ES2833108T3 - Membranas para separación - Google Patents
Membranas para separación Download PDFInfo
- Publication number
- ES2833108T3 ES2833108T3 ES12779152T ES12779152T ES2833108T3 ES 2833108 T3 ES2833108 T3 ES 2833108T3 ES 12779152 T ES12779152 T ES 12779152T ES 12779152 T ES12779152 T ES 12779152T ES 2833108 T3 ES2833108 T3 ES 2833108T3
- Authority
- ES
- Spain
- Prior art keywords
- membrane
- oils
- solvent
- reactive monomer
- membranes
- Prior art date
- Legal status (The legal status 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 status listed.)
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- 239000012528 membrane Substances 0.000 title claims abstract description 359
- 238000000926 separation method Methods 0.000 title claims abstract description 49
- 239000000178 monomer Substances 0.000 claims abstract description 131
- 239000002131 composite material Substances 0.000 claims abstract description 73
- 239000002904 solvent Substances 0.000 claims abstract description 65
- 238000012695 Interfacial polymerization Methods 0.000 claims abstract description 57
- 238000000034 method Methods 0.000 claims abstract description 52
- 239000010409 thin film Substances 0.000 claims abstract description 45
- 238000006243 chemical reaction Methods 0.000 claims abstract description 39
- 230000008569 process Effects 0.000 claims abstract description 28
- 239000007788 liquid Substances 0.000 claims abstract description 13
- 238000001914 filtration Methods 0.000 claims abstract description 6
- 239000002826 coolant Substances 0.000 claims abstract description 5
- 125000000524 functional group Chemical group 0.000 claims abstract description 3
- 238000010952 in-situ formation Methods 0.000 claims abstract description 3
- 239000000243 solution Substances 0.000 claims description 80
- 229920000642 polymer Polymers 0.000 claims description 56
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-dimethylformamide Substances CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 31
- -1 poly (ether sulfone ketone Chemical class 0.000 claims description 30
- 239000003921 oil Substances 0.000 claims description 27
- 235000019198 oils Nutrition 0.000 claims description 25
- 239000003795 chemical substances by application Substances 0.000 claims description 24
- 239000000203 mixture Substances 0.000 claims description 23
- 230000003750 conditioning effect Effects 0.000 claims description 21
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 19
- 239000004952 Polyamide Substances 0.000 claims description 18
- 239000004642 Polyimide Substances 0.000 claims description 18
- 229920002647 polyamide Polymers 0.000 claims description 18
- 229920001721 polyimide Polymers 0.000 claims description 18
- 229920001223 polyethylene glycol Polymers 0.000 claims description 17
- 239000004696 Poly ether ether ketone Substances 0.000 claims description 16
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 16
- 229920002530 polyetherether ketone Polymers 0.000 claims description 16
- 230000003213 activating effect Effects 0.000 claims description 14
- 239000007864 aqueous solution Substances 0.000 claims description 14
- 150000001298 alcohols Chemical class 0.000 claims description 13
- 239000004693 Polybenzimidazole Substances 0.000 claims description 12
- 229920002480 polybenzimidazole Polymers 0.000 claims description 12
- 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
- 229920000768 polyamine Polymers 0.000 claims description 9
- 239000003880 polar aprotic solvent Substances 0.000 claims description 8
- 229920002492 poly(sulfone) Polymers 0.000 claims description 8
- 150000008442 polyphenolic compounds Chemical class 0.000 claims description 8
- 235000013824 polyphenols Nutrition 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 239000004743 Polypropylene Substances 0.000 claims description 6
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 claims description 6
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 claims description 6
- 235000011187 glycerol Nutrition 0.000 claims description 6
- GOQYKNQRPGWPLP-UHFFFAOYSA-N heptadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 claims description 6
- 229920000570 polyether Polymers 0.000 claims description 6
- 229920001155 polypropylene Polymers 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 6
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 5
- 239000002480 mineral oil Substances 0.000 claims description 5
- 229920005548 perfluoropolymer Polymers 0.000 claims description 5
- 229920002239 polyacrylonitrile Polymers 0.000 claims description 5
- 239000004695 Polyether sulfone Substances 0.000 claims description 4
- 150000002334 glycols Chemical class 0.000 claims description 4
- 150000002576 ketones Chemical class 0.000 claims description 4
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 claims description 4
- 229920006393 polyether sulfone Polymers 0.000 claims description 4
