IL99010A - Inverted membrane of polyamide-urea - Google Patents

Inverted membrane of polyamide-urea

Info

Publication number: IL99010A
Authority: IL; Israel
Prior art keywords: chloride; membrane; isocyanatoisophthaloyl; isocyanate; reverse osmosis
Prior art date: 1990-07-31

Application number

IL9901091A

Other languages

English (en)

Hebrew (he)

Other versions

IL99010A0 (en

Original Assignee

Du Pont

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.)

1990-07-31

Filing date

1991-07-30

Publication date

1995-12-31

1991-07-30 Application filed by Du Pont filed Critical Du Pont

1992-07-15 Publication of IL99010A0 publication Critical patent/IL99010A0/xx

1995-12-31 Publication of IL99010A publication Critical patent/IL99010A/en

Links

239000012528 membrane Substances 0.000 title claims description 106
238000001223 reverse osmosis Methods 0.000 title claims description 21
239000004202 carbamide Substances 0.000 title claims description 4
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 54
239000000758 substrate Substances 0.000 claims description 51
QYAMZFPPWQRILI-UHFFFAOYSA-N 5-isocyanatobenzene-1,3-dicarbonyl chloride Chemical compound ClC(=O)C1=CC(N=C=O)=CC(C(Cl)=O)=C1 QYAMZFPPWQRILI-UHFFFAOYSA-N 0.000 claims description 46
239000011780 sodium chloride Substances 0.000 claims description 29
WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 claims description 27
229940018564 m-phenylenediamine Drugs 0.000 claims description 27
238000000034 method Methods 0.000 claims description 27
229920002492 poly(sulfone) Polymers 0.000 claims description 22
239000002904 solvent Substances 0.000 claims description 20
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 19
-1 isocyanate- substituted isophthaloyl chloride Chemical group 0.000 claims description 17
239000000203 mixture Substances 0.000 claims description 17
150000003839 salts Chemical class 0.000 claims description 17
230000004907 flux Effects 0.000 claims description 12
DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical group CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 11
150000001263 acyl chlorides Chemical class 0.000 claims description 10
FDQSRULYDNDXQB-UHFFFAOYSA-N benzene-1,3-dicarbonyl chloride Chemical class ClC(=O)C1=CC=CC(C(Cl)=O)=C1 FDQSRULYDNDXQB-UHFFFAOYSA-N 0.000 claims description 9
GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 8
239000004952 Polyamide Substances 0.000 claims description 8
RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 8
229920002647 polyamide Polymers 0.000 claims description 8
238000005266 casting Methods 0.000 claims description 7
CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 claims description 6
239000012510 hollow fiber Substances 0.000 claims description 6
239000012948 isocyanate Substances 0.000 claims description 6
150000002513 isocyanates Chemical group 0.000 claims description 6
125000000962 organic group Chemical group 0.000 claims description 6
230000008569 process Effects 0.000 claims description 6
150000001266 acyl halides Chemical class 0.000 claims description 5
150000001412 amines Chemical class 0.000 claims description 5
239000003054 catalyst Substances 0.000 claims description 5
238000010612 desalination reaction Methods 0.000 claims description 5
229920000728 polyester Polymers 0.000 claims description 5
JFEYGNBXTUDJAM-UHFFFAOYSA-N 3,5-diisocyanatobenzoyl chloride Chemical compound ClC(=O)C1=CC(N=C=O)=CC(N=C=O)=C1 JFEYGNBXTUDJAM-UHFFFAOYSA-N 0.000 claims description 4
PICVAYJGENMBAJ-UHFFFAOYSA-N 4-isocyanatobenzene-1,3-dicarbonyl chloride Chemical compound ClC(=O)C1=CC=C(N=C=O)C(C(Cl)=O)=C1 PICVAYJGENMBAJ-UHFFFAOYSA-N 0.000 claims description 4
KBZFDRWPMZESDI-UHFFFAOYSA-N 5-aminobenzene-1,3-dicarboxylic acid Chemical compound NC1=CC(C(O)=O)=CC(C(O)=O)=C1 KBZFDRWPMZESDI-UHFFFAOYSA-N 0.000 claims description 4
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 4
YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims description 4
FDLQZKYLHJJBHD-UHFFFAOYSA-N [3-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC(CN)=C1 FDLQZKYLHJJBHD-UHFFFAOYSA-N 0.000 claims description 4
229910052751 metal Inorganic materials 0.000 claims description 4
239000002184 metal Substances 0.000 claims description 4
RSAXKGPIPWRPKR-UHFFFAOYSA-N 2-isocyanatobenzene-1,3-dicarbonyl chloride Chemical compound ClC(=O)C1=CC=CC(C(Cl)=O)=C1N=C=O RSAXKGPIPWRPKR-UHFFFAOYSA-N 0.000 claims description 3
OTEBFHVUSAGHHW-UHFFFAOYSA-N 5-isocyanatobenzene-1,3-dicarbonyl bromide Chemical compound BrC(=O)C1=CC(N=C=O)=CC(C(Br)=O)=C1 OTEBFHVUSAGHHW-UHFFFAOYSA-N 0.000 claims description 3
