NL1001973C2 - Semipermeabel composietmembraan. - Google Patents

Semipermeabel composietmembraan. Download PDF

Info

Publication number: NL1001973C2
Authority: NL; Netherlands
Prior art keywords: dendrimer; composite membrane; imine; semipermeable; chloride
Prior art date: 1995-12-21

Application number

NL1001973A

Other languages

English (en)

Dutch (nl)

Inventor

Casper Johannes Nicolaa Rekers

Arie Zwijnenburg

Jan Willem De Rijk

Original Assignee

Stork Friesland Bv

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.)

1995-12-21

Filing date

1995-12-21

Publication date

1997-06-24

1995-12-21 Application filed by Stork Friesland Bv filed Critical Stork Friesland Bv

1995-12-21 Priority to NL1001973A priority Critical patent/NL1001973C2/nl

1996-12-17 Priority to US08/768,300 priority patent/US5833854A/en

1996-12-17 Priority to DK96203569T priority patent/DK0780152T3/da

1996-12-17 Priority to EP96203569A priority patent/EP0780152B1/en

1996-12-17 Priority to DE69620720T priority patent/DE69620720T2/de

1997-06-24 Application granted granted Critical

1997-06-24 Publication of NL1001973C2 publication Critical patent/NL1001973C2/nl

Links

239000012528 membrane Substances 0.000 title claims description 79
239000002131 composite material Substances 0.000 title claims description 37
239000000412 dendrimer Substances 0.000 claims description 46
229920000736 dendritic polymer Polymers 0.000 claims description 46
KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical group NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 claims description 28
-1 1-azabutylidene Chemical group 0.000 claims description 26
238000000034 method Methods 0.000 claims description 19
229920000642 polymer Polymers 0.000 claims description 16
WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 claims description 14
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 12
150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 12
230000004907 flux Effects 0.000 claims description 11
239000012948 isocyanate Substances 0.000 claims description 11
239000005700 Putrescine Substances 0.000 claims description 10
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 9
150000001875 compounds Chemical class 0.000 claims description 8
230000014759 maintenance of location Effects 0.000 claims description 8
150000003335 secondary amines Chemical group 0.000 claims description 8
150000003458 sulfonic acid derivatives Chemical class 0.000 claims description 8
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 7
230000000379 polymerizing effect Effects 0.000 claims description 7
150000003141 primary amines Chemical group 0.000 claims description 7
238000001223 reverse osmosis Methods 0.000 claims description 6
239000011780 sodium chloride Substances 0.000 claims description 6
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 5
238000012695 Interfacial polymerization Methods 0.000 claims description 5
238000004519 manufacturing process Methods 0.000 claims description 5
229920002492 poly(sulfone) Polymers 0.000 claims description 5
VLLMWSRANPNYQX-UHFFFAOYSA-N thiadiazole Chemical compound C1=CSN=N1.C1=CSN=N1 VLLMWSRANPNYQX-UHFFFAOYSA-N 0.000 claims description 5
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 claims description 4
LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 4
239000002033 PVDF binder Substances 0.000 claims description 4
239000004695 Polyether sulfone Substances 0.000 claims description 4
HDPRVQJRZUJZPT-UHFFFAOYSA-N benzene-1,3,5-trisulfonyl chloride Chemical compound ClS(=O)(=O)C1=CC(S(Cl)(=O)=O)=CC(S(Cl)(=O)=O)=C1 HDPRVQJRZUJZPT-UHFFFAOYSA-N 0.000 claims description 4
229920002239 polyacrylonitrile Polymers 0.000 claims description 4
229920006393 polyether sulfone Polymers 0.000 claims description 4
229920002981 polyvinylidene fluoride Polymers 0.000 claims description 4
YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical class ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 claims description 4
LXEJRKJRKIFVNY-UHFFFAOYSA-N terephthaloyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C=C1 LXEJRKJRKIFVNY-UHFFFAOYSA-N 0.000 claims description 4
DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 4
150000001412 amines Chemical class 0.000 claims description 3
238000006243 chemical reaction Methods 0.000 claims description 3
USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 claims description 3
238000001728 nano-filtration Methods 0.000 claims description 3
