BRPI0807109A2 - Sistema e processo para a remoção de fluoroquiímicos da água - Google Patents
Sistema e processo para a remoção de fluoroquiímicos da água Download PDFInfo
- Publication number
- BRPI0807109A2 BRPI0807109A2 BRPI0807109-8A BRPI0807109A BRPI0807109A2 BR PI0807109 A2 BRPI0807109 A2 BR PI0807109A2 BR PI0807109 A BRPI0807109 A BR PI0807109A BR PI0807109 A2 BRPI0807109 A2 BR PI0807109A2
- Authority
- BR
- Brazil
- Prior art keywords
- water
- ion exchange
- quaternary amine
- resin
- process according
- Prior art date
Links
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims description 103
- 238000000034 method Methods 0.000 title claims description 43
- 230000008569 process Effects 0.000 title claims description 27
- 239000003456 ion exchange resin Substances 0.000 claims description 60
- 229920003303 ion-exchange polymer Polymers 0.000 claims description 60
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 54
- 239000011347 resin Substances 0.000 claims description 45
- 229920005989 resin Polymers 0.000 claims description 45
- 150000001412 amines Chemical group 0.000 claims description 35
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims description 30
- 239000011159 matrix material Substances 0.000 claims description 21
- 125000000524 functional group Chemical group 0.000 claims description 19
- 229910052757 nitrogen Inorganic materials 0.000 claims description 19
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 16
- 229910052760 oxygen Inorganic materials 0.000 claims description 11
- 229910052717 sulfur Inorganic materials 0.000 claims description 11
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 10
- 239000000499 gel Substances 0.000 claims description 9
- 239000004793 Polystyrene Substances 0.000 claims description 6
- 229920000642 polymer Polymers 0.000 claims description 6
- 229920002223 polystyrene Polymers 0.000 claims description 5
- 239000005909 Kieselgur Substances 0.000 claims description 4
- 239000000741 silica gel Substances 0.000 claims description 4
- 229910002027 silica gel Inorganic materials 0.000 claims description 4
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 8
- 239000003463 adsorbent Substances 0.000 description 75
- ZMXDDKWLCZADIW-UHFFFAOYSA-N dimethylformamide Substances CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 45
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 23
- 238000005342 ion exchange Methods 0.000 description 20
- GCLGEJMYGQKIIW-UHFFFAOYSA-H sodium hexametaphosphate Chemical compound [Na]OP1(=O)OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])O1 GCLGEJMYGQKIIW-UHFFFAOYSA-H 0.000 description 18
- 238000006243 chemical reaction Methods 0.000 description 17
- 238000001179 sorption measurement Methods 0.000 description 17
- 150000002430 hydrocarbons Chemical group 0.000 description 14
- 239000000126 substance Substances 0.000 description 14
- YPJUNDFVDDCYIH-UHFFFAOYSA-M 2,2,3,3,4,4,4-heptafluorobutanoate Chemical compound [O-]C(=O)C(F)(F)C(F)(F)C(F)(F)F YPJUNDFVDDCYIH-UHFFFAOYSA-M 0.000 description 13
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 12
- 239000000463 material Substances 0.000 description 12
- 150000001875 compounds Chemical class 0.000 description 11
- 239000000523 sample Substances 0.000 description 11
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 9
- 239000000203 mixture Substances 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 239000000758 substrate Substances 0.000 description 9
- 238000003786 synthesis reaction Methods 0.000 description 9
- IWTYTFSSTWXZFU-UHFFFAOYSA-N 3-chloroprop-1-enylbenzene Chemical compound ClCC=CC1=CC=CC=C1 IWTYTFSSTWXZFU-UHFFFAOYSA-N 0.000 description 8
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 8
- JGTNAGYHADQMCM-UHFFFAOYSA-M 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate Chemical compound [O-]S(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F JGTNAGYHADQMCM-UHFFFAOYSA-M 0.000 description 7
- 238000002474 experimental method Methods 0.000 description 7
- 150000002500 ions Chemical class 0.000 description 7
- DIAIBWNEUYXDNL-UHFFFAOYSA-N n,n-dihexylhexan-1-amine Chemical compound CCCCCCN(CCCCCC)CCCCCC DIAIBWNEUYXDNL-UHFFFAOYSA-N 0.000 description 7