239000000919 ceramic Substances 0.000 claims description 3
HIZMBMVNMBMUEE-UHFFFAOYSA-N cyclohexane-1,3,5-tricarbonyl chloride Chemical compound ClC(=O)C1CC(C(Cl)=O)CC(C(Cl)=O)C1 HIZMBMVNMBMUEE-UHFFFAOYSA-N 0.000 claims description 3
125000005442 diisocyanate group Chemical group 0.000 claims description 3
239000007788 liquid Substances 0.000 claims description 3
238000004519 manufacturing process Methods 0.000 claims description 3
239000005373 porous glass Substances 0.000 claims description 3
COOYZPDFMWOFKV-UHFFFAOYSA-N 2-isocyanatobenzene-1,4-dicarbonyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C(N=C=O)=C1 COOYZPDFMWOFKV-UHFFFAOYSA-N 0.000 claims description 2
235000015203 fruit juice Nutrition 0.000 claims description 2
238000010438 heat treatment Methods 0.000 claims description 2
235000013336 milk Nutrition 0.000 claims description 2
239000008267 milk Substances 0.000 claims description 2
210000004080 milk Anatomy 0.000 claims description 2
229920000620 organic polymer Polymers 0.000 claims 3
229920000098 polyolefin Polymers 0.000 claims 2
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 1
150000001555 benzenes Chemical group 0.000 claims 1
235000020006 fruit beer Nutrition 0.000 claims 1
235000019990 fruit wine Nutrition 0.000 claims 1
125000002883 imidazolyl group Chemical group 0.000 claims 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 19
239000000243 solution Substances 0.000 description 17
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 15
ZMXDDKWLCZADIW-UHFFFAOYSA-N dimethylformamide Substances CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 15
230000035699 permeability Effects 0.000 description 15
150000004985 diamines Chemical class 0.000 description 13
239000012466 permeate Substances 0.000 description 8
239000000377 silicon dioxide Substances 0.000 description 7
238000006243 chemical reaction Methods 0.000 description 6
230000000694 effects Effects 0.000 description 6
125000003118 aryl group Chemical group 0.000 description 5
239000007864 aqueous solution Substances 0.000 description 4
239000012527 feed solution Substances 0.000 description 4
239000010408 film Substances 0.000 description 4
239000000463 material Substances 0.000 description 4
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
238000012695 Interfacial polymerization Methods 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
239000004695 Polyether sulfone Substances 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
125000001931 aliphatic group Chemical group 0.000 description 3
150000004982 aromatic amines Chemical class 0.000 description 3
239000002131 composite material Substances 0.000 description 3
238000002481 ethanol extraction Methods 0.000 description 3
239000012535 impurity Substances 0.000 description 3
229920006393 polyether sulfone Polymers 0.000 description 3
239000011148 porous material Substances 0.000 description 3
239000000376 reactant Substances 0.000 description 3
AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 2
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
229920002396 Polyurea Polymers 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
239000002253 acid Substances 0.000 description 2
150000004984 aromatic diamines Chemical class 0.000 description 2
150000001805 chlorine compounds Chemical class 0.000 description 2
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
230000000052 comparative effect Effects 0.000 description 2
229920001577 copolymer Polymers 0.000 description 2
235000013365 dairy product Nutrition 0.000 description 2
229920001971 elastomer Polymers 0.000 description 2
239000004744 fabric Substances 0.000 description 2
239000011521 glass Substances 0.000 description 2
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
230000003204 osmotic effect Effects 0.000 description 2
238000006116 polymerization reaction Methods 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
239000000047 product Substances 0.000 description 2
239000008213 purified water Substances 0.000 description 2
239000013535 sea water Substances 0.000 description 2
239000008399 tap water Substances 0.000 description 2
235000020679 tap water Nutrition 0.000 description 2
PQDIQKXGPYOGDI-UHFFFAOYSA-N 1,3,5-triisocyanatobenzene Chemical compound O=C=NC1=CC(N=C=O)=CC(N=C=O)=C1 PQDIQKXGPYOGDI-UHFFFAOYSA-N 0.000 description 1
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