OTFAWEIFBPUXOH-UHFFFAOYSA-N 4-(4-chlorosulfonylphenyl)benzenesulfonyl chloride Chemical compound C1=CC(S(=O)(=O)Cl)=CC=C1C1=CC=C(S(Cl)(=O)=O)C=C1 OTFAWEIFBPUXOH-UHFFFAOYSA-N 0.000 claims description 2
230000002378 acidificating effect Effects 0.000 claims description 2
OZDGMOYKSFPLSE-UHFFFAOYSA-N 2-Methylaziridine Chemical compound CC1CN1 OZDGMOYKSFPLSE-UHFFFAOYSA-N 0.000 claims 4
235000013305 food Nutrition 0.000 claims 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 1
235000011149 sulphuric acid Nutrition 0.000 claims 1
239000001117 sulphuric acid Substances 0.000 claims 1
DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 6
125000003118 aryl group Chemical group 0.000 description 6
239000004952 Polyamide Substances 0.000 description 5
229920002647 polyamide Polymers 0.000 description 5
239000000243 solution Substances 0.000 description 4
239000007864 aqueous solution Substances 0.000 description 3
150000004820 halides Chemical class 0.000 description 3
229920002521 macromolecule Polymers 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical class C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
229920002873 Polyethylenimine Polymers 0.000 description 2
239000002253 acid Substances 0.000 description 2
230000005494 condensation Effects 0.000 description 2
238000009833 condensation Methods 0.000 description 2
239000012847 fine chemical Substances 0.000 description 2
239000007788 liquid Substances 0.000 description 2
239000000203 mixture Substances 0.000 description 2
229920000333 poly(propyleneimine) Polymers 0.000 description 2
FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
XAXXXFOWCPSWLO-UHFFFAOYSA-N 3-n-chlorobenzene-1,3-diamine Chemical compound NC1=CC=CC(NCl)=C1 XAXXXFOWCPSWLO-UHFFFAOYSA-N 0.000 description 1
ZWUBBMDHSZDNTA-UHFFFAOYSA-N 4-Chloro-meta-phenylenediamine Chemical compound NC1=CC=C(Cl)C(N)=C1 ZWUBBMDHSZDNTA-UHFFFAOYSA-N 0.000 description 1
VZNUCJOYPXKLTA-UHFFFAOYSA-N 5-chlorobenzene-1,3-diamine Chemical compound NC1=CC(N)=CC(Cl)=C1 VZNUCJOYPXKLTA-UHFFFAOYSA-N 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
208000029422 Hypernatremia Diseases 0.000 description 1
239000000020 Nitrocellulose Substances 0.000 description 1
229930182556 Polyacetal Chemical class 0.000 description 1
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical class ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 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
229920006243 acrylic copolymer Polymers 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
125000003277 amino group Chemical group 0.000 description 1
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
230000015572 biosynthetic process Effects 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
229910052799 carbon Inorganic materials 0.000 description 1
239000006229 carbon black Substances 0.000 description 1
150000001735 carboxylic acids Chemical class 0.000 description 1
229920002301 cellulose acetate Polymers 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
125000001309 chloro group Chemical group Cl* 0.000 description 1
229920001577 copolymer Polymers 0.000 description 1
230000000694 effects Effects 0.000 description 1
125000000524 functional group Chemical group 0.000 description 1
229920001002 functional polymer Polymers 0.000 description 1
239000012510 hollow fiber Substances 0.000 description 1
239000000463 material Substances 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
229920001220 nitrocellulos Polymers 0.000 description 1
229920000058 polyacrylate Chemical class 0.000 description 1
229920000768 polyamine Polymers 0.000 description 1
239000004417 polycarbonate Substances 0.000 description 1
229920000515 polycarbonate Polymers 0.000 description 1
229920000867 polyelectrolyte Chemical class 0.000 description 1
229920006324 polyoxymethylene Chemical class 0.000 description 1
229920002451 polyvinyl alcohol Polymers 0.000 description 1
235000019422 polyvinyl alcohol Nutrition 0.000 description 1
239000004800 polyvinyl chloride Substances 0.000 description 1
229920000915 polyvinyl chloride Polymers 0.000 description 1
239000000047 product Substances 0.000 description 1
238000005932 reductive alkylation reaction Methods 0.000 description 1
239000013535 sea water Substances 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
238000009827 uniform distribution Methods 0.000 description 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
- B01D71/58—Other polymers having nitrogen in the main chain, with or without oxygen or carbon only
- B01D71/60—Polyamines
- 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