- 229920000098 polyolefin Polymers 0.000 claims description 4
- 229920001451 polypropylene glycol Polymers 0.000 claims description 4
- 235000015112 vegetable and seed oil Nutrition 0.000 claims description 4
- 239000001993 wax Substances 0.000 claims description 4
- 229920002367 Polyisobutene Polymers 0.000 claims description 3
- 239000010692 aromatic oil Substances 0.000 claims 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 claims description 3
- 239000010696 ester oil Substances 0.000 claims description 3
- 150000002314 glycerols Chemical class 0.000 claims description 3
- 229920001515 polyalkylene glycol Polymers 0.000 claims description 3
- 229920013639 polyalphaolefin Polymers 0.000 claims description 3
- 229920002545 silicone oil Polymers 0.000 claims description 3
- 235000019871 vegetable fat Nutrition 0.000 claims description 3
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical class [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 2
- 229920001747 Cellulose diacetate Polymers 0.000 claims description 2
- 229920002284 Cellulose triacetate Polymers 0.000 claims description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 2
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 claims description 2
- 229920002301 cellulose acetate Polymers 0.000 claims description 2
- WMPOZLHMGVKUEJ-UHFFFAOYSA-N decanedioyl dichloride Chemical compound ClC(=O)CCCCCCCCC(Cl)=O WMPOZLHMGVKUEJ-UHFFFAOYSA-N 0.000 claims description 2
- 229910010272 inorganic material Inorganic materials 0.000 claims description 2
- 239000011147 inorganic material Substances 0.000 claims description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 2
- 239000011707 mineral Substances 0.000 claims description 2
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 claims description 2
- 239000012169 petroleum derived wax Substances 0.000 claims description 2
- 235000019381 petroleum wax Nutrition 0.000 claims description 2
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 claims description 2
- 229910010271 silicon carbide Inorganic materials 0.000 claims description 2
- 229910052814 silicon oxide Inorganic materials 0.000 claims description 2
- VNVBAPKOJGLIDO-UHFFFAOYSA-N tetracyclo[6.6.2.02,7.09,14]hexadeca-1,3,5,7,9,11,13-heptaene Chemical compound C12=CC=CC=C2C2=C(C=CC=C3)C3=C1CC2 VNVBAPKOJGLIDO-UHFFFAOYSA-N 0.000 claims description 2
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 claims description 2
- 239000010457 zeolite Substances 0.000 claims description 2
- 229910001928 zirconium oxide Inorganic materials 0.000 claims description 2
- 150000001805 chlorine compounds Chemical class 0.000 claims 2
- 239000003208 petroleum Substances 0.000 claims 1
- 238000001728 nano-filtration Methods 0.000 description 50
- 239000013316 polymer of intrinsic microporosity Substances 0.000 description 47
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 33
- 239000004793 Polystyrene Substances 0.000 description 30
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 30
- 230000004907 flux Effects 0.000 description 29
- 239000007789 gas Substances 0.000 description 29
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 28
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 27
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 26
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 24
- 239000003960 organic solvent Substances 0.000 description 23
- 238000001223 reverse osmosis Methods 0.000 description 18
- 229920006037 cross link polymer Polymers 0.000 description 17
- 239000012527 feed solution Substances 0.000 description 17
- 230000035699 permeability Effects 0.000 description 17
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 16
- 229920002223 polystyrene Polymers 0.000 description 16
- 229920000728 polyester Polymers 0.000 description 15
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 14
- 239000000463 material Substances 0.000 description 14
- 239000012071 phase Substances 0.000 description 14
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 14
- 238000011282 treatment Methods 0.000 description 14
- 150000001412 amines Chemical group 0.000 description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 12
- 229920001108 Polyimide P84 Polymers 0.000 description 12
- 241000894007 species Species 0.000 description 12
- 125000003118 aryl group Chemical group 0.000 description 10
- 230000004048 modification Effects 0.000 description 10
- 238000012986 modification Methods 0.000 description 10
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 9
- 150000001266 acyl halides Chemical class 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 8
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 8
- 238000010612 desalination reaction Methods 0.000 description 8
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 7
- 239000002253 acid Substances 0.000 description 7
- 238000000576 coating method Methods 0.000 description 7
- 229920002521 macromolecule Polymers 0.000 description 7
