NO335286B1 - Tynnfilmkompositter - Google Patents
Tynnfilmkompositter Download PDFInfo
- Publication number
- NO335286B1 NO335286B1 NO20100814A NO20100814A NO335286B1 NO 335286 B1 NO335286 B1 NO 335286B1 NO 20100814 A NO20100814 A NO 20100814A NO 20100814 A NO20100814 A NO 20100814A NO 335286 B1 NO335286 B1 NO 335286B1
- Authority
- NO
- Norway
- Prior art keywords
- groups
- acid halide
- liquid phase
- thin film
- accordance
- Prior art date
Links
- 239000012528 membrane Substances 0.000 claims abstract description 92
- 239000002253 acid Substances 0.000 claims abstract description 84
- 150000004820 halides Chemical class 0.000 claims abstract description 75
- 238000000034 method Methods 0.000 claims abstract description 54
- 150000001412 amines Chemical class 0.000 claims abstract description 51
- 239000010409 thin film Substances 0.000 claims abstract description 37
- 239000002131 composite material Substances 0.000 claims abstract description 34
- 238000006243 chemical reaction Methods 0.000 claims abstract description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 47
- 239000007791 liquid phase Substances 0.000 claims description 35
- 230000008569 process Effects 0.000 claims description 34
- 239000002904 solvent Substances 0.000 claims description 32
- 238000001223 reverse osmosis Methods 0.000 claims description 22
- 238000000926 separation method Methods 0.000 claims description 22
- 238000004519 manufacturing process Methods 0.000 claims description 13
- 125000003277 amino group Chemical group 0.000 claims description 12
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 claims description 11
- 239000004952 Polyamide Substances 0.000 claims description 9
- 229920002647 polyamide Polymers 0.000 claims description 9
- 150000003839 salts Chemical class 0.000 claims description 9
- 150000007513 acids Chemical class 0.000 claims description 8
- 230000003204 osmotic effect Effects 0.000 claims description 8
- 229920002301 cellulose acetate Polymers 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 7
- JSYBAZQQYCNZJE-UHFFFAOYSA-N benzene-1,2,4-triamine Chemical compound NC1=CC=C(N)C(N)=C1 JSYBAZQQYCNZJE-UHFFFAOYSA-N 0.000 claims description 6
- 125000003010 ionic group Chemical group 0.000 claims description 6
- 229920002678 cellulose Polymers 0.000 claims description 5
- 239000001913 cellulose Substances 0.000 claims description 5
- 238000010612 desalination reaction Methods 0.000 claims description 5
- 239000012052 hydrophilic carrier Substances 0.000 claims description 5
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 4
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 claims description 4
- 239000012442 inert solvent Substances 0.000 claims description 4
- 238000001728 nano-filtration Methods 0.000 claims description 4
- 150000007524 organic acids Chemical class 0.000 claims description 4
- 235000005985 organic acids Nutrition 0.000 claims description 4
- RPHKINMPYFJSCF-UHFFFAOYSA-N benzene-1,3,5-triamine Chemical compound NC1=CC(N)=CC(N)=C1 RPHKINMPYFJSCF-UHFFFAOYSA-N 0.000 claims description 3
- 125000000524 functional group Chemical group 0.000 claims description 3
- 230000002209 hydrophobic effect Effects 0.000 claims description 3
- 238000006116 polymerization reaction Methods 0.000 abstract description 11
- 239000000243 solution Substances 0.000 description 35
- 238000012695 Interfacial polymerization Methods 0.000 description 22
- 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 21
- 230000004907 flux Effects 0.000 description 20
- 208000029422 Hypernatremia Diseases 0.000 description 18
- 239000010408 film Substances 0.000 description 17
- 239000000376 reactant Substances 0.000 description 15
- 239000011148 porous material Substances 0.000 description 13
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 12
