JP4932120B2 - 複合膜及びその製造方法 - Google Patents
複合膜及びその製造方法 Download PDFInfo
- Publication number
- JP4932120B2 JP4932120B2 JP2001576176A JP2001576176A JP4932120B2 JP 4932120 B2 JP4932120 B2 JP 4932120B2 JP 2001576176 A JP2001576176 A JP 2001576176A JP 2001576176 A JP2001576176 A JP 2001576176A JP 4932120 B2 JP4932120 B2 JP 4932120B2
- Authority
- JP
- Japan
- Prior art keywords
- phosphate
- phosphine
- tri
- propyldi
- acyl halide
- 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.)
- Expired - Lifetime
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- 239000012528 membrane Substances 0.000 title claims abstract description 121
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 21
- 239000002131 composite material Substances 0.000 title claims abstract description 19
- 150000001266 acyl halides Chemical class 0.000 claims abstract description 101
- 150000001412 amines Chemical class 0.000 claims abstract description 100
- 239000004952 Polyamide Substances 0.000 claims abstract description 41
- 229920002647 polyamide Polymers 0.000 claims abstract description 41
- 230000004907 flux Effects 0.000 claims abstract description 35
- 238000000034 method Methods 0.000 claims abstract description 31
- 238000006243 chemical reaction Methods 0.000 claims abstract description 20
- 150000001875 compounds Chemical class 0.000 claims abstract description 20
- 238000001223 reverse osmosis Methods 0.000 claims abstract description 14
- 230000008569 process Effects 0.000 claims abstract description 4
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 claims abstract 3
- 229910019142 PO4 Inorganic materials 0.000 claims description 328
- 235000021317 phosphate Nutrition 0.000 claims description 326
- 239000008139 complexing agent Substances 0.000 claims description 90
- 239000000243 solution Substances 0.000 claims description 65
- 229910052698 phosphorus Inorganic materials 0.000 claims description 25
- 229910052760 oxygen Inorganic materials 0.000 claims description 23
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 22
- 239000011574 phosphorus Substances 0.000 claims description 19
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 18
- 150000003839 salts Chemical class 0.000 claims description 12
- 229910052799 carbon Inorganic materials 0.000 claims description 8
- 239000001301 oxygen Substances 0.000 claims description 8
- 238000012695 Interfacial polymerization Methods 0.000 claims description 7
- 239000007864 aqueous solution Substances 0.000 claims description 7
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 7
- 229910052787 antimony Inorganic materials 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 229910052742 iron Inorganic materials 0.000 claims description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 5
- 125000001931 aliphatic group Chemical group 0.000 claims description 5
- 229910052782 aluminium Inorganic materials 0.000 claims description 5
- 229910052785 arsenic Inorganic materials 0.000 claims description 5
- 229910052797 bismuth Inorganic materials 0.000 claims description 5
- 229910052804 chromium Inorganic materials 0.000 claims description 5
- 150000003003 phosphines Chemical class 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000012466 permeate Substances 0.000 claims description 4
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000000623 heterocyclic group Chemical group 0.000 claims description 3
- 150000003013 phosphoric acid derivatives Chemical class 0.000 claims description 3