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 239000000654 additive Substances 0.000 description 6
- 238000005266 casting Methods 0.000 description 6
- 239000003153 chemical reaction reagent Substances 0.000 description 6
- 239000011248 coating agent Substances 0.000 description 6
- 238000004132 cross linking Methods 0.000 description 6
- 239000012039 electrophile Substances 0.000 description 6
- 239000012466 permeate Substances 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 239000004760 aramid Substances 0.000 description 5
- 229920003235 aromatic polyamide Polymers 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 150000004985 diamines Chemical class 0.000 description 5
- GLUUGHFHXGJENI-UHFFFAOYSA-N diethylenediamine Natural products C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 5
- 229910052739 hydrogen Inorganic materials 0.000 description 5
- 229920006149 polyester-amide block copolymer Polymers 0.000 description 5
- 239000011148 porous material Substances 0.000 description 5
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 4
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 4
- 239000004809 Teflon Substances 0.000 description 4
- 229920006362 Teflon® Polymers 0.000 description 4
- 150000001336 alkenes Chemical class 0.000 description 4
- 150000001408 amides Chemical class 0.000 description 4
- 239000004202 carbamide Substances 0.000 description 4
- 239000000460 chlorine Substances 0.000 description 4
- 229910052801 chlorine Inorganic materials 0.000 description 4
- 239000010408 film Substances 0.000 description 4
- 229910052731 fluorine Inorganic materials 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- SYECJBOWSGTPLU-UHFFFAOYSA-N hexane-1,1-diamine Chemical compound CCCCCC(N)N SYECJBOWSGTPLU-UHFFFAOYSA-N 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 230000000269 nucleophilic effect Effects 0.000 description 4
- 238000000108 ultra-filtration Methods 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- 229910002808 Si–O–Si Inorganic materials 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 229910052794 bromium Inorganic materials 0.000 description 3
- 238000012512 characterization method Methods 0.000 description 3
- 239000013626 chemical specie Substances 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 150000002170 ethers Chemical class 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 238000011065 in-situ storage Methods 0.000 description 3
- 230000000670 limiting effect Effects 0.000 description 3
- 125000005647 linker group Chemical group 0.000 description 3
- 239000012038 nucleophile Substances 0.000 description 3
- 238000005373 pervaporation Methods 0.000 description 3
- 229920003242 poly[1-(trimethylsilyl)-1-propyne] Polymers 0.000 description 3
- 229940068918 polyethylene glycol 400 Drugs 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- 229910021481 rutherfordium Inorganic materials 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000008096 xylene Substances 0.000 description 3
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 description 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical group CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 239000004971 Cross linker Substances 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical class C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 2
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical class C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- 229920002873 Polyethylenimine Polymers 0.000 description 2
- 239000004372 Polyvinyl alcohol Substances 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 150000001263 acyl chlorides Chemical class 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 2
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 239000003125 aqueous solvent Substances 0.000 description 2
- 230000004888 barrier function Effects 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- 125000005442 diisocyanate group Chemical group 0.000 description 2
- 239000004205 dimethyl polysiloxane Substances 0.000 description 2
- 150000002009 diols Chemical class 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
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- 239000011737 fluorine Substances 0.000 description 2
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- 150000005108 haloalkylbenzenes Chemical class 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000012510 hollow fiber Substances 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000006193 liquid solution Substances 0.000 description 2
- 229940018564 m-phenylenediamine Drugs 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 229940098779 methanesulfonic acid Drugs 0.000 description 2
- 229940043265 methyl isobutyl ketone Drugs 0.000 description 2
- 239000012229 microporous material Substances 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- 239000012454 non-polar solvent Substances 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 238000004806 packaging method and process Methods 0.000 description 2