NCNXDAMIPYEADP-UHFFFAOYSA-N 5-aminobenzene-1,3-dicarboxylic acid;hydrochloride Chemical compound Cl.NC1=CC(C(O)=O)=CC(C(O)=O)=C1 NCNXDAMIPYEADP-UHFFFAOYSA-N 0.000 description 1
239000004801 Chlorinated PVC Substances 0.000 description 1
FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
229920000265 Polyparaphenylene Polymers 0.000 description 1
239000004743 Polypropylene Substances 0.000 description 1
239000004285 Potassium sulphite Substances 0.000 description 1
DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
125000000777 acyl halide group Chemical group 0.000 description 1
150000001335 aliphatic alkanes Chemical class 0.000 description 1
235000013405 beer Nutrition 0.000 description 1
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 description 1
230000015572 biosynthetic process Effects 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
229920002678 cellulose Polymers 0.000 description 1
229920000457 chlorinated polyvinyl chloride Polymers 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
150000001924 cycloalkanes Chemical class 0.000 description 1
230000007812 deficiency Effects 0.000 description 1
239000008367 deionised water Substances 0.000 description 1
229910021641 deionized water Inorganic materials 0.000 description 1
IUEVXLACZFKZSP-UHFFFAOYSA-L disodium;5-aminobenzene-1,3-dicarboxylate Chemical compound [Na+].[Na+].NC1=CC(C([O-])=O)=CC(C([O-])=O)=C1 IUEVXLACZFKZSP-UHFFFAOYSA-L 0.000 description 1
238000004821 distillation Methods 0.000 description 1
238000009826 distribution Methods 0.000 description 1
239000003651 drinking water Substances 0.000 description 1
235000020188 drinking water Nutrition 0.000 description 1
238000001035 drying Methods 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
238000000605 extraction Methods 0.000 description 1
235000011187 glycerol Nutrition 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
125000005842 heteroatom Chemical group 0.000 description 1
238000011065 in-situ storage Methods 0.000 description 1
229910010272 inorganic material Inorganic materials 0.000 description 1
239000011147 inorganic material Substances 0.000 description 1
238000010406 interfacial reaction Methods 0.000 description 1
125000001261 isocyanato group Chemical group *N=C=O 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
239000000178 monomer Substances 0.000 description 1
239000004745 nonwoven fabric Substances 0.000 description 1
229920000768 polyamine Polymers 0.000 description 1
229920001707 polybutylene terephthalate Polymers 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
229920001155 polypropylene Polymers 0.000 description 1
150000003141 primary amines Chemical class 0.000 description 1
238000000746 purification Methods 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
238000011084 recovery Methods 0.000 description 1
230000009467 reduction Effects 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
238000005096 rolling process Methods 0.000 description 1
239000004065 semiconductor Substances 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
235000019333 sodium laurylsulphate Nutrition 0.000 description 1
PHIQPXBZDGYJOG-UHFFFAOYSA-N sodium silicate nonahydrate Chemical compound O.O.O.O.O.O.O.O.O.[Na+].[Na+].[O-][Si]([O-])=O PHIQPXBZDGYJOG-UHFFFAOYSA-N 0.000 description 1
238000003860 storage Methods 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
239000010409 thin film Substances 0.000 description 1
238000004065 wastewater treatment Methods 0.000 description 1
238000003809 water extraction Methods 0.000 description 1
239000000080 wetting agent Substances 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
- 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
- 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
- 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
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3225—Polyamines
- C08G18/3237—Polyamines aromatic
- C08G18/324—Polyamines aromatic containing only one aromatic ring
- 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
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3225—Polyamines
- C08G18/3246—Polyamines heterocyclic, the heteroatom being oxygen or nitrogen in the form of an amino group
- 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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/71—Monoisocyanates or monoisothiocyanates
- C08G18/712—Monoisocyanates or monoisothiocyanates containing halogens
- 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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/773—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur halogens