Landscapes

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

NL1001973A 1995-12-21 1995-12-21 Semipermeabel composietmembraan. NL1001973C2 (nl)

Priority Applications (5)

Application Number	Priority Date	Filing Date	Title
NL1001973A NL1001973C2 (nl)	1995-12-21	1995-12-21	Semipermeabel composietmembraan.
US08/768,300 US5833854A (en)	1995-12-21	1996-12-17	Semipermeable composite membrane and a method for the preparation of such a membrane
DK96203569T DK0780152T3 (da)	1995-12-21	1996-12-17	Semipermeabel, sammensat membran, fremgangsmåde til fremstillingen af sådan membran samt dens anvendelse
EP96203569A EP0780152B1 (en)	1995-12-21	1996-12-17	Semipermeable composite membrane, method for the preparation of such a membrane,and its use
DE69620720T DE69620720T2 (de)	1995-12-21	1996-12-17	Halbdurchlässige, zusammengesetzte Membran, Verfahren zur Herstellung einer derartigen Membran, und ihre Verwendung

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
NL1001973		1995-12-21
NL1001973A NL1001973C2 (nl)	1995-12-21	1995-12-21	Semipermeabel composietmembraan.

Publications (1)

Publication Number	Publication Date
NL1001973C2 true NL1001973C2 (nl)	1997-06-24

Family

ID=19762081

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NL1001973A NL1001973C2 (nl)	1995-12-21	1995-12-21	Semipermeabel composietmembraan.

Country Status (5)

Country	Link
US (1)	US5833854A (da)
EP (1)	EP0780152B1 (da)
DE (1)	DE69620720T2 (da)
DK (1)	DK0780152T3 (da)
NL (1)	NL1001973C2 (da)

Families Citing this family (23)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP3362552B2 (ja) *	1995-03-10	2003-01-07	東京エレクトロン株式会社	成膜処理装置
NL1008788C2 (nl) *	1998-04-02	1999-10-05	Dsm Nv	Werkwijze voor het winnen van een 2,3-pyridinedicarbonzuur.
US6977122B2 (en) *	2001-03-27	2005-12-20	The University Of Chicago	Proton conducting membrane for fuel cells
US7153905B2 (en)	2003-03-21	2006-12-26	The General Hospital Corporation	Hyperbranched dendron and methods of synthesis and use thereof
US7459502B2 (en) *	2003-11-03	2008-12-02	Ilypsa, Inc.	Pharmaceutical compositions comprising crosslinked polyamine polymers
US7449605B2 (en) *	2003-11-03	2008-11-11	Ilypsa, Inc.	Crosslinked amine polymers
US7335795B2 (en)	2004-03-22	2008-02-26	Ilypsa, Inc.	Crosslinked amine polymers
US7767768B2 (en) *	2003-11-03	2010-08-03	Ilypsa, Inc.	Crosslinked amine polymers
US7608674B2 (en) *	2003-11-03	2009-10-27	Ilypsa, Inc.	Pharmaceutical compositions comprising cross-linked small molecule amine polymers
KR100833062B1 (ko) *	2005-12-12	2008-05-27	주식회사 코오롱	방향족 폴리아미드 복합막의 제조방법
US20080199619A1 (en) *	2005-08-08	2008-08-21	Kolon Industries, Inc.	Method Of Manufacturing For Aromatic Polyamide Composite Membrane
US20080135482A1 (en) *	2006-11-27	2008-06-12	Kripal Singh	Polyamide nanofiltration membrane useful for the removal of phospholipids
DE102007058320A1 (de) *	2006-12-23	2008-06-26	Evonik Degussa Gmbh	Membranen zur Trennung von Gasen
WO2009090174A1 (en) *	2008-01-17	2009-07-23	Whatman Inc	Composite membrane blends comprising ionic branch polymers and methods of use
WO2010117460A1 (en) *	2009-04-08	2010-10-14	Michigan Molecular Institute	Surface modification of reverse osmosis membranes by hydrophilic dendritic polymers
US20110076572A1 (en) *	2009-09-25	2011-03-31	Khalil Amine	Non-aqueous electrolytes for electrochemical cells
DE102010034700A1 (de)	2010-08-18	2012-02-23	Merck Patent Gmbh	Membran mit selektiv permeabler Polymerschicht
US9093722B2 (en)	2010-09-30	2015-07-28	Uchicago Argonne, Llc	Functionalized ionic liquid electrolytes for lithium ion batteries
DE102014224473A1 (de)	2014-11-29	2016-06-02	Leibniz-Institut Für Polymerforschung Dresden E.V.	Umkehrosmose- oder Nanofiltrations-Membranen und Verfahren zu ihrer Herstellung
KR101949369B1 (ko)	2017-10-25	2019-02-18	고려대학교 산학협력단	코어-쉘 물질을 이용한 박막 복합체 분리막의 제조방법
GB202005106D0 (en)	2020-04-07	2020-05-20	Imperial College Innovations Ltd	Novel membranes and preparations thereof
CN113663539B (zh) *	2021-09-16	2022-11-01	西安热工研究院有限公司	一种超支化抗菌型聚氨酯反渗透膜及其制备方法
CN120550642B (zh) *	2025-07-31	2025-10-03	湖南沁森高科新材料有限公司	一种耐酸碱纳滤膜及其制备方法