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 2
- 229920001197 polyacetylene Polymers 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 description 2
- 150000003141 primary amines Chemical group 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 230000008707 rearrangement Effects 0.000 description 2
- 239000012465 retentate Substances 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
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Classifications
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- 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
- B01D71/72—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, not provided for in a single one of the groups B01D71/46 - B01D71/70 and B01D71/701 - B01D71/702
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/22—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by diffusion
- B01D53/228—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by diffusion characterised by specific membranes
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- 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
- B01D71/48—Polyesters
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D67/00—Processes specially adapted for manufacturing semi-permeable membranes for separation processes or apparatus
- B01D67/0002—Organic membrane manufacture
- B01D67/0006—Organic membrane manufacture by chemical reactions
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D67/00—Processes specially adapted for manufacturing semi-permeable membranes for separation processes or apparatus
- B01D67/0081—After-treatment of organic or inorganic membranes
- B01D67/0083—Thermal after-treatment
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D67/00—Processes specially adapted for manufacturing semi-permeable membranes for separation processes or apparatus
- B01D67/0081—After-treatment of organic or inorganic membranes
- B01D67/0088—Physical treatment with compounds, e.g. swelling, coating or impregnation
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D67/00—Processes specially adapted for manufacturing semi-permeable membranes for separation processes or apparatus
- B01D67/0081—After-treatment of organic or inorganic membranes
- B01D67/0093—Chemical modification
- B01D67/00931—Chemical modification by introduction of specific groups after membrane formation, e.g. by grafting
-
- 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
- B01D69/10—Supported membranes; Membrane supports
- B01D69/105—Support pretreatment
-
- 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2323/00—Details relating to membrane preparation
- B01D2323/30—Cross-linking
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2323/00—Details relating to membrane preparation
- B01D2323/40—Details relating to membrane preparation in-situ membrane formation
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2325/00—Details relating to properties of membranes
- B01D2325/02—Details relating to pores or porosity of the membranes
- B01D2325/0283—Pore size
- B01D2325/02832—1-10 nm
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D61/00—Processes of separation using semi-permeable membranes, e.g. dialysis, osmosis or ultrafiltration; Apparatus, accessories or auxiliary operations specially adapted therefor
- B01D61/02—Reverse osmosis; Hyperfiltration ; Nanofiltration
- B01D61/027—Nanofiltration
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Inorganic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Thermal Sciences (AREA)
- Analytical Chemistry (AREA)
- Physics & Mathematics (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Health & Medical Sciences (AREA)
- Transplantation (AREA)
- Nanotechnology (AREA)
- Water Supply & Treatment (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GBGB1117950.4A GB201117950D0 (en) | 2011-10-18 | 2011-10-18 | Membranes for separation |
PCT/GB2012/052576 WO2013057492A1 (en) | 2011-10-18 | 2012-10-18 | Membranes for separation |
Publications (1)
Publication Number | Publication Date |
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ES2833108T3 true ES2833108T3 (es) | 2021-06-14 |
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES12779152T Active ES2833108T3 (es) | 2011-10-18 | 2012-10-18 | Membranas para separación |
Country Status (12)
Families Citing this family (105)
Publication number | Priority date | Publication date | Assignee | Title |
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WO2011043467A1 (ja) | 2009-10-09 | 2011-04-14 | 宇部興産株式会社 | 着色ポリイミド成形体及びその製造方法 |
WO2013180517A1 (ko) * | 2012-05-31 | 2013-12-05 | 주식회사 엘지화학 | 카보디이미드계 화합물을 포함하는 고투과 역삼투막 및 이를 제조하는 방법 |
US9833751B2 (en) | 2013-06-07 | 2017-12-05 | Lg Chem, Ltd. | Polyamide water-treatment separation membrane having superior oxidation resistance and chlorine resistance properties, and method of manufacturing the same |
