrane with heteroporous structure based on polyamide |
| JPS57174107A (en) * | 1981-04-20 | 1982-10-26 | Teijin Ltd | Production of permselective membrane |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3696031A (en) * | 1969-07-08 | 1972-10-03 | Consiglio Nazionale Ricerche | Osmosis process |
| NL7009957A (en) * | 1969-07-08 | 1971-01-12 | ||
| US3664986A (en) * | 1969-10-14 | 1972-05-23 | Du Pont | 1,2,5-thiadiazole polymers |
| BE793504A (en) * | 1971-12-30 | 1973-06-29 | Montedison Spa | ANISOTROPIC RETROOSMOSIS MEMBRANES AND THEIR PREPARATION PROCESS |
-
1973
- 1973-01-15 ZA ZA740296A patent/ZA74296B/en unknown
- 1973-01-16 IT IT19247/73A patent/IT978187B/en active
-
1974
- 1974-01-11 NL NLAANVRAGE7400402,A patent/NL176231C/en not_active IP Right Cessation
- 1974-01-12 DE DE2401428A patent/DE2401428C2/en not_active Expired
- 1974-01-14 GB GB176174A patent/GB1402247A/en not_active Expired
- 1974-01-14 FR FR7401108A patent/FR2324335A1/en active Granted
- 1974-01-15 ES ES422290A patent/ES422290A1/en not_active Expired
- 1974-01-15 BE BE139818A patent/BE809757A/en unknown
- 1974-01-15 AU AU64509/74A patent/AU6450974A/en not_active Expired
- 1974-01-16 CA CA190,326A patent/CA1024711A/en not_active Expired
- 1974-01-16 JP JP717974A patent/JPS574361B2/ja not_active Expired
- 1974-02-06 IL IL44156A patent/IL44156A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BE809757A (en) | 1974-07-15 |
| JPS574361B2 (en) | 1982-01-26 |
| DE2401428A1 (en) | 1974-07-18 |
| AU6450974A (en) | 1975-07-17 |
| JPS49109271A (en) | 1974-10-17 |
| GB1402247A (en) | 1975-08-06 |
| DE2401428C2 (en) | 1985-11-14 |
| ES422290A1 (en) | 1976-04-01 |
| NL7400402A (en) | 1974-07-18 |
| NL176231B (en) | 1984-10-16 |
| FR2324335B1 (en) | 1978-02-10 |
| ZA74296B (en) | 1974-11-27 |
| IL44156A0 (en) | 1974-05-16 |
| IT978187B (en) | 1974-09-20 |
| FR2324335A1 (en) | 1977-04-15 |
| NL176231C (en) | 1985-03-18 |
| CA1024711A (en) | 1978-01-24 |
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