- 238000002360 preparation method Methods 0.000 description 7
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 6
- -1 halocarbon compound Chemical class 0.000 description 6
- 239000007858 starting material Substances 0.000 description 6
- 150000003512 tertiary amines Chemical class 0.000 description 6
- 125000003277 amino group Chemical group 0.000 description 5
- QZHDEAJFRJCDMF-UHFFFAOYSA-N perfluorohexanesulfonic acid Chemical compound OS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F QZHDEAJFRJCDMF-UHFFFAOYSA-N 0.000 description 5
- 230000002787 reinforcement Effects 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 4
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 4
- 150000001450 anions Chemical class 0.000 description 4
- 239000003245 coal Substances 0.000 description 4
- 239000003673 groundwater Substances 0.000 description 4
- 238000011068 loading method Methods 0.000 description 4
- XTAZYLNFDRKIHJ-UHFFFAOYSA-N n,n-dioctyloctan-1-amine Chemical compound CCCCCCCCN(CCCCCCCC)CCCCCCCC XTAZYLNFDRKIHJ-UHFFFAOYSA-N 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 239000002594 sorbent Substances 0.000 description 4
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 4
- 229940086542 triethylamine Drugs 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000012039 electrophile Substances 0.000 description 3
- 239000004005 microsphere Substances 0.000 description 3
- LUYQYZLEHLTPBH-UHFFFAOYSA-N perfluorobutanesulfonyl fluoride Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)S(F)(=O)=O LUYQYZLEHLTPBH-UHFFFAOYSA-N 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 239000008213 purified water Substances 0.000 description 3
- 238000011084 recovery Methods 0.000 description 3
- 238000005070 sampling Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- CHRJZRDFSQHIFI-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;styrene Chemical class C=CC1=CC=CC=C1.C=CC1=CC=CC=C1C=C CHRJZRDFSQHIFI-UHFFFAOYSA-N 0.000 description 2
- PBLNBZIONSLZBU-UHFFFAOYSA-N 1-bromododecane Chemical compound CCCCCCCCCCCCBr PBLNBZIONSLZBU-UHFFFAOYSA-N 0.000 description 2
- WSULSMOGMLRGKU-UHFFFAOYSA-N 1-bromooctadecane Chemical compound CCCCCCCCCCCCCCCCCCBr WSULSMOGMLRGKU-UHFFFAOYSA-N 0.000 description 2
- YAYNEUUHHLGGAH-UHFFFAOYSA-N 1-chlorododecane Chemical compound CCCCCCCCCCCCCl YAYNEUUHHLGGAH-UHFFFAOYSA-N 0.000 description 2
- CLWAXFZCVYJLLM-UHFFFAOYSA-N 1-chlorohexadecane Chemical compound CCCCCCCCCCCCCCCCCl CLWAXFZCVYJLLM-UHFFFAOYSA-N 0.000 description 2
- GRJRKPMIRMSBNK-UHFFFAOYSA-N 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctan-1-ol Chemical compound OCCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F GRJRKPMIRMSBNK-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
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 102100021669 Stromal cell-derived factor 1 Human genes 0.000 description 2
- 101710088580 Stromal cell-derived factor 1 Proteins 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 238000011088 calibration curve Methods 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- YFSUTJLHUFNCNZ-UHFFFAOYSA-N perfluorooctane-1-sulfonic acid Chemical compound OS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F YFSUTJLHUFNCNZ-UHFFFAOYSA-N 0.000 description 2
- SNGREZUHAYWORS-UHFFFAOYSA-N perfluorooctanoic acid Chemical compound OC(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F SNGREZUHAYWORS-UHFFFAOYSA-N 0.000 description 2
- 239000003880 polar aprotic solvent Substances 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 238000005086 pumping Methods 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 230000003014 reinforcing effect Effects 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 150000003440 styrenes Chemical class 0.000 description 2
- 239000006228 supernatant Substances 0.000 description 2
- 239000010414 supernatant solution Substances 0.000 description 2
- 239000002352 surface water Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- OKIYQFLILPKULA-UHFFFAOYSA-N 1,1,1,2,2,3,3,4,4-nonafluoro-4-methoxybutane Chemical compound COC(F)(F)C(F)(F)C(F)(F)C(F)(F)F OKIYQFLILPKULA-UHFFFAOYSA-N 0.000 description 1