- 239000000126 substance Substances 0.000 description 12
- 125000003118 aryl group Chemical group 0.000 description 10
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 8
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 description 6
- 238000009792 diffusion process Methods 0.000 description 6
- 229940018564 m-phenylenediamine Drugs 0.000 description 6
- 239000000178 monomer Substances 0.000 description 6
- LZDKZFUFMNSQCJ-UHFFFAOYSA-N 1,2-diethoxyethane Chemical compound CCOCCOCC LZDKZFUFMNSQCJ-UHFFFAOYSA-N 0.000 description 5
- 125000001931 aliphatic group Chemical group 0.000 description 5
- 239000000460 chlorine Substances 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 229920006254 polymer film Polymers 0.000 description 5
- 230000002787 reinforcement Effects 0.000 description 5
- 229920006395 saturated elastomer Polymers 0.000 description 5
- MIOPJNTWMNEORI-GMSGAONNSA-N (S)-camphorsulfonic acid Chemical compound C1C[C@@]2(CS(O)(=O)=O)C(=O)C[C@@H]1C2(C)C MIOPJNTWMNEORI-GMSGAONNSA-N 0.000 description 4
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 239000000010 aprotic solvent Substances 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 239000012074 organic phase Substances 0.000 description 4
- 239000012466 permeate Substances 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- -1 aromatic acid halides Chemical class 0.000 description 3
- FDQSRULYDNDXQB-UHFFFAOYSA-N benzene-1,3-dicarbonyl chloride Chemical compound ClC(=O)C1=CC=CC(C(Cl)=O)=C1 FDQSRULYDNDXQB-UHFFFAOYSA-N 0.000 description 3
- 238000007385 chemical modification Methods 0.000 description 3
- 230000032798 delamination Effects 0.000 description 3
- 238000007598 dipping method Methods 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 230000006872 improvement Effects 0.000 description 3
- 150000002500 ions Chemical class 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- LXEJRKJRKIFVNY-UHFFFAOYSA-N terephthaloyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C=C1 LXEJRKJRKIFVNY-UHFFFAOYSA-N 0.000 description 3
- 150000003512 tertiary amines Chemical class 0.000 description 3
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 2
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 2
- ZMCHBSMFKQYNKA-UHFFFAOYSA-N 2-aminobenzenesulfonic acid Chemical compound NC1=CC=CC=C1S(O)(=O)=O ZMCHBSMFKQYNKA-UHFFFAOYSA-N 0.000 description 2
- ZAJAQTYSTDTMCU-UHFFFAOYSA-N 3-aminobenzenesulfonic acid Chemical compound NC1=CC=CC(S(O)(=O)=O)=C1 ZAJAQTYSTDTMCU-UHFFFAOYSA-N 0.000 description 2
- HVBSAKJJOYLTQU-UHFFFAOYSA-N 4-aminobenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C=C1 HVBSAKJJOYLTQU-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical class CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- XOBKSJJDNFUZPF-UHFFFAOYSA-N Methoxyethane Chemical class CCOC XOBKSJJDNFUZPF-UHFFFAOYSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- 239000004697 Polyetherimide Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 229910052786 argon Inorganic materials 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 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 description 2
- 230000001419 dependent effect Effects 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 230000018109 developmental process Effects 0.000 description 2
- 150000005218 dimethyl ethers Chemical class 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 150000005217 methyl ethers Chemical class 0.000 description 2
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 description 2
- 229920002492 poly(sulfone) Polymers 0.000 description 2
- 229920001601 polyetherimide Polymers 0.000 description 2
- 229920005597 polymer membrane Polymers 0.000 description 2
- 238000010248 power generation Methods 0.000 description 2
- 238000003825 pressing Methods 0.000 description 2