- 238000011084 recovery Methods 0.000 claims description 2
- 241000209094 Oryza Species 0.000 claims 2
- 235000007164 Oryza sativa Nutrition 0.000 claims 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 claims 2
- 235000009566 rice Nutrition 0.000 claims 2
- 239000000758 substrate Substances 0.000 claims 1
- 238000001728 nano-filtration Methods 0.000 abstract description 18
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 474
- 239000010452 phosphate Substances 0.000 description 324
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 316
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 313
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 158
- -1 organic acid halide Chemical class 0.000 description 79
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 description 31
- 229940048084 pyrophosphate Drugs 0.000 description 30
- 235000011180 diphosphates Nutrition 0.000 description 29
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 29
- ASMQGLCHMVWBQR-UHFFFAOYSA-M diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)([O-])OC1=CC=CC=C1 ASMQGLCHMVWBQR-UHFFFAOYSA-M 0.000 description 26
- GPAYUJZHTULNBE-UHFFFAOYSA-N diphenylphosphine Chemical compound C=1C=CC=CC=1PC1=CC=CC=C1 GPAYUJZHTULNBE-UHFFFAOYSA-N 0.000 description 26
- CMPQUABWPXYYSH-UHFFFAOYSA-N phenyl phosphate Chemical compound OP(O)(=O)OC1=CC=CC=C1 CMPQUABWPXYYSH-UHFFFAOYSA-N 0.000 description 26
- RPGWZZNNEUHDAQ-UHFFFAOYSA-N phenylphosphine Chemical compound PC1=CC=CC=C1 RPGWZZNNEUHDAQ-UHFFFAOYSA-N 0.000 description 26
- 239000002904 solvent Substances 0.000 description 16
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 15
- 239000002253 acid Substances 0.000 description 13
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 12
- RYPKRALMXUUNKS-UHFFFAOYSA-N 2-Hexene Natural products CCCC=CC RYPKRALMXUUNKS-UHFFFAOYSA-N 0.000 description 12
- 239000000178 monomer Substances 0.000 description 12
- UWCPYKQBIPYOLX-UHFFFAOYSA-N benzene-1,3,5-tricarbonyl chloride Chemical group ClC(=O)C1=CC(C(Cl)=O)=CC(C(Cl)=O)=C1 UWCPYKQBIPYOLX-UHFFFAOYSA-N 0.000 description 11
- 239000000126 substance Substances 0.000 description 11
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 10
- 239000000463 material Substances 0.000 description 10
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 10
- QMMOXUPEWRXHJS-UHFFFAOYSA-N pentene-2 Natural products CCC=CC QMMOXUPEWRXHJS-UHFFFAOYSA-N 0.000 description 10
- 230000000717 retained effect Effects 0.000 description 10
- 238000011282 treatment Methods 0.000 description 10
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 9
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
- IAQRGUVFOMOMEM-UHFFFAOYSA-N but-2-ene Chemical compound CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 9
- 230000008859 change Effects 0.000 description 9
- 238000000576 coating method Methods 0.000 description 9
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 8
- 239000010408 film Substances 0.000 description 8
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical compound Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 description 8
- 235000011007 phosphoric acid Nutrition 0.000 description 8
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 7
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 7
- 235000010290 biphenyl Nutrition 0.000 description 7
- 239000004305 biphenyl Substances 0.000 description 7
- 150000002500 ions Chemical class 0.000 description 7