- GFZPUWKGPNHWHD-UHFFFAOYSA-N 1,1,2,2,3,3,4,4,4-nonafluoro-n-methylbutane-1-sulfonamide Chemical compound CNS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F GFZPUWKGPNHWHD-UHFFFAOYSA-N 0.000 description 1
- FUVKFLJWBHVMHX-UHFFFAOYSA-N 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonamide Chemical compound NS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F FUVKFLJWBHVMHX-UHFFFAOYSA-N 0.000 description 1
- XTFIVUDBNACUBN-UHFFFAOYSA-N 1,3,5-trinitro-1,3,5-triazinane Chemical compound [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)C1 XTFIVUDBNACUBN-UHFFFAOYSA-N 0.000 description 1
- MNDIARAMWBIKFW-UHFFFAOYSA-N 1-bromohexane Chemical compound CCCCCCBr MNDIARAMWBIKFW-UHFFFAOYSA-N 0.000 description 1
- MLRVZFYXUZQSRU-UHFFFAOYSA-N 1-chlorohexane Chemical compound CCCCCCCl MLRVZFYXUZQSRU-UHFFFAOYSA-N 0.000 description 1
- PFRGGOIBYLYVKM-UHFFFAOYSA-N 15alpha-hydroxylup-20(29)-en-3-one Natural products CC(=C)C1CCC2(C)CC(O)C3(C)C(CCC4C5(C)CCC(=O)C(C)(C)C5CCC34C)C12 PFRGGOIBYLYVKM-UHFFFAOYSA-N 0.000 description 1
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- WQMAANNAZKNUDL-UHFFFAOYSA-N 2-dimethylaminoethyl chloride Chemical compound CN(C)CCCl WQMAANNAZKNUDL-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- 102100027667 Carboxy-terminal domain RNA polymerase II polypeptide A small phosphatase 2 Human genes 0.000 description 1
- 239000004971 Cross linker Substances 0.000 description 1
- 101000725947 Homo sapiens Carboxy-terminal domain RNA polymerase II polypeptide A small phosphatase 2 Proteins 0.000 description 1
- 101001137525 Homo sapiens Nucleolin Proteins 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 1
- 239000012359 Methanesulfonyl chloride Substances 0.000 description 1
- 239000012901 Milli-Q water Substances 0.000 description 1
- 244000270834 Myristica fragrans Species 0.000 description 1
- MBBZMMPHUWSWHV-BDVNFPICSA-N N-methylglucamine Chemical compound CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO MBBZMMPHUWSWHV-BDVNFPICSA-N 0.000 description 1
- 102100021010 Nucleolin Human genes 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- SOKRNBGSNZXYIO-UHFFFAOYSA-N Resinone Natural products CC(=C)C1CCC2(C)C(O)CC3(C)C(CCC4C5(C)CCC(=O)C(C)(C)C5CCC34C)C12 SOKRNBGSNZXYIO-UHFFFAOYSA-N 0.000 description 1
- 101100271216 Trypanosoma brucei brucei TBA1 gene Proteins 0.000 description 1
- 239000003957 anion exchange resin Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 229910001748 carbonate mineral Inorganic materials 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- 239000007810 chemical reaction solvent Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 229940113088 dimethylacetamide Drugs 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000132 electrospray ionisation Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000001030 gas--liquid chromatography Methods 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000000887 hydrating effect Effects 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 1
- 235000013980 iron oxide Nutrition 0.000 description 1
- VBMVTYDPPZVILR-UHFFFAOYSA-N iron(2+);oxygen(2-) Chemical class [O-2].[Fe+2] VBMVTYDPPZVILR-UHFFFAOYSA-N 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- QARBMVPHQWIHKH-UHFFFAOYSA-N methanesulfonyl chloride Chemical compound CS(Cl)(=O)=O QARBMVPHQWIHKH-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 239000012038 nucleophile Substances 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- YPJUNDFVDDCYIH-UHFFFAOYSA-N perfluorobutyric acid Chemical compound OC(=O)C(F)(F)C(F)(F)C(F)(F)F YPJUNDFVDDCYIH-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229910001414 potassium ion Inorganic materials 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000011253 protective coating Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000005956 quaternization reaction Methods 0.000 description 1
- 238000005067 remediation Methods 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 239000012488 sample solution Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000012798 spherical particle Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000005490 tosylate group Chemical group 0.000 description 1
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 1