Citations (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3951815A (en) *	1974-09-05	1976-04-20	Universal Oil Products Company	Composite semipermeable membranes made from polyethylenimine
US4631337A (en) *	1983-01-07	1986-12-23	The Dow Chemical Company	Hydrolytically-stable dense star polyamine
US4876009A (en) *	1988-10-21	1989-10-24	Bend Research, Inc.	Tetrakis-amido high flux membranes
WO1993014147A1 (en) *	1992-01-13	1993-07-22	Dsm N.V.	Dendritic macromolecule and the preparation thereof
WO1995002008A1 (en) *	1993-07-08	1995-01-19	Dsm N.V.	Process for the preparation of a dendritic macromolecule
WO1995020619A1 (en) *	1994-01-28	1995-08-03	Dsm N.V.	Dendritic macromolecule and a process for the preparation thereof

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5695304A (en) *	1979-12-28	1981-08-01	Teijin Ltd	Perm selective composite membrane and its production
NL8402647A (nl) *	1984-08-30	1986-03-17	Wafilin Bv	Semi-permeabel samengesteld membraan uit een poly-n-vinyl-n-methylpolymeer.
US4885091A (en) *	1984-12-26	1989-12-05	Allied-Signal Inc.	Process for the preparation of chlorine-resistant semipermeable membranes
US4824574A (en) *	1986-04-28	1989-04-25	The Dow Chemical Company	Novel water softening process using membranes
US4812270A (en) *	1986-04-28	1989-03-14	Filmtec Corporation	Novel water softening membranes
US4828708A (en)	1987-09-28	1989-05-09	Desalination Systems	Semipermeable membranes
US4859384A (en) *	1987-11-18	1989-08-22	Filmtec Corp.	Novel polyamide reverse osmosis membranes
US4964998A (en) *	1989-12-13	1990-10-23	Filmtec Corporation	Use of treated composite polyamide membranes to separate concentrated solute

1995
- 1995-12-21 NL NL1001973A patent/NL1001973C2/nl not_active IP Right Cessation
1996
- 1996-12-17 DE DE69620720T patent/DE69620720T2/de not_active Expired - Lifetime
- 1996-12-17 DK DK96203569T patent/DK0780152T3/da active
- 1996-12-17 US US08/768,300 patent/US5833854A/en not_active Expired - Lifetime
- 1996-12-17 EP EP96203569A patent/EP0780152B1/en not_active Expired - Lifetime