- 238000009738 saturating Methods 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 150000003460 sulfonic acids Chemical class 0.000 description 2
- ZLYYJUJDFKGVKB-OWOJBTEDSA-N (e)-but-2-enedioyl dichloride Chemical compound ClC(=O)\C=C\C(Cl)=O ZLYYJUJDFKGVKB-OWOJBTEDSA-N 0.000 description 1
- ZXUJWPHOPHHZLR-UHFFFAOYSA-N 1,1,1-trichloro-2-fluoroethane Chemical compound FCC(Cl)(Cl)Cl ZXUJWPHOPHHZLR-UHFFFAOYSA-N 0.000 description 1
- BAHPQISAXRFLCL-UHFFFAOYSA-N 2,4-Diaminoanisole Chemical compound COC1=CC=C(N)C=C1N BAHPQISAXRFLCL-UHFFFAOYSA-N 0.000 description 1
- VOZKAJLKRJDJLL-UHFFFAOYSA-N 2,4-diaminotoluene Chemical compound CC1=CC=C(N)C=C1N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 description 1
- NSMWYRLQHIXVAP-UHFFFAOYSA-N 2,5-dimethylpiperazine Chemical compound CC1CNC(C)CN1 NSMWYRLQHIXVAP-UHFFFAOYSA-N 0.000 description 1
- 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
- JDTUPLBMGDDPJS-UHFFFAOYSA-N 2-methoxy-2-phenylethanol Chemical compound COC(CO)C1=CC=CC=C1 JDTUPLBMGDDPJS-UHFFFAOYSA-N 0.000 description 1
- CGCRIQNPIBHVCQ-UHFFFAOYSA-N 2-methylidenebutanedioyl dichloride Chemical compound ClC(=O)CC(=C)C(Cl)=O CGCRIQNPIBHVCQ-UHFFFAOYSA-N 0.000 description 1
- JOMNTHCQHJPVAZ-UHFFFAOYSA-N 2-methylpiperazine Chemical compound CC1CNCCN1 JOMNTHCQHJPVAZ-UHFFFAOYSA-N 0.000 description 1
- UENRXLSRMCSUSN-UHFFFAOYSA-N 3,5-diaminobenzoic acid Chemical compound NC1=CC(N)=CC(C(O)=O)=C1 UENRXLSRMCSUSN-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- KPPQQLYIXMUBRE-UHFFFAOYSA-N 4-phenylcyclohexa-2,4-diene-1,1-dicarbonyl chloride Chemical compound C1=CC(C(=O)Cl)(C(Cl)=O)CC=C1C1=CC=CC=C1 KPPQQLYIXMUBRE-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- LGDFHDKSYGVKDC-UHFFFAOYSA-N 8-hydroxyquinoline-5-sulfonic acid Chemical compound C1=CN=C2C(O)=CC=C(S(O)(=O)=O)C2=C1 LGDFHDKSYGVKDC-UHFFFAOYSA-N 0.000 description 1
- 229910018072 Al 2 O 3 Inorganic materials 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 239000006173 Good's buffer Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- GKXVJHDEWHKBFH-UHFFFAOYSA-N [2-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC=C1CN GKXVJHDEWHKBFH-UHFFFAOYSA-N 0.000 description 1
- PWAXUOGZOSVGBO-UHFFFAOYSA-N adipoyl chloride Chemical compound ClC(=O)CCCCC(Cl)=O PWAXUOGZOSVGBO-UHFFFAOYSA-N 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000004760 aramid Substances 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 229920003235 aromatic polyamide Polymers 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- YBGQXNZTVFEKEN-UHFFFAOYSA-N benzene-1,2-disulfonyl chloride Chemical compound ClS(=O)(=O)C1=CC=CC=C1S(Cl)(=O)=O YBGQXNZTVFEKEN-UHFFFAOYSA-N 0.000 description 1
- ALIQZUMMPOYCIS-UHFFFAOYSA-N benzene-1,3-disulfonyl chloride Chemical compound ClS(=O)(=O)C1=CC=CC(S(Cl)(=O)=O)=C1 ALIQZUMMPOYCIS-UHFFFAOYSA-N 0.000 description 1
- DCCKKXXKYBHGCC-UHFFFAOYSA-N benzene-1,4-disulfonyl chloride Chemical compound ClS(=O)(=O)C1=CC=C(S(Cl)(=O)=O)C=C1 DCCKKXXKYBHGCC-UHFFFAOYSA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 229920006037 cross link polymer Polymers 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- UKHMRFDNOROHOX-UHFFFAOYSA-N cyclobutane-1,2-dicarbonyl chloride Chemical compound ClC(=O)C1CCC1C(Cl)=O UKHMRFDNOROHOX-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000005538 encapsulation Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000012510 hollow fiber Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- VIUHYPPHBQZSPF-UHFFFAOYSA-N naphthalene-1,4-dicarbonyl chloride Chemical compound C1=CC=C2C(C(=O)Cl)=CC=C(C(Cl)=O)C2=C1 VIUHYPPHBQZSPF-UHFFFAOYSA-N 0.000 description 1