US9045582B2 (en) * | 2013-10-29 | 2015-06-02 | Uop Llc | Cross-linked rubbery polyurethane-ether membranes for separations |
US20160263531A1 (en) * | 2013-12-16 | 2016-09-15 | Ihab Nizar Odeh | Plasma-treated polymeric membranes |
CN105764602A (zh) * | 2013-12-16 | 2016-07-13 | 沙特基础工业全球技术公司 | 紫外和等离子体处理的聚合物膜 |
CN106255544A (zh) * | 2013-12-16 | 2016-12-21 | 沙特基础工业全球技术公司 | Uv处理和热处理的聚合物膜 |
EP3092063A4 (en) | 2013-12-16 | 2017-10-11 | SABIC Global Technologies B.V. | Treated mixed matrix polymeric membranes |
US9669382B2 (en) | 2013-12-20 | 2017-06-06 | Uop Llc | Methods and apparatuses for isomerizing hydrocarbons |
GB201401392D0 (en) * | 2014-01-27 | 2014-03-12 | Imp Innovations Ltd | Nanofiltration membrane |
US10076728B2 (en) | 2014-02-27 | 2018-09-18 | Kyoto University | Crosslinked polymer, method for producing the same, molecular sieve composition and material separation membranes |
US9238194B2 (en) * | 2014-03-31 | 2016-01-19 | Uop Llc | Nanoporous macrocycle-containing cross-linked polymeric membranes for separations |
KR102367239B1 (ko) * | 2014-05-23 | 2022-02-23 | 비엘 테크놀러지스 인크. | 1000 g/mol 미만의 평균 분자 컷-오프를 갖는 여과막의 제조 방법 |
US10139116B2 (en) | 2014-06-16 | 2018-11-27 | Core Energy Recovery Solutions Inc. | Blended membranes for water vapor transport and methods for preparing same |
GB201414213D0 (en) * | 2014-08-11 | 2014-09-24 | Imp Innovations Ltd | Filtration process |
CN104174308B (zh) * | 2014-09-04 | 2015-12-30 | 北京碧水源膜科技有限公司 | 一种杂化反渗透膜的制备方法及所述杂化反渗透膜的应用 |
CN104624066A (zh) * | 2014-12-18 | 2015-05-20 | 浙江工业大学 | 一种高通量混合基质复合膜的制备方法 |
CN105797602A (zh) * | 2014-12-30 | 2016-07-27 | 普瑞奇科技(北京)股份有限公司 | 高亲水性高通量高分离性能复合纳滤膜的制备方法 |
KR101928133B1 (ko) | 2015-01-21 | 2018-12-11 | 서울대학교산학협력단 | 수처리막 코팅재 및 상기 수처리막 코팅재로 코팅된 수처리막 |
KR20160106273A (ko) | 2015-03-02 | 2016-09-12 | 연세대학교 산학협력단 | 조성물, 이의 제조방법 및 이를 이용하여 제조된 멤브레인 |
WO2016148869A1 (en) | 2015-03-17 | 2016-09-22 | Dow Global Technologies Llc | Polymers of intrinsic microporosity |
US10239990B2 (en) | 2015-05-29 | 2019-03-26 | Dow Global Technologies Llc | Isatin copolymers having intrinsic microporosity |
DE112015006647T5 (de) | 2015-06-24 | 2018-03-08 | Dow Global Technologies Llc | Isatincopolymere mit intrinsicher Mikroporosität |
WO2017015291A1 (en) | 2015-07-20 | 2017-01-26 | Ecolab Usa Inc. | Methods of conditioning membranes |
EP3325131B1 (en) * | 2015-07-24 | 2022-06-08 | DuPont Industrial Biosciences USA, LLC | Gas separation membrane using furan-based polymers |
CN105413412B (zh) * | 2015-11-04 | 2017-11-03 | 中国科学院山西煤炭化学研究所 | 可交联自具微孔聚合物气体分离膜及其制备方法 |
CN105289336A (zh) * | 2015-11-20 | 2016-02-03 | 哈尔滨工业大学 | 一种邻苯二酚和聚乙烯亚氨共涂覆制备纳滤膜的方法 |
WO2017091357A1 (en) | 2015-11-24 | 2017-06-01 | Dow Global Technologies Llc | Troger's base polymers having intrinsic microporosity |
US20170157555A1 (en) * | 2015-12-03 | 2017-06-08 | Air Liquide Advanced Technologies U.S. Llc | Method and system for purification of natural gas using membranes |
US10143961B2 (en) | 2015-12-03 | 2018-12-04 | Air Liquide Advanced Technologies U.S. Llc | Method and system for purification of natural gas using membranes |
CN108463280A (zh) * | 2015-12-03 | 2018-08-28 | 液体空气先进技术美国有限责任公司 | 用于使用膜净化天然气的方法和系统 |
US9737859B2 (en) * | 2016-01-11 | 2017-08-22 | Lg Nanoh2O, Inc. | Process for improved water flux through a TFC membrane |
KR101979683B1 (ko) * | 2017-02-17 | 2019-05-17 | 한양대학교 산학협력단 | 유기용매 나노여과용 초박형 복합막 및 그 제조방법 |
CN105727763B (zh) * | 2016-03-07 | 2018-05-22 | 天津大学 | 一种含氟聚酰胺复合纳滤膜的制备方法 |
GB201609873D0 (en) * | 2016-06-06 | 2016-07-20 | Imp Innovations Ltd | Process |
CN106178995B (zh) * | 2016-08-16 | 2018-12-25 | 天津工业大学 | 增强型海绵结构中空纤维膜的连续制备方法 |
WO2018048515A1 (en) | 2016-09-12 | 2018-03-15 | Dow Global Technologies Llc | Polymer including troger's base and isatin moieties and having intrinsic microporosity |
US10472467B2 (en) | 2016-09-20 | 2019-11-12 | Dow Global Technologies Llc | Polymers having intrinsic microporosity including sub-units with troger's base and spirobisindane moieties |
KR102002367B1 (ko) * | 2016-10-20 | 2019-07-23 | 주식회사 엘지화학 | 역삼투막 보호층 형성용 조성물, 이를 이용한 역삼투막 제조방법, 역삼투막 및 수처리 모듈 |
CN108452689A (zh) * | 2017-03-06 | 2018-08-28 | 青岛致用新材料科技有限公司 | 一种高选择性全脂环族聚酰胺纳滤膜及其制备方法 |
CN110461451A (zh) | 2017-04-06 | 2019-11-15 | 陶氏环球技术有限责任公司 | 包括交联的troger碱聚合物的薄膜复合膜 |
CN110662598A (zh) * | 2017-06-01 | 2020-01-07 | 东丽株式会社 | 气体分离膜、气体分离膜元件、气体分离装置和气体分离方法 |
US10589215B2 (en) | 2017-09-21 | 2020-03-17 | Air Liquide Advanced Technologies U.S. Llc | Production of biomethane using multiple types of membrane |
CN107913580A (zh) * | 2017-11-15 | 2018-04-17 | 中国科学院长春应用化学研究所 | 一种聚酰亚胺在气体分离中的应用 |
CN107899440A (zh) * | 2017-11-21 | 2018-04-13 | 贵阳时代沃顿科技有限公司 | 一种超低压反渗透膜的制备方法和应用 |
CA3083976A1 (en) | 2017-12-01 | 2019-06-06 | The Regents Of The University Of California | Biofouling resistant coatings and methods of making and using the same |
CN108031301B (zh) * | 2017-12-28 | 2020-12-11 | 三明学院 | Maps改性二氧化硅填充pim-1复合膜及其制备方法 |