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 7
- ZQDPJFUHLCOCRG-UHFFFAOYSA-N 3-hexene Chemical compound CCC=CCC ZQDPJFUHLCOCRG-UHFFFAOYSA-N 0.000 description 6
- 239000011248 coating agent Substances 0.000 description 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 6
- 150000002894 organic compounds Chemical class 0.000 description 6
- 229910052717 sulfur Inorganic materials 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 description 5
- IDWOBGCWYWUXCW-UHFFFAOYSA-N hexan-2-yl dihydrogen phosphate Chemical compound CCCCC(C)OP(O)(O)=O IDWOBGCWYWUXCW-UHFFFAOYSA-N 0.000 description 5
- 230000007062 hydrolysis Effects 0.000 description 5
- 238000006460 hydrolysis reaction Methods 0.000 description 5
- 230000003993 interaction Effects 0.000 description 5
- WRKCIHRWQZQBOL-UHFFFAOYSA-N octyl dihydrogen phosphate Chemical compound CCCCCCCCOP(O)(O)=O WRKCIHRWQZQBOL-UHFFFAOYSA-N 0.000 description 5
- NVTPMUHPCAUGCB-UHFFFAOYSA-N pentyl dihydrogen phosphate Chemical compound CCCCCOP(O)(O)=O NVTPMUHPCAUGCB-UHFFFAOYSA-N 0.000 description 5
- 230000000737 periodic effect Effects 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 239000011780 sodium chloride Substances 0.000 description 5
- OSRJBXRUXTUMBY-UHFFFAOYSA-N triheptylphosphane Chemical compound CCCCCCCP(CCCCCCC)CCCCCCC OSRJBXRUXTUMBY-UHFFFAOYSA-N 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 4
- 229910021529 ammonia Inorganic materials 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 4
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 4
- 239000013626 chemical specie Substances 0.000 description 4
- 239000011651 chromium Substances 0.000 description 4
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 4
- XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 229910052732 germanium Inorganic materials 0.000 description 4
- 150000004820 halides Chemical class 0.000 description 4
- CNPKMYBCUOVDCE-UHFFFAOYSA-N heptan-2-yl dihydrogen phosphate Chemical compound CCCCCC(C)OP(O)(O)=O CNPKMYBCUOVDCE-UHFFFAOYSA-N 0.000 description 4
- WUFOXJPREAWDFD-UHFFFAOYSA-N heptan-3-yl dihydrogen phosphate Chemical compound CCCCC(CC)OP(O)(O)=O WUFOXJPREAWDFD-UHFFFAOYSA-N 0.000 description 4
- GGKJPMAIXBETTD-UHFFFAOYSA-N heptyl dihydrogen phosphate Chemical compound CCCCCCCOP(O)(O)=O GGKJPMAIXBETTD-UHFFFAOYSA-N 0.000 description 4
- LXXOSDVHTQEPQJ-UHFFFAOYSA-N heptyl diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)(OCCCCCCC)OC1=CC=CC=C1 LXXOSDVHTQEPQJ-UHFFFAOYSA-N 0.000 description 4
- DVETVHHTHXURNN-UHFFFAOYSA-N heptyl(diphenyl)phosphane Chemical compound C=1C=CC=CC=1P(CCCCCCC)C1=CC=CC=C1 DVETVHHTHXURNN-UHFFFAOYSA-N 0.000 description 4
- AXSGBDGQLKZKQI-UHFFFAOYSA-N hexan-3-yl dihydrogen phosphate Chemical compound CCCC(CC)OP(O)(O)=O AXSGBDGQLKZKQI-UHFFFAOYSA-N 0.000 description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
- KEJVUXJFDYXFSK-UHFFFAOYSA-N octyl(diphenyl)phosphane Chemical compound C=1C=CC=CC=1P(CCCCCCCC)C1=CC=CC=C1 KEJVUXJFDYXFSK-UHFFFAOYSA-N 0.000 description 4
- NCVVTDLFKVYDRI-UHFFFAOYSA-N pentan-2-yl dihydrogen phosphate Chemical compound CCCC(C)OP(O)(O)=O NCVVTDLFKVYDRI-UHFFFAOYSA-N 0.000 description 4
- NIFSKIGEQZXNBS-UHFFFAOYSA-N pentan-3-yl dihydrogen phosphate Chemical compound CCC(CC)OP(O)(O)=O NIFSKIGEQZXNBS-UHFFFAOYSA-N 0.000 description 4
- XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical class OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 0.000 description 4
- 229920002492 poly(sulfone) Polymers 0.000 description 4