- NZZGQZMNFCTNAM-UHFFFAOYSA-N naphthalene-2,6-dicarbonyl chloride Chemical compound C1=C(C(Cl)=O)C=CC2=CC(C(=O)Cl)=CC=C21 NZZGQZMNFCTNAM-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 230000000269 nucleophilic effect Effects 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- YVOFTMXWTWHRBH-UHFFFAOYSA-N pentanedioyl dichloride Chemical compound ClC(=O)CCCC(Cl)=O YVOFTMXWTWHRBH-UHFFFAOYSA-N 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 150000003141 primary amines Chemical group 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 1
- 239000003586 protic polar solvent Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- GWHOGODUVLQCEB-UHFFFAOYSA-N pyridine-2,6-dicarbonyl chloride Chemical compound ClC(=O)C1=CC=CC(C(Cl)=O)=N1 GWHOGODUVLQCEB-UHFFFAOYSA-N 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 239000013535 sea water Substances 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229950000244 sulfanilic acid Drugs 0.000 description 1
- 125000001174 sulfone group Chemical group 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical class ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
- 238000005406 washing 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
- B01D71/56—Polyamides, e.g. polyester-amides
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D1/00—Processes for applying liquids or other fluent materials
- B05D1/36—Successively applying liquids or other fluent materials, e.g. without intermediate treatment
-
- 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
- B01D69/1213—Laminated layers
-
- 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
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M8/00—Fuel cells; Manufacture thereof
- H01M8/10—Fuel cells with solid electrolytes
- H01M8/1009—Fuel cells with solid electrolytes with one of the reactants being liquid, solid or liquid-charged
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M8/00—Fuel cells; Manufacture thereof
- H01M8/10—Fuel cells with solid electrolytes
- H01M8/1016—Fuel cells with solid electrolytes characterised by the electrolyte material
- H01M8/1018—Polymeric electrolyte materials
- H01M8/1039—Polymeric electrolyte materials halogenated, e.g. sulfonated polyvinylidene fluorides
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M8/00—Fuel cells; Manufacture thereof
- H01M8/10—Fuel cells with solid electrolytes
- H01M8/1016—Fuel cells with solid electrolytes characterised by the electrolyte material
- H01M8/1018—Polymeric electrolyte materials
- H01M8/1069—Polymeric electrolyte materials characterised by the manufacturing processes
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M8/00—Fuel cells; Manufacture thereof
- H01M8/10—Fuel cells with solid electrolytes
- H01M8/1016—Fuel cells with solid electrolytes characterised by the electrolyte material
- H01M8/1018—Polymeric electrolyte materials
- H01M8/1069—Polymeric electrolyte materials characterised by the manufacturing processes
- H01M8/1072—Polymeric electrolyte materials characterised by the manufacturing processes by chemical reactions, e.g. in situ polymerisation or in situ crosslinking
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2325/00—Details relating to properties of membranes
- B01D2325/14—Membrane materials having negatively charged functional groups
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A20/00—Water conservation; Efficient water supply; Efficient water use
- Y02A20/124—Water desalination
- Y02A20/131—Reverse-osmosis
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/30—Hydrogen technology
- Y02E60/50—Fuel cells
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P70/00—Climate change mitigation technologies in the production process for final industrial or consumer products
- Y02P70/50—Manufacturing or production processes characterised by the final manufactured product
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/249921—Web or sheet containing structurally defined element or component
- Y10T428/249953—Composite having voids in a component [e.g., porous, cellular, etc.]