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3951815A (en) *	1974-09-05	1976-04-20	Universal Oil Products Company	Composite semipermeable membranes made from polyethylenimine
US4631337A (en) *	1983-01-07	1986-12-23	The Dow Chemical Company	Hydrolytically-stable dense star polyamine
US4876009A (en) *	1988-10-21	1989-10-24	Bend Research, Inc.	Tetrakis-amido high flux membranes
WO1993014147A1 (en) *	1992-01-13	1993-07-22	Dsm N.V.	Dendritic macromolecule and the preparation thereof
WO1995002008A1 (en) *	1993-07-08	1995-01-19	Dsm N.V.	Process for the preparation of a dendritic macromolecule
WO1995020619A1 (en) *	1994-01-28	1995-08-03	Dsm N.V.	Dendritic macromolecule and a process for the preparation thereof

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
ELLEN M.M. DE BRABANDER: "Poly(propylene imine) Dendrimers: Large-Scale Synthesis by Heterogeneously Catalyzed Hydrogenations", ANGEW. CHEM. INT. ED. ENGL., vol. 32, no. 9, 1993, WEINHEIM, DE, pages 1308 - 1311, XP002011651 *

Also Published As

Publication number	Publication date
DE69620720D1 (de)	2002-05-23
EP0780152B1 (en)	2002-04-17
US5833854A (en)	1998-11-10
EP0780152A1 (en)	1997-06-25
DK0780152T3 (da)	2002-07-29
DE69620720T2 (de)	2002-10-02

Legal Events

Date	Code	Title	Description
1997-08-01	PD2B	A search report has been drawn up
2004-06-01	SD	Assignments of patents	Owner name: X-FLOW B.V.
2005-09-01	VD1	Lapsed due to non-payment of the annual fee	Effective date: 20050701

Publication	Publication Date	Title
NL1001973C2 (nl)	1997-06-24	Semipermeabel composietmembraan.
CA1144433A (en)	1983-04-12	Reverse osmosis membrane
CA1145209A (en)	1983-04-26	Interfacially synthesized reverse osmosis membrane
US5693227A (en)	1997-12-02	Catalyst mediated method of interfacial polymerization on a microporous support, and polymers, fibers, films and membranes made by such method
US5876602A (en)	1999-03-02	Treatment of composite polyamide membranes to improve performance
AU611474B2 (en)	1991-06-13	Polyamide reverse osmosis membranes
KR100460168B1 (ko)	2005-05-13	폴리아미드 식별층을 갖는 복합막의 유량 증가방법
KR100910899B1 (ko)	2009-08-05	내산화성 복합체 역삼투막
US8754139B2 (en)	2014-06-17	Polyamide membranes with fluoroalcohol functionality
KR20140085373A (ko)	2014-07-07	용매 내성 폴리아미드 나노여과 막
US5271843A (en)	1993-12-21	Chlorine-tolerant, thin-film composite membrane
EP0308153B1 (en)	1991-12-04	P-xylylenediamide/diimide composite ro membranes
KR20050004788A (ko)	2005-01-12	투과성이 개선된 반투막의 제조방법
WO2014095717A1 (en)	2014-06-26	Mixed matrix membranes comprising vanadium pentoxide nanoparticles and methods for their preparation
US4851127A (en)	1989-07-25	Novel amine-based presursor compounds and composite membranes thereof
JP3849263B2 (ja)	2006-11-22	複合半透膜及びその製造方法
KR20010100304A (ko)	2001-11-14	건식 역삼투 분리막의 제조방법
CA2007273A1 (en)	1990-09-06	"p-xylylenediamide/diimide composite ro membranes"
KR100477587B1 (ko)	2005-07-18	폴리아미드계 복합소재 분리막 제조방법
JP7845578B1 (ja)	2026-04-14	複合半透膜及び複合半透膜エレメント
CA1220990A (en)	1987-04-28	Reverse osmosis membrane and method for the preparation thereof
Mehta et al.	2020	Diamines as tunable chemicals in thin film composite membrane formation
KR101296108B1 (ko)	2013-08-20	보론 제거 성능이 우수한 역삼투 분리막 및 그 제조방법
Kirsh et al.	1988	New trends in the development of polymeric materials for reverse osmosis membranes
Hurndall et al.	1992	New composite reverse osmosis membranes made from poly‐2‐vinylimidazoline