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)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
Catalysts (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

IL9901091A 1990-07-31 1991-07-30 Inverted membrane of polyamide-urea IL99010A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US07/560,512 US5019264A (en)	1990-07-31	1990-07-31	Multilayer reverse osmosis membrane of polyamide-urea

Publications (2)

Publication Number	Publication Date
IL99010A0 IL99010A0 (en)	1992-07-15
IL99010A true IL99010A (en)	1995-12-31

Family

ID=24238109

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL9901091A IL99010A (en)	1990-07-31	1991-07-30	Inverted membrane of polyamide-urea

Country Status (9)

Country	Link
US (1)	US5019264A (fr)
EP (2)	EP0612722A3 (fr)
JP (2)	JPH0722688B2 (fr)
AU (1)	AU635479B2 (fr)
CA (1)	CA2047989C (fr)
DE (1)	DE69110795T2 (fr)
IL (1)	IL99010A (fr)
PT (1)	PT98506A (fr)
ZA (1)	ZA916032B (fr)

Families Citing this family (42)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5019264A (en) *	1990-07-31	1991-05-28	E. I. Du Pont De Nemours And Company	Multilayer reverse osmosis membrane of polyamide-urea
US5246587A (en) *	1991-12-23	1993-09-21	Hydranautics	Interfacially synthesized reverse osmosis membranes and processes for preparing the same
JPH07178327A (ja) *	1993-11-12	1995-07-18	Nitto Denko Corp	複合半透膜及びその製造方法
US5693227A (en) *	1994-11-17	1997-12-02	Ionics, Incorporated	Catalyst mediated method of interfacial polymerization on a microporous support, and polymers, fibers, films and membranes made by such method
US5851355A (en) *	1996-11-27	1998-12-22	Bba Nonwovens Simpsonville, Inc.	Reverse osmosis support substrate and method for its manufacture
EP0924184A3 (fr)	1997-12-17	1999-06-30	Daicel Chemical Industries, Ltd.	Procédé de traitement d'effluents contenant de l'acide sorbique et/ou un de ses sels et un dispositif pour ce traitement
KR19990070134A (ko) *	1998-02-17	1999-09-15	한형수	폴리아미드계 복합소재 분리막의 제조방법
EP0992277B1 (fr) *	1998-10-09	2004-04-07	Saehan Industries, Inc.	Membrane semi-perméable sèche pour l'osmose inverse et son procédé de fabrication utilisant des saccharides
US6156680A (en) *	1998-12-23	2000-12-05	Bba Nonwovens Simpsonville, Inc.	Reverse osmosis support substrate and method for its manufacture
DE19954158A1 (de) *	1999-11-10	2001-05-17	Inst Textil & Faserforschung	Mikroporöse hydrophile Membran
US7250226B2 (en)	2001-08-31	2007-07-31	Nippon Hoso Kyokai	Phosphorescent compound, a phosphorescent composition and an organic light-emitting device
US20060207930A1 (en) *	2005-03-15	2006-09-21	Yeager Gary W	Interfacial composite structure and method of making them
US7727434B2 (en) *	2005-08-16	2010-06-01	General Electric Company	Membranes and methods of treating membranes
CN101743046A (zh)	2007-06-28	2010-06-16	卡勒拉公司	包括碳酸盐化合物沉淀的脱盐方法和系统
US20090242831A1 (en) *	2008-03-27	2009-10-01	General Electric Company	Aromatic halosulfonyl isocyanate compositions
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1990
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1991
- 1991-07-26 CA CA002047989A patent/CA2047989C/fr not_active Expired - Fee Related
- 1991-07-30 PT PT98506A patent/PT98506A/pt not_active Application Discontinuation
- 1991-07-30 DE DE69110795T patent/DE69110795T2/de not_active Expired - Fee Related
- 1991-07-30 EP EP19940201347 patent/EP0612722A3/fr not_active Withdrawn
- 1991-07-30 IL IL9901091A patent/IL99010A/en not_active IP Right Cessation
- 1991-07-30 JP JP3211324A patent/JPH0722688B2/ja not_active Expired - Fee Related
- 1991-07-30 EP EP91306964A patent/EP0473290B1/fr not_active Expired - Lifetime
- 1991-07-31 ZA ZA916032A patent/ZA916032B/xx unknown
- 1991-07-31 AU AU81473/91A patent/AU635479B2/en not_active Ceased
1994
- 1994-06-29 JP JP6168585A patent/JPH07138222A/ja active Pending