- Y10T428/249981—Plural void-containing components
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- General Chemical & Material Sciences (AREA)
- Sustainable Development (AREA)
- Sustainable Energy (AREA)
- Electrochemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NO20100814A NO335286B1 (no) | 2010-06-04 | 2010-06-04 | Tynnfilmkompositter |
| JP2013513129A JP5964292B2 (ja) | 2010-06-04 | 2011-05-31 | 薄膜複合材 |
| PCT/NO2011/000162 WO2011152735A1 (en) | 2010-06-04 | 2011-05-31 | Thin film composites |
| US13/701,520 US20130089727A1 (en) | 2010-06-04 | 2011-05-31 | Thin film composites |
| EP11790058.9A EP2576027B1 (en) | 2010-06-04 | 2011-05-31 | Thin film composite membranes |
| CA2801638A CA2801638C (en) | 2010-06-04 | 2011-05-31 | Polyamide thin film composite formed by interfacial polymerization |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NO20100814A NO335286B1 (no) | 2010-06-04 | 2010-06-04 | Tynnfilmkompositter |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NO20100814A1 NO20100814A1 (no) | 2011-12-05 |
| NO335286B1 true NO335286B1 (no) | 2014-11-03 |
Family
ID=45066947
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO20100814A NO335286B1 (no) | 2010-06-04 | 2010-06-04 | Tynnfilmkompositter |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20130089727A1 (enExample) |
| EP (1) | EP2576027B1 (enExample) |
| JP (1) | JP5964292B2 (enExample) |
| CA (1) | CA2801638C (enExample) |
| NO (1) | NO335286B1 (enExample) |
| WO (1) | WO2011152735A1 (enExample) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2018164585A1 (en) | 2017-03-09 | 2018-09-13 | Nilsen Tom Nils | Hydrophilic tfc membranes and a process for the preparation of such membranes |
| NO20170560A1 (en) * | 2017-04-05 | 2018-10-08 | Nilsen Tom Nils | TFC membranes and a process for the preparation of such membranes |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6018790B2 (ja) * | 2011-07-22 | 2016-11-02 | 三星電子株式会社Ｓａｍｓｕｎｇ Ｅｌｅｃｔｒｏｎｉｃｓ Ｃｏ．，Ｌｔｄ． | 分離膜、この製造方法および分離膜を含む水処理装置 |
| US9399196B2 (en) | 2011-08-31 | 2016-07-26 | Dow Global Technologies Llc | Composite polyamide membrane derived from monomer including amine-reactive and phosphorous-containing functional groups |
| US9029600B2 (en) | 2011-09-29 | 2015-05-12 | Dow Global Technologies Llc | Method for preparing high purity mono-hydrolyzed acyl halide compound |
| EP2776146B1 (en) | 2012-01-06 | 2020-05-13 | DDP Specialty Electronic Materials US, Inc. | Method of preparation of a composite polyamide membrane |
| WO2014014669A1 (en) | 2012-07-19 | 2014-01-23 | Dow Global Technologies Llc | Composite polyamide membrane with improved structure |
| US9895666B2 (en) | 2013-01-14 | 2018-02-20 | Dow Global Technologies Llc | Composite polyamide membrane made using substituted benzamide monomer |
| WO2014109946A1 (en) | 2013-01-14 | 2014-07-17 | Dow Global Technologies Llc | Composite polyamide membrane |
| US9289729B2 (en) | 2013-03-16 | 2016-03-22 | Dow Global Technologies Llc | Composite polyamide membrane derived from carboxylic acid containing acyl halide monomer |
| US9051417B2 (en) | 2013-03-16 | 2015-06-09 | Dow Global Technologies Llc | Method for solubilizing carboxylic acid-containing compound in hydrocarbon solvent |
| WO2014179024A1 (en) | 2013-05-03 | 2014-11-06 | Dow Global Technologies Llc | Composite polyamide membrane derived from an aliphatic acyclic tertiary amine compound |
| CN106170333B (zh) | 2013-12-02 | 2019-02-15 | 陶氏环球技术有限责任公司 | 用二羟基芳基化合物和亚硝酸处理的复合聚酰胺膜 |
| JP6577468B2 (ja) | 2013-12-02 | 2019-09-18 | ダウ グローバル テクノロジーズ エルエルシー | 亜硝酸で後処理される複合ポリアミド膜 |
| EP3092061B1 (en) | 2014-01-09 | 2020-02-05 | Dow Global Technologies LLC | Composite polyamide membrane having high acid content and low azo content |
| US9981227B2 (en) | 2014-01-09 | 2018-05-29 | Dow Global Technologies Llc | Composite polyamide membrane having azo content and high acid content |