CN108325389B (zh) * | 2018-01-29 | 2021-07-27 | 中国石油大学(华东) | 一种吖内酯基聚酰胺膜及其制备方法 |
CN108246128A (zh) * | 2018-02-07 | 2018-07-06 | 中国石油大学(华东) | 一种脂肪族聚酰胺疏松反渗透膜及其制备方法和应用 |
EP3762391A4 (en) | 2018-03-08 | 2022-08-03 | ExxonMobil Technology and Engineering Company | SPIROCENTRIC COMPOUNDS AND POLYMERS THEREOF |
NL2021992B1 (en) * | 2018-07-06 | 2020-01-16 | Berghof Membrane Tech Gmbh | Method and tubular membrane for performing a forward osmosis processing |
CN109228420B (zh) * | 2018-08-10 | 2020-08-14 | 东华大学 | 高强细菌纤维素膜及其制备方法、制品和制品的制备方法 |
EP3860743A4 (en) * | 2018-10-02 | 2022-06-22 | The Penn State Research Foundation | THIN FILM COMPOSITE MEMBRANE AND PROCESS FOR THEIR MANUFACTURE AND USE |
CN109289543A (zh) * | 2018-10-26 | 2019-02-01 | 中国石油大学(华东) | 一种自微孔高通量纳滤复合膜及其制备方法 |
CN109593619A (zh) * | 2018-11-29 | 2019-04-09 | 南京九思高科技有限公司 | 一种同时制取无醇葡萄酒和高度酒的系统和方法 |
CN109499385A (zh) * | 2018-11-29 | 2019-03-22 | 南京九思高科技有限公司 | 一种抗污染葡萄酒膜及其制备方法 |
CN109731479B (zh) * | 2018-12-19 | 2021-11-16 | 南京林业大学 | 一种超疏水纳米纤维膜的制备方法及超疏水纳米纤维膜 |
CN109647224A (zh) * | 2018-12-28 | 2019-04-19 | 南京理工大学 | 耐氯聚酰胺复合反渗透膜及其制备方法 |
KR20210110693A (ko) * | 2019-01-04 | 2021-09-08 | 셀가드 엘엘씨 | 리튬 전지 또는 커패시터용 폴리이미드 코팅 분리기 |
KR102643079B1 (ko) * | 2019-01-16 | 2024-02-29 | 주식회사 엘지화학 | 기체 분리막 제조용 조성물, 이를 이용한 기체 분리막의 제조 방법, 기체 분리막 및 나권형 엘리먼트 |
US11149636B2 (en) | 2019-03-01 | 2021-10-19 | Richard Alan Callahan | Turbine powered electricity generation |
US11149634B2 (en) | 2019-03-01 | 2021-10-19 | Richard Alan Callahan | Turbine powered electricity generation |
KR102196707B1 (ko) * | 2019-04-12 | 2020-12-30 | 한국화학연구원 | 에폭시 제조공정 부산물 회수용 투과증발 분리막의 제조방법 |
CN109942072B (zh) * | 2019-04-23 | 2022-04-22 | 天津华勘环保科技有限公司 | 一种天然多酚活化过硫酸盐降解氯代烃的方法 |
CN110152499B (zh) * | 2019-05-17 | 2021-05-25 | 浙江师范大学 | 纳滤膜和纳滤膜的制备方法 |
ES3017384T3 (en) | 2019-06-05 | 2025-05-12 | The Regents Of Univ Of California | Biofouling resistant coatings and methods of making and using the same |
CN110227360B (zh) * | 2019-06-06 | 2021-09-24 | 太原理工大学 | 一种掺杂木质素磺酸盐的共混膜的制备方法及应用 |
CN110252141A (zh) * | 2019-06-22 | 2019-09-20 | 南京理工大学 | 染盐分离膜及其制备方法 |
CN110508102A (zh) * | 2019-09-03 | 2019-11-29 | 长春工业大学 | 聚芳芴醚酮Am-PAFEK和PIM-1气体分离混合膜及其制备方法 |
US11183700B2 (en) | 2019-09-16 | 2021-11-23 | Saudi Arabian Oil Company | Ion exchange membrane for a redox flow battery |
US11994063B2 (en) | 2019-10-16 | 2024-05-28 | Richard Alan Callahan | Turbine powered electricity generation |
GB202005106D0 (en) | 2020-04-07 | 2020-05-20 | Imperial College Innovations Ltd | Novel membranes and preparations thereof |
CN113663536B (zh) * | 2020-04-07 | 2022-11-08 | 南京工业大学 | 一种双层聚合物分离膜及其应用 |
CN113509839B (zh) * | 2020-04-09 | 2023-03-17 | 中国石油化工股份有限公司 | 一种具有耐酸/碱性的复合纳滤膜及其制备方法和应用 |
CN111437734B (zh) * | 2020-05-09 | 2022-04-19 | 中国乐凯集团有限公司 | 超疏水耐溶剂复合纳滤膜及其制备方法 |
CN113663535B (zh) * | 2020-05-13 | 2022-11-18 | 中国石油化工股份有限公司 | 一种高性能薄层复合膜及其制备方法和应用 |
CN111672340B (zh) * | 2020-06-11 | 2022-06-07 | 天津大学 | 一种通过表面交联制备高性能co2分离复合膜的方法 |
CN111921383B (zh) * | 2020-07-16 | 2022-04-01 | 浙江工业大学 | 基于三嗪类多孔有机纳米粒子组装膜的制备方法 |
CN112221353B (zh) * | 2020-09-30 | 2022-09-20 | 武汉工程大学 | 一种聚电解质复合物纳滤膜及其制备方法和应用 |
CN112516822B (zh) * | 2020-10-29 | 2022-08-23 | 南京工业大学 | 一种纳滤膜以及基于纳米胶囊的膜性能调控方法 |
CN114432902B (zh) * | 2020-11-05 | 2023-03-14 | 中国石油化工股份有限公司 | 一种复合纳滤膜及其制备方法和应用 |
CN113385047B (zh) * | 2021-05-10 | 2022-10-25 | 清华大学 | 水处理用分离膜及其制备方法和应用 |
CN113385049B (zh) * | 2021-06-04 | 2022-12-20 | 中国石油大学(华东) | 一种高选择性自微孔聚酰胺纳滤复合膜及其制备方法 |
CN113522040A (zh) * | 2021-07-30 | 2021-10-22 | 天津大学 | 通过界面聚合制备含扭曲结构高性能二氧化碳分离复合膜的方法 |
CN113621479B (zh) * | 2021-08-03 | 2022-08-16 | 江苏金迪克生物技术股份有限公司 | 一种高产量水痘病毒培养用透气膜及其培养方法 |
CN114225709B (zh) * | 2021-12-14 | 2024-03-26 | 浙江工业大学 | 固定原位生长银纳米粒子的超双亲油水分离膜的制备方法 |
CN116262210B (zh) * | 2021-12-14 | 2024-03-01 | 泰州九润环保科技有限公司 | 一种高选择性渗透汽化汽油脱硫膜及其制备方法 |
CN114149580B (zh) * | 2022-01-12 | 2022-09-16 | 吉林大学 | 一种刚性扭曲微孔聚合物-磺化聚醚砜多孔复合膜及其制备方法和应用 |
CN114570216B (zh) * | 2022-01-26 | 2023-01-06 | 同济大学 | 一种纳米环状结构高通量纳滤膜及其制备方法 |
CN114432910B (zh) * | 2022-01-29 | 2023-04-14 | 中国科学院过程工程研究所 | 一种分离膜及其制备方法和用途 |
US11808206B2 (en) | 2022-02-24 | 2023-11-07 | Richard Alan Callahan | Tail gas recycle combined cycle power plant |
CN114656356B (zh) * | 2022-03-28 | 2023-10-13 | 中国科学院长春应用化学研究所 | 一种螺环二茚满四酰氯及其制备方法、复合膜及其制备方法 |
CN114653224B (zh) * | 2022-04-19 | 2024-04-09 | 奥赛科膜科技(天津)有限公司 | 一种改性支撑管的中空纤维膜制备方法 |
EP4303255A1 (de) * | 2022-07-07 | 2024-01-10 | RAMPF Eco Solutions GmbH & Co. KG | Aufarbeitung von kunststoffsolvolysegemischen |
CN115350604B (zh) * | 2022-08-22 | 2023-09-22 | 齐齐哈尔大学 | 一种手性多孔复合膜材料的制备方法 |
US20240272072A1 (en) | 2023-02-09 | 2024-08-15 | Battelle Memorial Institute | Sorption-Induced Tunable Fiber Optic Plasmonic Gas Sensing |
TWI846324B (zh) * | 2023-02-14 | 2024-06-21 | 國立臺灣科技大學 | 奈米過濾薄膜及其製造方法 |
CN116422164B (zh) * | 2023-02-21 | 2025-04-01 | 福建农林大学 | 一种醋酸纤维素基界面聚合平板纳滤膜及其制备方法 |
WO2024254750A1 (zh) * | 2023-06-13 | 2024-12-19 | 中建安装集团有限公司 | 一种超薄聚氧化乙烯基碳捕集膜及其制备方法和应用 |
CN116585910B (zh) * | 2023-07-12 | 2024-01-16 | 阿克菲姆膜材(嘉兴)有限公司 | 一种本征微孔聚芳酯中空纤维复合膜的制备方法 |