Also Published As

Publication number	Publication date
ZA916032B (en)	1993-04-28
JPH07138222A (ja)	1995-05-30
AU635479B2 (en)	1993-03-18
EP0612722A2 (fr)	1994-08-31
DE69110795D1 (de)	1995-08-03
IL99010A0 (en)	1992-07-15
JPH0722688B2 (ja)	1995-03-15
CA2047989A1 (fr)	1992-02-01
CA2047989C (fr)	2004-09-21
EP0473290B1 (fr)	1995-06-28
PT98506A (pt)	1992-06-30
DE69110795T2 (de)	1996-02-22
EP0612722A3 (fr)	1994-09-07
EP0473290A3 (en)	1992-07-08
AU8147391A (en)	1992-02-06
US5019264A (en)	1991-05-28
JPH04281830A (ja)	1992-10-07
EP0473290A2 (fr)	1992-03-04

Legal Events

Date	Code	Title
1996-06-18	FF	Patent granted
1998-01-04	KB	Patent renewed
2001-10-31	KB	Patent renewed
2006-04-10	MM9K	Patent not in force due to non-payment of renewal fees

Publication	Publication Date	Title
AU635479B2 (en)	1993-03-18	Multilayer reverse osmosis membrane of polyamide-urea
EP0473459B1 (fr)	1995-07-26	Membranes d'osmose inverse en polyamide-uréthane
US5173335A (en)	1992-12-22	Method of producing multilayer reverse osmosis membrane of polyamide-urea
US4277344A (en)	1981-07-07	Interfacially synthesized reverse osmosis membrane
CN102317350B (zh)	2014-01-29	具有氟代醇官能度的聚酰胺膜
EP0319990B1 (fr)	1993-10-20	Procédé de fabrication de membranes composites
US5271843A (en)	1993-12-21	Chlorine-tolerant, thin-film composite membrane
US5084182A (en)	1992-01-28	Method for manufacturing of multilayer reverse osmosis membrane of polyamide-urea
JPH0419892B2 (fr)	1992-03-31
US5037555A (en)	1991-08-06	Desalination of water
CA1333238C (fr)	1994-11-29	Membranes composites en p-xylylenediamide/diimide pour osmose inverse
US4749488A (en)	1988-06-07	Multilayer reverse osmosis membrane in which one layer is poly-meta-phenylene tetrahydrofuran-2,3,4,5-tetracarboxamide
USRE34058E (en)	1992-09-08	Multilayer reverse osmosis membrane of polyamide-urea
US5191111A (en)	1993-03-02	Manufacture of isocyanate-substituted isophtholayl chloride
US5137606A (en)	1992-08-11	Reverse osmosis membranes of polyamideurethane
EP0391519B1 (fr)	1994-07-20	Membranes composites de P-Xylylène diamide/diimide pour l'osmose inverse
KR100477587B1 (ko)	2005-07-18	폴리아미드계 복합소재 분리막 제조방법
IL99349A (en)	1996-06-18	Membranes of polyamide orthan inverted inks
JPH0910566A (ja)	1997-01-14	半透性複合膜
JPH0592130A (ja)	1993-04-16	逆浸透法用複合膜の製造方法