- 239000011148 porous material Substances 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 229910052714 tellurium Inorganic materials 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- 125000000777 acyl halide group Chemical group 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- 239000003125 aqueous solvent Substances 0.000 description 3
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 238000005660 chlorination reaction Methods 0.000 description 3
- 238000004140 cleaning Methods 0.000 description 3
- 229910052802 copper Inorganic materials 0.000 description 3
- 239000010949 copper Substances 0.000 description 3
- 238000001514 detection method Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- LJJVZJSGXHJIPP-UHFFFAOYSA-N ethylpentyl Chemical group [CH2+]CCC[CH]C[CH2-] LJJVZJSGXHJIPP-UHFFFAOYSA-N 0.000 description 3
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 description 3
- PHNWGDTYCJFUGZ-UHFFFAOYSA-N hexyl dihydrogen phosphate Chemical compound CCCCCCOP(O)(O)=O PHNWGDTYCJFUGZ-UHFFFAOYSA-N 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 description 3
- 239000011133 lead Substances 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 235000010755 mineral Nutrition 0.000 description 3
- 239000011707 mineral Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 229910052759 nickel Inorganic materials 0.000 description 3
- STMLQIACVZOCHU-UHFFFAOYSA-N octan-2-yl dihydrogen phosphate Chemical compound CCCCCCC(C)OP(O)(O)=O STMLQIACVZOCHU-UHFFFAOYSA-N 0.000 description 3
- YJBMMHPCGWCCOH-UHFFFAOYSA-N octan-3-yl dihydrogen phosphate Chemical compound CCCCCC(CC)OP(O)(O)=O YJBMMHPCGWCCOH-UHFFFAOYSA-N 0.000 description 3
- HLHZHCMELZFILJ-UHFFFAOYSA-N octan-4-yl dihydrogen phosphate Chemical compound CCCCC(CCC)OP(O)(O)=O HLHZHCMELZFILJ-UHFFFAOYSA-N 0.000 description 3
- YAFOVCNAQTZDQB-UHFFFAOYSA-N octyl diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)(OCCCCCCCC)OC1=CC=CC=C1 YAFOVCNAQTZDQB-UHFFFAOYSA-N 0.000 description 3
- 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 3
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- ACVYVLVWPXVTIT-UHFFFAOYSA-M phosphinate Chemical compound [O-][PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-M 0.000 description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 229910052706 scandium Inorganic materials 0.000 description 3
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- 229910052711 selenium Inorganic materials 0.000 description 3
- 239000011669 selenium Substances 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 3
- NQRYJNQNLNOLGT-UHFFFAOYSA-N tetrahydropyridine hydrochloride Natural products C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 3
- 238000004876 x-ray fluorescence Methods 0.000 description 3
- 229910052725 zinc Inorganic materials 0.000 description 3
- 239000011701 zinc Substances 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- PMCYLLXGYKRQEL-UHFFFAOYSA-N CC=C.CC=C.CC=C.OP(O)(O)=O Chemical compound CC=C.CC=C.CC=C.OP(O)(O)=O PMCYLLXGYKRQEL-UHFFFAOYSA-N 0.000 description 2
- GUMDLEUUKYYYJT-UHFFFAOYSA-N CCCCCCCOP(O)(=O)OCC Chemical compound CCCCCCCOP(O)(=O)OCC GUMDLEUUKYYYJT-UHFFFAOYSA-N 0.000 description 2
- FKSZMYHHDBGDPM-UHFFFAOYSA-N CCCCCCCP(O)=O Chemical compound CCCCCCCP(O)=O FKSZMYHHDBGDPM-UHFFFAOYSA-N 0.000 description 2