- 238000004078 waterproofing Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/02—Amines; Quaternary ammonium compounds
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/42—Treatment of water, waste water, or sewage by ion-exchange
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J41/00—Anion exchange; Use of material as anion exchangers; Treatment of material for improving the anion exchange properties
- B01J41/04—Processes using organic exchangers
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J41/00—Anion exchange; Use of material as anion exchangers; Treatment of material for improving the anion exchange properties
- B01J41/04—Processes using organic exchangers
- B01J41/05—Processes using organic exchangers in the strongly basic form
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J41/00—Anion exchange; Use of material as anion exchangers; Treatment of material for improving the anion exchange properties
- B01J41/08—Use of material as anion exchangers; Treatment of material for improving the anion exchange properties
- B01J41/12—Macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/58—Treatment of water, waste water, or sewage by removing specified dissolved compounds
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/10—Inorganic compounds
- C02F2101/12—Halogens or halogen-containing compounds
- C02F2101/14—Fluorine or fluorine-containing compounds
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Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US89021107P | 2007-02-16 | 2007-02-16 | |
| US60/890.211 | 2007-02-16 | ||
| PCT/US2008/054042 WO2008101137A1 (en) | 2007-02-16 | 2008-02-15 | System and process for the removal of fluorochemicals from water |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BRPI0807109A2 true BRPI0807109A2 (pt) | 2014-05-06 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BRPI0807109-8A BRPI0807109A2 (pt) | 2007-02-16 | 2008-02-15 | Sistema e processo para a remoção de fluoroquiímicos da água |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US20100084343A1 (enExample) |
| EP (1) | EP2132143B1 (enExample) |
| JP (1) | JP5226701B2 (enExample) |
| KR (1) | KR101500018B1 (enExample) |
| CN (1) | CN101605728B (enExample) |
| BR (1) | BRPI0807109A2 (enExample) |
| WO (1) | WO2008101137A1 (enExample) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008066748A1 (en) * | 2006-11-22 | 2008-06-05 | Siemens Water Technologies Corp. | System and method for treating groundwater |
| JP5256002B2 (ja) * | 2008-11-25 | 2013-08-07 | オルガノ株式会社 | フォトレジスト現像排水の排水処理システム |
| GB2481985A (en) * | 2010-07-13 | 2012-01-18 | 3M Innovative Properties Co | Removal of fluoroorganic anions from an aqueous phase |
| EP2431334A1 (de) | 2010-09-16 | 2012-03-21 | LANXESS Deutschland GmbH | Behandlung von Abwässern aus der Galvanikindustrie |
| GB201021790D0 (en) | 2010-12-23 | 2011-02-02 | 3M Innovative Properties Co | Fluoropolymer compostions and purification methods thereof |
| JP2012139673A (ja) * | 2010-12-29 | 2012-07-26 | Dow Global Technologies Llc | アニオン交換樹脂におけるニトロソアミン形成を抑制する方法 |
| CN103071456B (zh) * | 2013-01-15 | 2015-02-18 | 中国科学院青海盐湖研究所 | 有机胺类碘离子吸附剂、其制备方法及应用 |
| US20150053620A1 (en) * | 2013-08-21 | 2015-02-26 | Temple University Of The Commonwealth System Of Higher Education | Water treatment |
| DE102016107485A1 (de) * | 2016-04-22 | 2017-10-26 | Poromembrane Gmbh | Wasseraufbereitungsvorrichtung |
| CN106984065B (zh) * | 2017-03-14 | 2019-12-20 | 中国地质大学（武汉） | 一种现场分离铬形态的方法 |
| EP3632855A1 (en) * | 2018-10-02 | 2020-04-08 | Solvay Sa | A method for providing aqueous compositions with reduced content of organic fluorinated compounds |
| US12378138B2 (en) | 2019-06-19 | 2025-08-05 | The Johns Hopkins University | Contaminant-sequestering coatings and methods of using the same |
| US11452987B2 (en) | 2019-06-19 | 2022-09-27 | The Johns Hopkins University | Contaminate sequestering coatings and methods of using the same |
| US11623884B1 (en) | 2019-08-02 | 2023-04-11 | Wm Intellectual Property Holdings, L.L.C. | System and method for removal of PFAS from waste streams |
| CN111013554A (zh) * | 2019-12-30 | 2020-04-17 | 高陵蓝晓科技新材料有限公司 | 一种用于去除水中全氟化合物的复合型大孔吸附树脂 |
| CN111171199B (zh) | 2020-01-15 | 2021-08-27 | 高陵蓝晓科技新材料有限公司 | 用于清除水体中全氟污染物的吸附树脂及其制备和应用 |