CN116808846A (zh) * | 2023-07-27 | 2023-09-29 | 深圳市华科创智技术有限公司 | 一种气体分离膜及其制备方法 |
CN117771943A (zh) * | 2024-01-10 | 2024-03-29 | 天津大学 | 一种荷正电纳滤复合膜及其制备方法和应用 |
CN117619168B (zh) * | 2024-01-25 | 2024-05-10 | 中山大学 | 耐有机溶剂纳滤复合膜及其制备方法和应用 |
CN118498120B (zh) * | 2024-05-28 | 2025-06-24 | 金珑纸业(泗水)有限公司 | 一种吸附纸及其制备方法 |
CN119327280B (zh) * | 2024-12-20 | 2025-02-28 | 山东融星膜材料科技有限公司 | 一种中空纤维气体分离膜 |
Family Cites Families (60)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US517391A (en) | 1894-03-27 | noble | ||
US2742003A (en) | 1953-06-17 | 1956-04-17 | Crawford Albert | Tile laying apparatus |
US3708458A (en) | 1971-03-16 | 1973-01-02 | Upjohn Co | Copolyimides of benzophenone tetracarboxylic acid dianhydride and mixture of diisocyanates |
US4039440A (en) | 1972-09-19 | 1977-08-02 | The United States Of America As Represented By The Secretary Of The Interior | Reverse osmosis membrane |
US4259183A (en) | 1978-11-07 | 1981-03-31 | Midwest Research Institute | Reverse osmosis membrane |
US4277344A (en) | 1979-02-22 | 1981-07-07 | Filmtec Corporation | Interfacially synthesized reverse osmosis membrane |
US4529646A (en) | 1984-07-30 | 1985-07-16 | E. I. Du Pont De Nemours And Company | Production of composite membranes |
US4824574A (en) | 1986-04-28 | 1989-04-25 | The Dow Chemical Company | Novel water softening process using membranes |
US4765897A (en) | 1986-04-28 | 1988-08-23 | The Dow Chemical Company | Polyamide membranes useful for water softening |
US4812270A (en) | 1986-04-28 | 1989-03-14 | Filmtec Corporation | Novel water softening membranes |
JPS62284095A (ja) | 1986-06-02 | 1987-12-09 | Permelec Electrode Ltd | 耐久性を有する電解用電極及びその製造方法 |
FR2614214B1 (fr) * | 1987-04-23 | 1993-02-12 | Commissariat Energie Atomique | Membrane semi-permeable organominerale et son procede de fabrication. |
US4830885A (en) | 1987-06-08 | 1989-05-16 | Allied-Signal Inc. | Chlorine-resistant semipermeable membranes |
US4853122A (en) | 1987-09-15 | 1989-08-01 | Bend Research, Inc. | P-xylylenediamide/diimide composite RO membranes |
US4769148A (en) | 1987-11-18 | 1988-09-06 | The Dow Chemical Company | Novel polyamide reverse osmosis membranes |
US4859384A (en) | 1987-11-18 | 1989-08-22 | Filmtec Corp. | Novel polyamide reverse osmosis membranes |
US4919811A (en) * | 1988-01-14 | 1990-04-24 | The Standard Oil Company | Affinity membranes having pendant hydroxy groups and processes for the preparation and use thereof |
US4876009A (en) | 1988-10-21 | 1989-10-24 | Bend Research, Inc. | Tetrakis-amido high flux membranes |
DE3842819A1 (de) | 1988-12-20 | 1990-06-21 | Hoechst Ag | Verfahren zur abtrennung von metallorganischen verbindungen und/oder metallcarbonylen aus ihren loesungen in organischen medien |
US4950404A (en) | 1989-08-30 | 1990-08-21 | Allied-Signal Inc. | High flux semipermeable membranes |
US5173191A (en) | 1989-10-05 | 1992-12-22 | Exxon Research And Engineering Company | Interfacially polymerized membranes for the reverse osmosis separation of organic solvent solutions |
NL9100307A (nl) | 1991-02-21 | 1992-09-16 | X Flow Bv | Semi-permeabel composietmembraan, werkwijze voor de bereiding ervan, alsmede toepassing van dergelijke membranen voor het scheiden van componenten in een organische vloeistoffase of in de dampfase. |
US5288818A (en) | 1991-08-20 | 1994-02-22 | Exxon Chemical Patents Inc. | Method for separating a water soluble noble metal catalyst from a noble metal catalyzed hydroformylation reaction |
US5215667A (en) | 1991-08-20 | 1993-06-01 | Exxon Chemical Patents Inc. | Method for separating water soluble noble metal catalyst from a noble metal catalyzed hydroformylation reaction |
US5290452A (en) | 1991-12-05 | 1994-03-01 | Exxon Research & Engineering Co. | Crosslinked polyester amide membranes and their use for organic separations |
US5246587A (en) | 1991-12-23 | 1993-09-21 | Hydranautics | Interfacially synthesized reverse osmosis membranes and processes for preparing the same |
US5234598A (en) | 1992-05-13 | 1993-08-10 | Allied-Signal Inc. | Thin-film composite membrane |
US5395979A (en) | 1993-02-25 | 1995-03-07 | Exxon Chemical Patents Inc. | Method for separating catalyst from a hydroformylation reaction product using alkylated ligands |
US5298669A (en) | 1993-03-23 | 1994-03-29 | Exxon Chemical Patent Inc. | Perstraction sweep stream for a membrane reactor |
US5352273A (en) * | 1993-04-14 | 1994-10-04 | E. I. Du Pont De Nemours And Company | Alkyl substituted aromatic polyester gas separation membranes |
JP3006976B2 (ja) | 1993-06-24 | 2000-02-07 | 日東電工株式会社 | 高透過性複合逆浸透膜の製造方法 |
JP3489922B2 (ja) | 1994-12-22 | 2004-01-26 | 日東電工株式会社 | 高透過性複合逆浸透膜の製造方法 |
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 |
US5989426A (en) | 1995-07-05 | 1999-11-23 | Nitto Denko Corp. | Osmosis membrane |
KR0183370B1 (ko) | 1995-07-07 | 1999-04-15 | 김은영 | 방향족 폴리에스테르 또는 방향족 폴리에스테르와 폴리아미드 공중합체의 활성층을 갖는 역삼투용 복합막 |
US5755965A (en) | 1995-10-16 | 1998-05-26 | Hdr Engineering, Inc. | Cyclonic de-gasser |