- HVSMSQXVXWYTSI-UHFFFAOYSA-N CCCCCP(O)=O Chemical compound CCCCCP(O)=O HVSMSQXVXWYTSI-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- QLZHNIAADXEJJP-UHFFFAOYSA-N Phenylphosphonic acid Chemical compound OP(O)(=O)C1=CC=CC=C1 QLZHNIAADXEJJP-UHFFFAOYSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 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
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 2
- 238000013459 approach Methods 0.000 description 2
- 239000011260 aqueous acid Substances 0.000 description 2
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 description 2
- JSYBAZQQYCNZJE-UHFFFAOYSA-N benzene-1,2,4-triamine Chemical compound NC1=CC=C(N)C(N)=C1 JSYBAZQQYCNZJE-UHFFFAOYSA-N 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- LRNMTOCGEKHHAH-UHFFFAOYSA-N butan-2-yl dihydrogen phosphate Chemical compound CCC(C)OP(O)(O)=O LRNMTOCGEKHHAH-UHFFFAOYSA-N 0.000 description 2
- BNMJSBUIDQYHIN-UHFFFAOYSA-N butyl dihydrogen phosphate Chemical compound CCCCOP(O)(O)=O BNMJSBUIDQYHIN-UHFFFAOYSA-N 0.000 description 2
- OYUDTSOHULXQEL-UHFFFAOYSA-N butyl ethyl hydrogen phosphate Chemical compound CCCCOP(O)(=O)OCC OYUDTSOHULXQEL-UHFFFAOYSA-N 0.000 description 2
- SPSGSQIUFBBUIE-UHFFFAOYSA-N butyl methyl hydrogen phosphate Chemical compound CCCCOP(O)(=O)OC SPSGSQIUFBBUIE-UHFFFAOYSA-N 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
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- DNJWGDRCDNRDIL-UHFFFAOYSA-N diheptyl(propan-2-yl)phosphane Chemical compound CCCCCCCP(C(C)C)CCCCCCC DNJWGDRCDNRDIL-UHFFFAOYSA-N 0.000 description 1
- RXLRDQWFWTWSAH-UHFFFAOYSA-N diheptyl(propyl)phosphane Chemical compound CCCCCCCP(CCC)CCCCCCC RXLRDQWFWTWSAH-UHFFFAOYSA-N 0.000 description 1
- XGVCGGYVDCBIQH-UHFFFAOYSA-N diheptylphosphinic acid Chemical compound CCCCCCCP(O)(=O)CCCCCCC XGVCGGYVDCBIQH-UHFFFAOYSA-N 0.000 description 1
- TWYAWLYZDNVYPT-UHFFFAOYSA-N dihexan-2-yl hydrogen phosphate Chemical compound CCCCC(C)OP(O)(=O)OC(C)CCCC TWYAWLYZDNVYPT-UHFFFAOYSA-N 0.000 description 1
- MYHCUFHNVQONIR-UHFFFAOYSA-N dihexan-2-yl phenyl phosphate Chemical compound CCCCC(C)OP(=O)(OC(C)CCCC)OC1=CC=CC=C1 MYHCUFHNVQONIR-UHFFFAOYSA-N 0.000 description 1
- JLJBVTLOSXPYDG-UHFFFAOYSA-N dihexan-3-yl phenyl phosphate Chemical compound CCCC(CC)OP(=O)(OC(CC)CCC)OC1=CC=CC=C1 JLJBVTLOSXPYDG-UHFFFAOYSA-N 0.000 description 1
- HUDSKKNIXMSHSZ-UHFFFAOYSA-N dihexyl hydrogen phosphate Chemical compound CCCCCCOP(O)(=O)OCCCCCC HUDSKKNIXMSHSZ-UHFFFAOYSA-N 0.000 description 1
- DQLJOCWRWFJZMD-UHFFFAOYSA-N dihexyl phenyl phosphate Chemical compound CCCCCCOP(=O)(OCCCCCC)OC1=CC=CC=C1 DQLJOCWRWFJZMD-UHFFFAOYSA-N 0.000 description 1
- GJZKQIFATBQWBJ-UHFFFAOYSA-N dihexyl(methyl)phosphane Chemical compound CCCCCCP(C)CCCCCC GJZKQIFATBQWBJ-UHFFFAOYSA-N 0.000 description 1
- MRCWFLVFFDEGGJ-UHFFFAOYSA-N dihexyl(phenyl)phosphane Chemical compound CCCCCCP(CCCCCC)C1=CC=CC=C1 MRCWFLVFFDEGGJ-UHFFFAOYSA-N 0.000 description 1
- ICGRXOJPKLUZID-UHFFFAOYSA-N dihexyl(propan-2-yl)phosphane Chemical compound CCCCCCP(C(C)C)CCCCCC ICGRXOJPKLUZID-UHFFFAOYSA-N 0.000 description 1
- GXIMEGMEYWTKRN-UHFFFAOYSA-N dihexyl(propyl)phosphane Chemical compound CCCCCCP(CCC)CCCCCC GXIMEGMEYWTKRN-UHFFFAOYSA-N 0.000 description 1
- NAKDJXIEBCHXIZ-UHFFFAOYSA-N dihydroxy-phenyl-sulfanylidene-$l^{5}-phosphane Chemical compound OP(O)(=S)C1=CC=CC=C1 NAKDJXIEBCHXIZ-UHFFFAOYSA-N 0.000 description 1
- WZPMZMCZAGFKOC-UHFFFAOYSA-N diisopropyl hydrogen phosphate Chemical compound CC(C)OP(O)(=O)OC(C)C WZPMZMCZAGFKOC-UHFFFAOYSA-N 0.000 description 1
- AXDCOWAMLFDLEP-UHFFFAOYSA-N dimethoxyphosphoryl dimethyl phosphate Chemical compound COP(=O)(OC)OP(=O)(OC)OC AXDCOWAMLFDLEP-UHFFFAOYSA-N 0.000 description 1