| JP6535010B2 (ja) | 2014-01-09 | 2019-06-26 | ダウ グローバル テクノロジーズ エルエルシー | 好ましいアゾ含有量を有する複合ポリアミド皮膜 |
| US9776141B2 (en) | 2014-04-28 | 2017-10-03 | Dow Global Technologies Llc | Composite polyamide membrane post-treated with nitrous acid |
| KR102359211B1 (ko) | 2014-05-14 | 2022-02-07 | 다우 글로벌 테크놀로지스 엘엘씨 | 아질산으로 후처리된 복합 폴리아미드 막 |
| CN112448008B (zh) * | 2019-08-28 | 2022-07-26 | 中国科学院大连化学物理研究所 | 一种具有超薄功能层的液流电池用复合膜及其制备与应用 |
| US11613614B2 (en) * | 2020-03-19 | 2023-03-28 | 86 Solar Inc. | Lazarev reactor 1 : production of films of two-dimensional polymers |
| CN113401961B (zh) * | 2021-05-20 | 2023-06-23 | 陈鹏 | 一种可光谱调控的水处理用黑色素材料及其制备方法 |
| KR102612070B1 (ko) * | 2021-07-28 | 2023-12-07 | 인천대학교 산학협력단 | 폴리아미드 층이 코팅된 나피온 복합체 분리막 및 이의 제조방법 |
| CN115090124B (zh) * | 2022-07-01 | 2023-09-05 | 浙江理工大学 | 一种界面聚合反应生成双电荷层复合膜的制备方法及应用 |
| CN121534551B (zh) * | 2026-01-21 | 2026-04-17 | 四川大学 | 一种基于界面力调控的多区限域双尺度纳米孔传质膜及其制备方法 |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4039440A (en) | 1972-09-19 | 1977-08-02 | The United States Of America As Represented By The Secretary Of The Interior | Reverse osmosis membrane |
| US3906250A (en) | 1973-07-03 | 1975-09-16 | Univ Ben Gurion | Method and apparatus for generating power utilizing pressure-retarded-osmosis |
| IL51541A (en) | 1977-02-25 | 1979-05-31 | Univ Ben Gurion | Method and apparatus for generating power utilizing pressuure retarded osmosis |
| US4277344A (en) | 1979-02-22 | 1981-07-07 | Filmtec Corporation | Interfacially synthesized reverse osmosis membrane |
| US4606943A (en) * | 1983-03-18 | 1986-08-19 | Culligan International Company | Method for preparation of semipermeable composite membrane |
| EP0313354A1 (en) * | 1987-10-23 | 1989-04-26 | Pci Membrane Systems Limited | Reverse osmosis membranes and process for their production |
| US5049167A (en) | 1989-12-13 | 1991-09-17 | Membrane Technology & Research, Inc. | Multilayer interfacial composite membrane |
| JP2885878B2 (ja) * | 1990-05-14 | 1999-04-26 | 株式会社トクヤマ | 分離膜 |
| US5234598A (en) * | 1992-05-13 | 1993-08-10 | Allied-Signal Inc. | Thin-film composite membrane |
| JPH07178327A (ja) * | 1993-11-12 | 1995-07-18 | Nitto Denko Corp | 複合半透膜及びその製造方法 |
| US5614099A (en) * | 1994-12-22 | 1997-03-25 | Nitto Denko Corporation | Highly permeable composite reverse osmosis membrane, method of producing the same, and method of using the same |
| US5582725A (en) * | 1995-05-19 | 1996-12-10 | Bend Research, Inc. | Chlorine-resistant composite membranes with high organic rejection |
| JP4176846B2 (ja) * | 1996-01-24 | 2008-11-05 | 日東電工株式会社 | 高透過性複合逆浸透膜の製造方法 |
| US6048383A (en) * | 1998-10-08 | 2000-04-11 | International Fuel Cells, L.L.C. | Mass transfer composite membrane for a fuel cell power plant |
| US6337018B1 (en) * | 2000-04-17 | 2002-01-08 | The Dow Chemical Company | Composite membrane and method for making the same |
| US7279097B2 (en) * | 2003-06-18 | 2007-10-09 | Toray Industries, Inc. | Composite semipermeable membrane, and production process thereof |
| JP3935114B2 (ja) | 2003-06-20 | 2007-06-20 | 本田技研工業株式会社 | 車両用パワープラントのマウント装置 |
| KR100716210B1 (ko) * | 2005-09-20 | 2007-05-10 | 웅진코웨이주식회사 | 폴리아미드 역삼투 복합막 제조방법 및 이로부터 제조된폴리아미드 역삼투 복합막 |
| US8196754B2 (en) * | 2007-01-17 | 2012-06-12 | The Ohio States University Research Foundation | Water permeable membranes and methods of making water permeable membranes |
| WO2009025900A2 (en) * | 2007-05-26 | 2009-02-26 | Stonybrook Water Purification | High flux fluid separation membranes comprising a cellulose or cellulose derivative layer |
-
2010
- 2010-06-04 NO NO20100814A patent/NO335286B1/no not_active IP Right Cessation
-
2011
- 2011-05-31 CA CA2801638A patent/CA2801638C/en not_active Expired - Fee Related
- 2011-05-31 US US13/701,520 patent/US20130089727A1/en not_active Abandoned