| CN111505146A (zh) * | 2020-04-28 | 2020-08-07 | 中山永恒检测科技有限公司 | 一种全氟丁基磺酸钾残留量的检测方法 |
| EP3945075A1 (en) | 2020-07-30 | 2022-02-02 | 3M Innovative Properties Company | Process for removal of fluoroorganic compounds from emulsions |
| EP3945074A1 (en) | 2020-07-30 | 2022-02-02 | 3M Innovative Properties Company | Process to reduce the concentration of fluoroorganic acidic compound in aqueous dispersions |
| EP3945099A1 (en) * | 2020-07-30 | 2022-02-02 | 3M Innovative Properties Company | Process for removal of fluoroorganic compounds from aqueous media |
| US12410071B1 (en) | 2020-10-19 | 2025-09-09 | Wm Intellectual Property Holdings, L.L.C. | System and method for removal of PFAS and other emerging contaminant micro-constituents from landfill leachate and other impacted liquids |
| CN113083257A (zh) * | 2021-04-19 | 2021-07-09 | 南开大学 | 多重互锁功能有机聚合物材料的制备方法及应用 |
| CN118176168A (zh) * | 2021-10-13 | 2024-06-11 | Ａｇｃ株式会社 | 被处理液的纯化方法 |
| KR102400265B1 (ko) | 2021-12-22 | 2022-05-20 | 램테크놀러지 주식회사 | 증류를 이용한 불산계 혼산액 분석 방법 |
| KR102400266B1 (ko) | 2021-12-22 | 2022-05-20 | 램테크놀러지 주식회사 | 추출을 이용한 불산계 혼산액 분석 방법 |
| EP4219412A1 (en) | 2022-01-27 | 2023-08-02 | 3M Innovative Properties Company | Closed-loop technologies for purifying fluorine containing water streams |
Family Cites Families (110)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2516127A (en) * | 1948-04-20 | 1950-07-25 | Kellogg M W Co | Separation of organic compounds |
| US2559752A (en) * | 1951-03-06 | 1951-07-10 | Du Pont | Aqueous colloidal dispersions of polymers |
| US3818074A (en) * | 1965-03-01 | 1974-06-18 | Minnesota Mining & Mfg | Fluorinated esters |
| US3451908A (en) * | 1966-07-19 | 1969-06-24 | Montedison Spa | Method for preparing polyoxyperfluoromethylenic compounds |
| US3555100A (en) * | 1968-11-19 | 1971-01-12 | Du Pont | Decarbonylation of fluorinated acyl fluorides |
| US3642742A (en) * | 1969-04-22 | 1972-02-15 | Du Pont | Tough stable tetrafluoroethylene-fluoroalkyl perfluorovinyl ether copolymers |
| US3882153A (en) * | 1969-09-12 | 1975-05-06 | Kureha Chemical Ind Co Ltd | Method for recovering fluorinated carboxylic acid |
| US3635926A (en) * | 1969-10-27 | 1972-01-18 | Du Pont | Aqueous process for making improved tetrafluoroethylene / fluoroalkyl perfluorovinyl ether copolymers |
| US3709795A (en) * | 1970-02-02 | 1973-01-09 | Monsanto Co | Purification of carboxylic acids by chemical treatment and distillation |
| US3721696A (en) * | 1970-11-27 | 1973-03-20 | Montedison Spa | Polyoxyperfluoromethylene compounds and process of their preparation |
| US3816524A (en) * | 1972-08-31 | 1974-06-11 | Dow Chemical Co | Extraction of carboxylic acids from dilute aqueous solutions |
| US4010156A (en) * | 1973-04-19 | 1977-03-01 | American Home Products Corporation | Process for the rearrangement of penicillins to cephalosporins and intermediate compounds thereof |
| DE2407834A1 (de) * | 1974-02-19 | 1975-09-04 | Kali Chemie Ag | Verfahren zur abtrennung und reinigung von fluor- und chlorhaltigen perhalogencarbonsaeuren |
| GB1460535A (en) * | 1974-05-16 | 1977-01-06 | Ici Ltd | Tetrafluoroethylene polymers |
| FR2286153A1 (fr) * | 1974-09-24 | 1976-04-23 | Ugine Kuhlmann | Procede de polymerisation ou de copolymerisation en emulsion du fluorure de vinylidene |
| DE2639109A1 (de) * | 1976-08-31 | 1978-03-09 | Hoechst Ag | Copolymerisate des tetrafluoraethylens und verfahren zu deren herstellung |
| US4207831A (en) * | 1979-02-16 | 1980-06-17 | Bethlehem Steel Corporation | Apparatus for one side coating of a continuous strip |
| DE2908001C2 (de) * | 1979-03-01 | 1981-02-19 | Hoechst Ag, 6000 Frankfurt | Verfahren zur Herstellung konzentrierter Dispersionen von Fluorpolymeren |
| DE2949907A1 (de) * | 1979-12-12 | 1981-06-19 | Hoechst Ag, 6230 Frankfurt | Fluorpolymere mit schalenmodifizierten teilchen und verfahren zu deren herstellung |
| US4446109A (en) * | 1980-09-22 | 1984-05-01 | Peabody Process Systems, Inc. | System for dry scrubbing of flue gas |
| US4381384A (en) * | 1981-08-17 | 1983-04-26 | E. I. Du Pont De Nemours And Company | Continuous polymerization process |
| US4380618A (en) * | 1981-08-21 | 1983-04-19 | E. I. Du Pont De Nemours And Company | Batch polymerization process |