- DWXVIODBGAAGPR-UHFFFAOYSA-N dimethyl octyl phosphate Chemical compound CCCCCCCCOP(=O)(OC)OC DWXVIODBGAAGPR-UHFFFAOYSA-N 0.000 description 1
- OGUWNVAAFURAQD-UHFFFAOYSA-N dimethyl pentyl phosphate Chemical compound CCCCCOP(=O)(OC)OC OGUWNVAAFURAQD-UHFFFAOYSA-N 0.000 description 1
- QOGXJDJLXWAZNT-UHFFFAOYSA-N dinonan-3-yl hydrogen phosphate Chemical compound CCCCCCC(CC)OP(O)(=O)OC(CC)CCCCCC QOGXJDJLXWAZNT-UHFFFAOYSA-N 0.000 description 1
- DXQYKFGICLVQFD-UHFFFAOYSA-N dioctan-2-yl hydrogen phosphate Chemical compound CCCCCCC(C)OP(O)(=O)OC(C)CCCCCC DXQYKFGICLVQFD-UHFFFAOYSA-N 0.000 description 1
- RIEWSWCAHAVEKK-UHFFFAOYSA-N dioctan-2-yl phenyl phosphate Chemical compound CCCCCCC(C)OP(=O)(OC(C)CCCCCC)OC1=CC=CC=C1 RIEWSWCAHAVEKK-UHFFFAOYSA-N 0.000 description 1
- BLTQUMGSCQHJAM-UHFFFAOYSA-N dioctan-3-yl hydrogen phosphate Chemical compound CCCCCC(CC)OP(O)(=O)OC(CC)CCCCC BLTQUMGSCQHJAM-UHFFFAOYSA-N 0.000 description 1
- WUKJTCYTWJATLP-UHFFFAOYSA-N dioctan-3-yl phenyl phosphate Chemical compound CCCCCC(CC)OP(=O)(OC(CC)CCCCC)OC1=CC=CC=C1 WUKJTCYTWJATLP-UHFFFAOYSA-N 0.000 description 1
- BPWXJCCABQQWQA-UHFFFAOYSA-N dioctan-4-yl hydrogen phosphate Chemical compound CCCCC(CCC)OP(O)(=O)OC(CCC)CCCC BPWXJCCABQQWQA-UHFFFAOYSA-N 0.000 description 1
- DMEGVGQMHNHVMU-UHFFFAOYSA-N dioctan-4-yl phenyl phosphate Chemical compound CCCCC(CCC)OP(=O)(OC(CCC)CCCC)OC1=CC=CC=C1 DMEGVGQMHNHVMU-UHFFFAOYSA-N 0.000 description 1
- HTDKEJXHILZNPP-UHFFFAOYSA-N dioctyl hydrogen phosphate Chemical compound CCCCCCCCOP(O)(=O)OCCCCCCCC HTDKEJXHILZNPP-UHFFFAOYSA-N 0.000 description 1
- QHGRPTNUHWYCEN-UHFFFAOYSA-N dioctyl phenyl phosphate Chemical compound CCCCCCCCOP(=O)(OCCCCCCCC)OC1=CC=CC=C1 QHGRPTNUHWYCEN-UHFFFAOYSA-N 0.000 description 1
- HXUARCOTWDKZOU-UHFFFAOYSA-N dioctyl(phenyl)phosphane Chemical compound CCCCCCCCP(CCCCCCCC)C1=CC=CC=C1 HXUARCOTWDKZOU-UHFFFAOYSA-N 0.000 description 1
- AZKYRJFAQUTGPQ-UHFFFAOYSA-N dioctyl(propan-2-yl)phosphane Chemical compound CCCCCCCCP(C(C)C)CCCCCCCC AZKYRJFAQUTGPQ-UHFFFAOYSA-N 0.000 description 1
- PRBYIGPVGVDJLI-UHFFFAOYSA-N dioctyl(propyl)phosphane Chemical compound CCCCCCCCP(CCC)CCCCCCCC PRBYIGPVGVDJLI-UHFFFAOYSA-N 0.000 description 1
- QLZHNIAADXEJJP-UHFFFAOYSA-L dioxido-oxo-phenyl-$l^{5}-phosphane Chemical compound [O-]P([O-])(=O)C1=CC=CC=C1 QLZHNIAADXEJJP-UHFFFAOYSA-L 0.000 description 1
- NAGJZTKCGNOGPW-UHFFFAOYSA-K dioxido-sulfanylidene-sulfido-$l^{5}-phosphane Chemical compound [O-]P([O-])([S-])=S NAGJZTKCGNOGPW-UHFFFAOYSA-K 0.000 description 1
- AKQLEQJPAXULST-UHFFFAOYSA-N dipentan-2-yl hydrogen phosphate Chemical compound CCCC(C)OP(O)(=O)OC(C)CCC AKQLEQJPAXULST-UHFFFAOYSA-N 0.000 description 1
- LRDNYVHXOLIAAL-UHFFFAOYSA-N dipentan-2-yl phenyl phosphate Chemical compound CCCC(C)OP(=O)(OC(C)CCC)OC1=CC=CC=C1 LRDNYVHXOLIAAL-UHFFFAOYSA-N 0.000 description 1
- NWEIRQMBFHIYBF-UHFFFAOYSA-N dipentan-3-yl phenyl phosphate Chemical compound CCC(CC)OP(=O)(OC(CC)CC)OC1=CC=CC=C1 NWEIRQMBFHIYBF-UHFFFAOYSA-N 0.000 description 1
- WJZUIWBZDGBLKK-UHFFFAOYSA-N dipentyl hydrogen phosphate Chemical compound CCCCCOP(O)(=O)OCCCCC WJZUIWBZDGBLKK-UHFFFAOYSA-N 0.000 description 1
- XGERJGRFYKEESL-UHFFFAOYSA-N dipentyl phenyl phosphate Chemical compound CCCCCOP(=O)(OCCCCC)OC1=CC=CC=C1 XGERJGRFYKEESL-UHFFFAOYSA-N 0.000 description 1
- KUFDFOXPFQCUST-UHFFFAOYSA-N dipentylphosphinic acid Chemical compound CCCCCP(O)(=O)CCCCC KUFDFOXPFQCUST-UHFFFAOYSA-N 0.000 description 1