JP3681214B2 (ja) | 1996-03-21 | 2005-08-10 | 日東電工株式会社 | 高透過性複合逆浸透膜 |
US5876602A (en) | 1997-11-04 | 1999-03-02 | The Dow Chemical Company | Treatment of composite polyamide membranes to improve performance |
US6180008B1 (en) * | 1998-07-30 | 2001-01-30 | W. R. Grace & Co.-Conn. | Polyimide membranes for hyperfiltration recovery of aromatic solvents |
EP1013337B1 (en) | 1998-12-21 | 2005-03-09 | Nitto Denko Corporation | Highly permeable composite reverse osmosis membrane and method of producing the same |
US6623639B2 (en) | 1999-03-19 | 2003-09-23 | Bend Research, Inc. | Solvent-resistant microporous polybenzimidazole membranes |
US6245234B1 (en) | 1999-06-03 | 2001-06-12 | Saehan Industries Incorporation | Composite polyamide reverse osmosis membrane and method of producing the same |
FR2814088B1 (fr) | 2000-09-15 | 2002-12-13 | Centre Nat Rech Scient | Membranes pour la separation selective gazeuse |
GB2369311B (en) | 2000-11-24 | 2002-12-11 | Membrane Extraction Tech Ltd | Separating phase transfer agents |
GB2373743B (en) | 2001-03-27 | 2004-11-03 | Membrane Extraction Tech Ltd | Solvent exchange process |
KR100447932B1 (ko) | 2001-10-19 | 2004-09-08 | 한국화학연구원 | 실리콘이 함유된 내유기용매성 폴리아미드 나노복합막과 이의 제조방법 |
GB0229423D0 (en) | 2002-12-18 | 2003-01-22 | Avecia Ltd | Process |
GB0317557D0 (en) | 2003-07-26 | 2003-08-27 | Univ Manchester | Microporous polymer material |
GB0411463D0 (en) * | 2004-05-22 | 2004-06-23 | Univ Manchester | Thin layer composite membrane |
US7393383B2 (en) | 2005-01-14 | 2008-07-01 | L'air Liquide, Societe Anonyme A Directoire Et Conseil De Surveillance Pour L'etude Et L'exploitation Des Procedes Georges Claude | Separation membrane made from blends of polyimide with polyamide or polyimide-amide polymers |
US7410525B1 (en) | 2005-09-12 | 2008-08-12 | Uop Llc | Mixed matrix membranes incorporating microporous polymers as fillers |
GB2437519B (en) | 2006-04-28 | 2010-04-21 | Imp Innovations Ltd | Method for separation |
US20080197070A1 (en) | 2006-10-30 | 2008-08-21 | New Jersey Institute Of Technology | Composite Membranes and Membrane Systems and Methods For Production and Utilization Thereof |
US7758751B1 (en) * | 2006-11-29 | 2010-07-20 | Uop Llc | UV-cross-linked membranes from polymers of intrinsic microporosity for liquid separations |
CN101053780A (zh) * | 2007-02-09 | 2007-10-17 | 上海大学 | 复合纳滤膜的制备方法 |
US20080207822A1 (en) | 2007-02-22 | 2008-08-28 | General Electric Company | Composition and associated method |
US20080312349A1 (en) | 2007-02-22 | 2008-12-18 | General Electric Company | Method of making and using membrane |
DK2313184T3 (da) * | 2008-08-05 | 2013-01-21 | Polymers Crc Ltd | Funktionaliserede tynde film polyamidmembraner |
DE102009001225A1 (de) * | 2009-02-27 | 2010-09-02 | Evonik Oxeno Gmbh | Verfahren zur Anreicherung eines Homogenkatalysators aus einem Prozessstrom |
-
2011
- 2011-10-18 GB GBGB1117950.4A patent/GB201117950D0/en not_active Ceased
-
2012
- 2012-10-18 KR KR1020147013297A patent/KR101988491B1/ko not_active Expired - Fee Related
- 2012-10-18 WO PCT/GB2012/052576 patent/WO2013057492A1/en active Application Filing
- 2012-10-18 BR BR112014009214A patent/BR112014009214B8/pt active IP Right Grant
- 2012-10-18 IN IN3347DEN2014 patent/IN2014DN03347A/en unknown
- 2012-10-18 CN CN201810010039.XA patent/CN108176258B/zh active Active
- 2012-10-18 US US14/352,074 patent/US10434479B2/en active Active
- 2012-10-18 CN CN201280062696.XA patent/CN104010718B/zh active Active
- 2012-10-18 ES ES12779152T patent/ES2833108T3/es active Active
- 2012-10-18 JP JP2014536327A patent/JP6121429B2/ja not_active Expired - Fee Related
- 2012-10-18 EP EP12779152.3A patent/EP2768605B1/en active Active
- 2012-10-18 SG SG11201401589TA patent/SG11201401589TA/en unknown
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2014
- 2014-04-22 IL IL232193A patent/IL232193B/en active IP Right Grant
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Also Published As
Publication number | Publication date |
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CN104010718B (zh) | 2018-01-30 |
SG11201401589TA (en) | 2014-05-29 |
IN2014DN03347A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 2015-06-05 |
CN108176258A (zh) | 2018-06-19 |
BR112014009214B8 (pt) | 2022-08-02 |
WO2013057492A1 (en) | 2013-04-25 |
KR20140085519A (ko) | 2014-07-07 |
IL232193B (en) | 2018-10-31 |
IL232193A0 (en) | 2014-06-30 |
EP2768605A1 (en) | 2014-08-27 |
JP2014530103A (ja) | 2014-11-17 |
EP2768605B1 (en) | 2020-08-26 |
CN104010718A (zh) | 2014-08-27 |
BR112014009214B1 (pt) | 2020-12-01 |
GB201117950D0 (en) | 2011-11-30 |
US11117104B2 (en) | 2021-09-14 |
BR112014009214A2 (pt) | 2017-04-18 |
CN108176258B (zh) | 2021-12-10 |
KR101988491B1 (ko) | 2019-06-12 |
JP6121429B2 (ja) | 2017-04-26 |
US20200094198A1 (en) | 2020-03-26 |
US10434479B2 (en) | 2019-10-08 |
US20140251897A1 (en) | 2014-09-11 |
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