| DE3135598A1 (de) * | 1981-09-09 | 1983-03-17 | Hoechst Ag, 6000 Frankfurt | "kontinuierliches verfahren zur agglomerierung von ptee-pulvern im fluessigen medium und damit gewonnenes modifiziertes ptee-pulver" |
| US4482680A (en) * | 1981-09-15 | 1984-11-13 | Dynapol | Quaternary ammonium group-containing polymers having antimicrobial activity |
| US4588796A (en) * | 1984-04-23 | 1986-05-13 | E. I. Du Pont De Nemours And Company | Fluoroolefin polymerization process using fluoroxy compound solution as initiator |
| US4639337A (en) * | 1985-03-14 | 1987-01-27 | E. I. Du Pont De Nemours And Company | Process for separating surfactants from liquid used in the manufacture of concentrated fluoropolymer dispersions |
| CN1013768B (zh) * | 1985-04-01 | 1991-09-04 | 三菱金属株式会社 | 处理含铵及氟离子废液的方法 |
| FR2583413B1 (fr) * | 1985-06-14 | 1987-11-20 | Rhone Poulenc Spec Chim | Procede de preparation de trifluoroacetate de methyle. |
| US4639497A (en) * | 1985-08-28 | 1987-01-27 | E. I. Du Pont De Nemours And Company | Preparation of tetrafluoroethylene fine powder |
| DE3606174A1 (de) * | 1986-02-26 | 1987-08-27 | Hoechst Ag | Verfahren zur herstellung von perfluorcarbonsaeuren |
| US4734200A (en) * | 1986-04-04 | 1988-03-29 | Advanced Separation Technologies Incorporated | Process for removal of fluoride and phosphorus-type contaminants from acidic wastewater |
| US5017480A (en) * | 1987-08-10 | 1991-05-21 | Ajimomoto Co., Inc. | Process for recovering L-amino acid from fermentation liquors |
| US4927962A (en) * | 1987-08-31 | 1990-05-22 | Central Glass Company, Limited | Process of preparing fluorocarbon carboxylic or sulfonic acid from its fluoride |
| DE3826807A1 (de) * | 1988-08-06 | 1990-02-08 | Hoechst Ag | Verfahren zur herstellung von fluorierten carbonsaeurefluoriden |
| FR2660341B1 (fr) * | 1990-04-02 | 1992-07-31 | Tomecanic Sa | Materiau complexe d'isolation phonique et sol en faisant application. |
| KR920003337B1 (ko) * | 1990-05-31 | 1992-04-27 | 주식회사 금성사 | 마그네트론의 양극조립기체의 제조방법 |
| DE4213154C1 (enExample) * | 1992-04-22 | 1993-06-17 | Hoechst Ag, 6230 Frankfurt, De | |
| US5229480A (en) * | 1992-09-03 | 1993-07-20 | E. I. Du Pont De Nemours And Company | Vinyl fluoride polymerization |
| US5285002A (en) * | 1993-03-23 | 1994-02-08 | Minnesota Mining And Manufacturing Company | Fluorine-containing polymers and preparation and use thereof |
| IT1265067B1 (it) * | 1993-05-18 | 1996-10-30 | Ausimont Spa | Processo di (co)polimerizzazione in emulsione acquosa di monomeri olefinici fluorurati |
| DE4402694A1 (de) * | 1993-06-02 | 1995-08-03 | Hoechst Ag | Verfahren zur Rückgewinnung von fluorierten Carbonsäuren |
| DE4335705A1 (de) * | 1993-10-20 | 1995-04-27 | Hoechst Ag | Herstellung eines modifizierten Polytetrafluorethylens und seine Verwendung |
| US5895799A (en) * | 1995-01-18 | 1999-04-20 | W. L. Gore & Associates, Inc. | Microemulsion polymerization process for the production of small polytetrafluoroethylene polymer particles |
| JPH08224580A (ja) * | 1995-02-21 | 1996-09-03 | Japan Organo Co Ltd | 酸除去装置および該装置を備えた純水製造装置並びに酸除去用弱塩基性陰イオン交換樹脂 |
| US5532310A (en) * | 1995-04-28 | 1996-07-02 | Minnesota Mining And Manufacturing Company | Surfactants to create fluoropolymer dispersions in fluorinated liquids |
| US5955556A (en) * | 1995-11-06 | 1999-09-21 | Alliedsignal Inc. | Method of manufacturing fluoropolymers |
| CN1137910C (zh) * | 1995-11-09 | 2004-02-11 | 大金工业株式会社 | 聚四氟乙烯细粉、其制造方法和用途 |
| US5897683A (en) * | 1995-11-10 | 1999-04-27 | Mitsubishi Jukogyo Kabushiki Kaisha | Method and apparatus for holding molten metal |
| DE69727048T2 (de) * | 1996-03-01 | 2004-11-11 | Dionex Corp., Sunnyvale | Anionenaustauscherharze mit mindestens zwei verschiedenen nitrogenen, die ionenaustauschergruppen enthalten |
| US6074537A (en) * | 1996-04-29 | 2000-06-13 | Compliance Consultants, Inc. | Equipment for electochemical collection removal of ions |
| US5763552A (en) * | 1996-07-26 | 1998-06-09 | E. I. Du Pont De Nemours And Company | Hydrogen-containing flourosurfacant and its use in polymerization |
| KR100466355B1 (ko) * | 1996-07-31 | 2005-06-16 | 미쯔비시 레이온 가부시끼가이샤 | 폴리테트라플루오로에틸렌함유혼합분체,이를함유하는열가소성수지조성물및그성형체 |