- UQSHIDHNLKIYGN-UHFFFAOYSA-N diphenoxyphosphoryl diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OP(=O)(OC=1C=CC=CC=1)OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 UQSHIDHNLKIYGN-UHFFFAOYSA-N 0.000 description 1
- QVKQJEWZVQFGIY-UHFFFAOYSA-N dipropyl hydrogen phosphate Chemical compound CCCOP(O)(=O)OCCC QVKQJEWZVQFGIY-UHFFFAOYSA-N 0.000 description 1
- WMDPJKZHARKRQI-UHFFFAOYSA-N dipropylphosphinic acid Chemical compound CCCP(O)(=O)CCC WMDPJKZHARKRQI-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- KBQHZAAAGSGFKK-UHFFFAOYSA-N dysprosium atom Chemical compound [Dy] KBQHZAAAGSGFKK-UHFFFAOYSA-N 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- UYAHIZSMUZPPFV-UHFFFAOYSA-N erbium Chemical compound [Er] UYAHIZSMUZPPFV-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- VJYFKVYYMZPMAB-UHFFFAOYSA-N ethoprophos Chemical compound CCCSP(=O)(OCC)SCCC VJYFKVYYMZPMAB-UHFFFAOYSA-N 0.000 description 1
- AUYMLMDQLVOFCT-UHFFFAOYSA-N ethoxy(heptoxy)phosphane Chemical compound CCCCCCCOPOCC AUYMLMDQLVOFCT-UHFFFAOYSA-N 0.000 description 1
- DCMABFPWCPBSRQ-UHFFFAOYSA-N ethoxy(hexoxy)phosphane Chemical compound CCCCCCOPOCC DCMABFPWCPBSRQ-UHFFFAOYSA-N 0.000 description 1
- BHIYIEUXWIOLCU-UHFFFAOYSA-N ethoxy(octoxy)phosphane Chemical compound CCCCCCCCOPOCC BHIYIEUXWIOLCU-UHFFFAOYSA-N 0.000 description 1
- RSQZNQXAVPWCCI-UHFFFAOYSA-N ethoxy(pentoxy)phosphane Chemical compound CCCCCOPOCC RSQZNQXAVPWCCI-UHFFFAOYSA-N 0.000 description 1
- DJHASRVNBMMHLB-UHFFFAOYSA-N ethoxy(phenyl)phosphinite Chemical compound CCOP([O-])C1=CC=CC=C1 DJHASRVNBMMHLB-UHFFFAOYSA-N 0.000 description 1
- YJSXLGKPMXKZJR-UHFFFAOYSA-N ethoxy-oxo-phenylphosphanium Chemical compound CCO[P+](=O)C1=CC=CC=C1 YJSXLGKPMXKZJR-UHFFFAOYSA-N 0.000 description 1
- JSPBAVGTJNAVBJ-UHFFFAOYSA-N ethyl diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)(OCC)OC1=CC=CC=C1 JSPBAVGTJNAVBJ-UHFFFAOYSA-N 0.000 description 1
- YYJCIPQEOSOUSV-UHFFFAOYSA-N ethyl dipropan-2-yl phosphate Chemical compound CCOP(=O)(OC(C)C)OC(C)C YYJCIPQEOSOUSV-UHFFFAOYSA-N 0.000 description 1
- ANPYQJSSFZGXFE-UHFFFAOYSA-N ethyl dipropyl phosphate Chemical compound CCCOP(=O)(OCC)OCCC ANPYQJSSFZGXFE-UHFFFAOYSA-N 0.000 description 1
- NJMBXZARVGYNSP-UHFFFAOYSA-N ethyl heptyl hexyl phosphate Chemical compound CCCCCCCOP(=O)(OCC)OCCCCCC NJMBXZARVGYNSP-UHFFFAOYSA-N 0.000 description 1
- YARXZVMNXKHGHL-UHFFFAOYSA-N ethyl heptyl methyl phosphate Chemical compound CCCCCCCOP(=O)(OC)OCC YARXZVMNXKHGHL-UHFFFAOYSA-N 0.000 description 1
- UCIDRXAWOCVRCU-UHFFFAOYSA-N ethyl heptyl pentyl phosphate Chemical compound CCCCCCCOP(=O)(OCC)OCCCCC UCIDRXAWOCVRCU-UHFFFAOYSA-N 0.000 description 1
- HLTMVBAXPFPFLC-UHFFFAOYSA-N ethyl heptyl propyl phosphate Chemical compound CCCCCCCOP(=O)(OCC)OCCC HLTMVBAXPFPFLC-UHFFFAOYSA-N 0.000 description 1
- KKLSTYKNFSNFAF-UHFFFAOYSA-N ethyl hexyl methyl phosphate Chemical compound CCCCCCOP(=O)(OC)OCC KKLSTYKNFSNFAF-UHFFFAOYSA-N 0.000 description 1
- MSNSKDGQLPLKKR-UHFFFAOYSA-N ethyl hexyl octyl phosphate Chemical compound CCCCCCCCOP(=O)(OCC)OCCCCCC MSNSKDGQLPLKKR-UHFFFAOYSA-N 0.000 description 1
- GARMNWPAUGAYEW-UHFFFAOYSA-N ethyl hexyl propyl phosphate Chemical compound CCCCCCOP(=O)(OCC)OCCC GARMNWPAUGAYEW-UHFFFAOYSA-N 0.000 description 1
- XMNQCSOOUOJOLR-UHFFFAOYSA-N ethyl methyl hydrogen phosphate Chemical compound CCOP(O)(=O)OC XMNQCSOOUOJOLR-UHFFFAOYSA-N 0.000 description 1
- WANIKAUEWKIFAJ-UHFFFAOYSA-N ethyl methyl octyl phosphate Chemical compound CCCCCCCCOP(=O)(OC)OCC WANIKAUEWKIFAJ-UHFFFAOYSA-N 0.000 description 1