- 2011-05-31 WO PCT/NO2011/000162 patent/WO2011152735A1/en not_active Ceased
- 2011-05-31 EP EP11790058.9A patent/EP2576027B1/en not_active Not-in-force
- 2011-05-31 JP JP2013513129A patent/JP5964292B2/ja not_active Expired - Fee Related
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2018164585A1 (en) | 2017-03-09 | 2018-09-13 | Nilsen Tom Nils | Hydrophilic tfc membranes and a process for the preparation of such membranes |
| NO20170560A1 (en) * | 2017-04-05 | 2018-10-08 | Nilsen Tom Nils | TFC membranes and a process for the preparation of such membranes |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2801638A1 (en) | 2011-12-08 |
| JP5964292B2 (ja) | 2016-08-03 |
| NO20100814A1 (no) | 2011-12-05 |
| US20130089727A1 (en) | 2013-04-11 |
| WO2011152735A1 (en) | 2011-12-08 |
| EP2576027B1 (en) | 2020-08-26 |
| CA2801638C (en) | 2020-03-24 |
| EP2576027A4 (en) | 2016-10-05 |
| EP2576027A1 (en) | 2013-04-10 |
| JP2013528488A (ja) | 2013-07-11 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| NO20100814A1 (no) | Tynnkompositter | |
| Chong et al. | From micro to nano: Polyamide thin film on microfiltration ceramic tubular membranes for nanofiltration | |
| AU2015302650B2 (en) | Forward osmosis membrane and forward osmosis treatment system | |
| Setiawan et al. | Fabrication and characterization of forward osmosis hollow fiber membranes with antifouling NF-like selective layer | |
| US8196754B2 (en) | Water permeable membranes and methods of making water permeable membranes | |
| US10442709B2 (en) | Selectively permeable graphene oxide membrane | |
| CA2409605C (en) | Acid stable membranes for nanofiltration | |
| Yu et al. | Performance enhancement in interfacially synthesized thin-film composite polyamide-urethane reverse osmosis membrane for seawater desalination | |
| Kim et al. | Review on thin-film nanocomposite membranes with various quantum dots for water treatments | |
| Liu et al. | An improved process to prepare high separation performance PA/PVDF hollow fiber composite nanofiltration membranes | |
| Ma et al. | Fabrication of electro-neutral nanofiltration membranes at neutral pH with antifouling surface via interfacial polymerization from a novel zwitterionic amine monomer | |
| CN104470628A (zh) | 源自于四官能酰卤单体的薄膜复合膜 | |
| US20230060093A1 (en) | High-flux water permeable membranes | |
| Lingaya et al. | Advanced sulfonated polyester nanofiltration membranes for superior dye separation, desalination, and chlorine resistance | |
| WO2011060202A1 (en) | Nanostructured membranes for engineered osmosis applications | |
| Baig et al. | Enhancing the separation performance of aqueous phase separation-based membranes through polyelectrolyte multilayer coatings and interfacial polymerization | |
| CN108348866A (zh) | 利用双（双层）-狭缝涂布技术的薄膜复合分离膜的单步骤制备工艺 | |
| Gong et al. | Reverse osmosis performance of layered-hybrid membranes consisting of an organosilica separation layer on polymer supports | |
| CN103648625A (zh) | 包含碳二亚胺化合物的高渗透通量的反渗透膜及其制备方法 | |
| Khulbe et al. | Recent progress in polymeric hollow-fibre membrane preparation and applications | |
| WO2021085600A1 (ja) | 複合半透膜およびその製造方法 | |
| US20170282129A1 (en) | Composite semipermeable membrane and method for producing the same, spiral wound separation membrane element | |
| Li et al. | High mono/divalent selectivity thin film composite membrane prepared at 1, 2-propanediol/hexane organic-organic interface | |
| SG11202108391UA (en) | Composite hollow fiber membrane and composite hollow fiber membrane manufacturing method | |
| WO2007084921A2 (en) | Water permeable membranes and methods of making water permeable membranes |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| CREP | Change of representative |
Representative=s name: ACAPO AS, POSTBOKS 1880 NORDNES, 5817 BERGEN, NORG |
|
| MM1K | Lapsed by not paying the annual fees |