| WO1998005621A1 (de) * | 1996-08-05 | 1998-02-12 | Dyneon Gmbh | Rückgewinnung hochfluorierter carbonsäuren aus der gasphase |
| US6013795A (en) * | 1996-11-04 | 2000-01-11 | 3M Innovative Properties Company | Alpha-branched fluoroalkylcarbonyl fluorides and their derivatives |
| IT1290428B1 (it) * | 1997-03-21 | 1998-12-03 | Ausimont Spa | Grassi fluorurati |
| US6059975A (en) * | 1997-09-02 | 2000-05-09 | Lockheed Martin Energy Research Corporation | Bifunctional anion-exchange resins with improved selectivity and exchange kinetics |
| DE19824615A1 (de) * | 1998-06-02 | 1999-12-09 | Dyneon Gmbh | Verfahren zur Rückgewinnung von fluorierten Alkansäuren aus Abwässern |
| DE19857111A1 (de) * | 1998-12-11 | 2000-06-15 | Dyneon Gmbh | Wäßrige Dispersionen von Fluorpolymeren |
| US6395848B1 (en) * | 1999-05-20 | 2002-05-28 | E. I. Du Pont De Nemours And Company | Polymerization of fluoromonomers |
| JP4207362B2 (ja) * | 1999-05-27 | 2009-01-14 | 昭和電工株式会社 | 耐アルカリ性高強度陰イオン交換体及びその製造方法 |
| DE19933696A1 (de) * | 1999-07-17 | 2001-01-18 | Dyneon Gmbh | Verfahren zur Rückgewinnung fluorierter Emulgatoren aus wässrigen Phasen |
| US6187192B1 (en) * | 1999-08-25 | 2001-02-13 | Watervisions International, Inc. | Microbiological water filter |
| DE19953285A1 (de) * | 1999-11-05 | 2001-05-10 | Dyneon Gmbh | Verfahren zur Rückgewinnung fluorierter Emulgatoren |
| SE9904197D0 (sv) * | 1999-11-22 | 1999-11-22 | Amersham Pharm Biotech Ab | A method for anion exchange adsorption on matrices carrying mixed mode ligands |
| US6255536B1 (en) * | 1999-12-22 | 2001-07-03 | Dyneon Llc | Fluorine containing vinyl ethers |
| US6512089B1 (en) * | 2000-02-01 | 2003-01-28 | 3M Innovative Properties Company | Process for working up aqueous dispersions of fluoropolymers |
| IT1317847B1 (it) * | 2000-02-22 | 2003-07-15 | Ausimont Spa | Processo per la preparazione di dispersioni acquose di fluoropolimeri. |
| WO2001081249A1 (en) * | 2000-04-21 | 2001-11-01 | Watervisions International, Inc. | Formation of composite materials with expandable matter |
| JP2002035607A (ja) * | 2000-05-18 | 2002-02-05 | Mitsubishi Chemicals Corp | 陰イオン交換樹脂 |
| JP2002059160A (ja) * | 2000-08-11 | 2002-02-26 | Daikin Ind Ltd | 含フッ素陰イオン系界面活性剤の分離方法 |
| HRP20030126B1 (en) * | 2000-08-30 | 2009-01-31 | F. Hoffmann - La Roche Ag | Selective cyclic peptides |
| US6512063B2 (en) * | 2000-10-04 | 2003-01-28 | Dupont Dow Elastomers L.L.C. | Process for producing fluoroelastomers |
| US6720437B2 (en) * | 2001-02-07 | 2004-04-13 | E. I. Du Pont De Nemours And Company | Fluorinated carboxylic acid recovery and reuse |
| UA59488C2 (uk) * | 2001-10-03 | 2003-09-15 | Василь Васильович Молебний | Спосіб вимірювання хвильових аберацій ока та пристрій для його здійснення (варіанти) |
| US7125941B2 (en) * | 2001-03-26 | 2006-10-24 | 3M Innovative Properties Company | Aqueous emulsion polymerization process for producing fluoropolymers |
| EP1253133B1 (en) * | 2001-04-24 | 2004-10-06 | 3M Innovative Properties Company | Process of preparing halogenated esters |
| US7074862B2 (en) * | 2001-05-02 | 2006-07-11 | 3M Innovative Properties Company | Emulsifier free aqueous emulsion polymerization process for making fluoropolymers |
| ATE291043T1 (de) * | 2001-05-02 | 2005-04-15 | 3M Innovative Properties Co | Wässrige emulsionspolymerisation in gegenwart von ethern als kettenübertragungsmitteln zur herstellung von fluorpolymeren |
| US7045571B2 (en) * | 2001-05-21 | 2006-05-16 | 3M Innovative Properties Company | Emulsion polymerization of fluorinated monomers |
| JP2003024800A (ja) * | 2001-07-13 | 2003-01-28 | Mitsubishi Chemicals Corp | アニオン交換樹脂及びそれを用いた純水の製造方法 |
| JP2003094052A (ja) * | 2001-09-21 | 2003-04-02 | Asahi Glass Co Ltd | 含フッ素乳化剤の吸着・回収方法 |
| JP2003220393A (ja) * | 2001-11-22 | 2003-08-05 | Asahi Glass Co Ltd | 含フッ素乳化剤の吸着・回収方法 |
| ITMI20020260A1 (it) * | 2002-02-12 | 2003-08-12 | Ausimont Spa | Dispersioni acquose di fluoropolimeri |
| JP4207442B2 (ja) * | 2002-03-20 | 2009-01-14 | 旭硝子株式会社 | ポリテトラフルオロエチレン水性分散液組成物の製造方法 |
| US6592416B1 (en) * | 2002-04-02 | 2003-07-15 | Hochschild, Iii Arthur A. | Target for naval gunfire |
| EP1364972B1 (en) * | 2002-05-22 | 2006-08-30 | 3M Innovative Properties Company | Process for reducing the amount of fluorinated surfactant in aqueous fluoropolymer dispersions |
| CN100381366C (zh) * | 2002-06-19 | 2008-04-16 | 笹仓机械工程有限公司 | 含氟乳化剂的回收方法 |
| JP2006504844A (ja) * | 2002-10-31 | 2006-02-09 | スリーエム イノベイティブ プロパティズ カンパニー | フッ化オレフィンと炭化水素オレフィンとのコポリマーを製造するための、乳化剤非含有水性乳化重合 |
| US7468403B2 (en) * | 2002-11-29 | 2008-12-23 | Daikin Industries, Ltd. | Method for purification of aqueous fluoropolymer emulsions, purified emulsions, and fluorine-containing finished articles |
| US20040116742A1 (en) * | 2002-12-17 | 2004-06-17 | 3M Innovative Properties Company | Selective reaction of hexafluoropropylene oxide with perfluoroacyl fluorides |
| EP1441014A1 (en) * | 2003-01-22 | 2004-07-28 | 3M Innovative Properties Company | Aqueous fluoropolymer dispersion comprising a melt processible fluoropolymer and having a reduced amount of fluorinated surfactant |
| EP1452571B1 (en) * | 2003-02-28 | 2005-08-17 | 3M Innovative Properties Company | Fluoropolymer dispersion containing no or little low molecular weight fluorinated surfactant |
| CN1446755A (zh) * | 2003-04-10 | 2003-10-08 | 清华大学 | 弱碱性阴离子交换树脂吸附重金属方法 |
| JP2004346299A (ja) * | 2003-05-19 | 2004-12-09 | Rohm & Haas Co | 高い選択性の過塩素酸塩除去樹脂、ならびにそれを使用する方法およびシステム |
| US6991732B2 (en) * | 2003-07-02 | 2006-01-31 | Arkema | Process for the recovery of fluorosurfactants by active charcoal |
| US20050090613A1 (en) * | 2003-10-22 | 2005-04-28 | Daikin Industries, Ltd. | Process for preparing fluorine-containing polymer latex |
| ATE502062T1 (de) * | 2003-10-24 | 2011-04-15 | 3M Innovative Properties Co | Wässrige dispersionen von polytetrafluorethylenteilchen |
| WO2005042593A1 (ja) * | 2003-10-31 | 2005-05-12 | Daikin Industries, Ltd. | 含フッ素重合体水性分散体の製造方法及び含フッ素重合体水性分散体 |
| ITMI20032377A1 (it) * | 2003-12-04 | 2005-06-05 | Solvay Solexis Spa | Copolimeri del tfe. |
| JP4100431B2 (ja) * | 2003-12-25 | 2008-06-11 | ダイキン工業株式会社 | フルオロポリマーの製造方法 |
| US6998054B2 (en) * | 2003-12-31 | 2006-02-14 | The Boc Group, Inc. | Selective fluoride and ammonia removal by chromatographic separation of wastewater |
| EP1561729A1 (en) * | 2004-02-05 | 2005-08-10 | 3M Innovative Properties Company | Removal of fluorinated surfactants from waste water |
| JP2006036986A (ja) * | 2004-07-28 | 2006-02-09 | Asahi Glass Co Ltd | 含フッ素ポリマーラテックス、その製造方法および含フッ素ポリマー |
| US20060037913A1 (en) * | 2004-08-20 | 2006-02-23 | Resintech Incorporated | Modified anion exchange materials with metal inside the materials, method of making same and method of removing and recovering metals from solutions |
| EP1700869A1 (en) * | 2005-03-11 | 2006-09-13 | 3M Innovative Properties Company | Recovery of fluorinated surfactants from a basic anion exchange resin having quaternary ammonium groups |
| JP4977970B2 (ja) * | 2005-06-22 | 2012-07-18 | ダイキン工業株式会社 | ノニオン性界面活性剤水性組成物の製造方法 |
| US7795332B2 (en) * | 2005-07-15 | 2010-09-14 | 3M Innovative Properties Company | Method of removing fluorinated carboxylic acid from aqueous liquid |
| KR20070012209A (ko) * | 2005-07-21 | 2007-01-25 | 가부시키가이샤 후지미인코퍼레이티드 | 연마용 조성물 및 연마 방법 |
| GB2430437A (en) * | 2005-09-27 | 2007-03-28 | 3M Innovative Properties Co | Method of making a fluoropolymer |
| RU2388537C2 (ru) * | 2005-10-14 | 2010-05-10 | Асахи Гласс Компани, Лимитед | Способ регенерации основной анионообменной смолы |
-
2008
- 2008-02-15 KR KR1020097017455A patent/KR101500018B1/ko not_active Expired - Fee Related
- 2008-02-15 JP JP2009550143A patent/JP5226701B2/ja active Active
- 2008-02-15 EP EP08729935A patent/EP2132143B1/en active Active
- 2008-02-15 CN CN2008800043404A patent/CN101605728B/zh not_active Expired - Fee Related
- 2008-02-15 US US12/520,697 patent/US20100084343A1/en not_active Abandoned
- 2008-02-15 WO PCT/US2008/054042 patent/WO2008101137A1/en not_active Ceased
- 2008-02-15 BR BRPI0807109-8A patent/BRPI0807109A2/pt not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| US20100084343A1 (en) | 2010-04-08 |
| JP5226701B2 (ja) | 2013-07-03 |
| EP2132143B1 (en) | 2012-12-26 |
| KR101500018B1 (ko) | 2015-03-06 |
| CN101605728B (zh) | 2013-07-24 |
| WO2008101137A1 (en) | 2008-08-21 |
| CN101605728A (zh) | 2009-12-16 |
| EP2132143A1 (en) | 2009-12-16 |
| JP2010519018A (ja) | 2010-06-03 |
| KR20090119861A (ko) | 2009-11-20 |
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