- WLPVPLKXNMSLLC-UHFFFAOYSA-N ethyl methyl pentyl phosphate Chemical compound CCCCCOP(=O)(OC)OCC WLPVPLKXNMSLLC-UHFFFAOYSA-N 0.000 description 1
- QOSZFDSHQYCCHU-UHFFFAOYSA-N ethyl methyl propyl phosphate Chemical compound CCCOP(=O)(OC)OCC QOSZFDSHQYCCHU-UHFFFAOYSA-N 0.000 description 1
- DNYWKFUDIOXPNR-UHFFFAOYSA-N ethyl octyl pentyl phosphate Chemical compound CCCCCCCCOP(=O)(OCC)OCCCCC DNYWKFUDIOXPNR-UHFFFAOYSA-N 0.000 description 1
- ZOWIODUPWXZSMJ-UHFFFAOYSA-N ethyl octyl propyl phosphate Chemical compound CCCCCCCCOP(=O)(OCC)OCCC ZOWIODUPWXZSMJ-UHFFFAOYSA-N 0.000 description 1
- BTYBQJRZZRGWQQ-UHFFFAOYSA-N ethyl pentyl propyl phosphate Chemical compound CCCCCOP(=O)(OCC)OCCC BTYBQJRZZRGWQQ-UHFFFAOYSA-N 0.000 description 1
- MNKNAPFEXFDRAP-UHFFFAOYSA-M ethyl propyl phosphate Chemical compound CCCOP([O-])(=O)OCC MNKNAPFEXFDRAP-UHFFFAOYSA-M 0.000 description 1
- GWYXJFZWIXIPNV-UHFFFAOYSA-N ethyl(diheptyl)phosphane Chemical compound CCCCCCCP(CC)CCCCCCC GWYXJFZWIXIPNV-UHFFFAOYSA-N 0.000 description 1
- XFQCDFQNZRKKNV-UHFFFAOYSA-N ethyl(dihexyl)phosphane Chemical compound CCCCCCP(CC)CCCCCC XFQCDFQNZRKKNV-UHFFFAOYSA-N 0.000 description 1
- VRROQFXKEVCQBZ-UHFFFAOYSA-N ethyl(dioctyl)phosphane Chemical compound CCCCCCCCP(CC)CCCCCCCC VRROQFXKEVCQBZ-UHFFFAOYSA-N 0.000 description 1
- WVVWXPIXQHLJRD-UHFFFAOYSA-N ethyl-di(heptan-2-yl)phosphane Chemical compound CCCCCC(C)P(CC)C(C)CCCCC WVVWXPIXQHLJRD-UHFFFAOYSA-N 0.000 description 1
- BOVSKCSBSCEFKB-UHFFFAOYSA-N ethyl-di(heptan-3-yl)phosphane Chemical compound CCCCC(CC)P(CC)C(CC)CCCC BOVSKCSBSCEFKB-UHFFFAOYSA-N 0.000 description 1
- JHKPXKJDHILFHA-UHFFFAOYSA-N ethyl-di(heptan-4-yl)phosphane Chemical compound CCCC(CCC)P(CC)C(CCC)CCC JHKPXKJDHILFHA-UHFFFAOYSA-N 0.000 description 1
- XFTRORGMCOTDIC-UHFFFAOYSA-N ethyl-di(hexan-2-yl)phosphane Chemical compound CCCCC(C)P(CC)C(C)CCCC XFTRORGMCOTDIC-UHFFFAOYSA-N 0.000 description 1
- PJQXKXIVBHFOLW-UHFFFAOYSA-N ethyl-di(hexan-3-yl)phosphane Chemical compound CCCC(CC)P(CC)C(CC)CCC PJQXKXIVBHFOLW-UHFFFAOYSA-N 0.000 description 1
- UGWGXKVPGFKBNI-UHFFFAOYSA-N ethyl-di(octan-2-yl)phosphane Chemical compound CCCCCCC(C)P(CC)C(C)CCCCCC UGWGXKVPGFKBNI-UHFFFAOYSA-N 0.000 description 1
- JDHCFWIXEGQJJS-UHFFFAOYSA-N ethyl-di(octan-3-yl)phosphane Chemical compound CCCCCC(CC)P(CC)C(CC)CCCCC JDHCFWIXEGQJJS-UHFFFAOYSA-N 0.000 description 1
- RTEDZLVDNZVVHW-UHFFFAOYSA-N ethyl-di(octan-4-yl)phosphane Chemical compound CCCCC(CCC)P(CC)C(CCC)CCCC RTEDZLVDNZVVHW-UHFFFAOYSA-N 0.000 description 1
- NPABQWSZGGHWCK-UHFFFAOYSA-N ethyl-heptyl-hexylphosphane Chemical compound CCCCCCCP(CC)CCCCCC NPABQWSZGGHWCK-UHFFFAOYSA-N 0.000 description 1
- DJRSBZANDOPWJE-UHFFFAOYSA-N ethyl-heptyl-pentylphosphane Chemical compound CCCCCCCP(CC)CCCCC DJRSBZANDOPWJE-UHFFFAOYSA-N 0.000 description 1
- LIPNXZVCUOAVLA-UHFFFAOYSA-N ethyl-heptyl-propylphosphane Chemical compound CCCCCCCP(CC)CCC LIPNXZVCUOAVLA-UHFFFAOYSA-N 0.000 description 1
- TUFSWEOPGKYREV-UHFFFAOYSA-N ethyl-hexyl-octylphosphane Chemical compound CCCCCCCCP(CC)CCCCCC TUFSWEOPGKYREV-UHFFFAOYSA-N 0.000 description 1
- OEWQLTOHXFMHMS-UHFFFAOYSA-N ethyl-hexyl-pentylphosphane Chemical compound CCCCCCP(CC)CCCCC OEWQLTOHXFMHMS-UHFFFAOYSA-N 0.000 description 1
- HYKBXPOGFCPEIX-UHFFFAOYSA-N ethyl-hexyl-propylphosphane Chemical compound CCCCCCP(CC)CCC HYKBXPOGFCPEIX-UHFFFAOYSA-N 0.000 description 1
- QCFKMMLFAJBTBJ-UHFFFAOYSA-N ethyl-octyl-pentylphosphane Chemical compound CCCCCCCCP(CC)CCCCC QCFKMMLFAJBTBJ-UHFFFAOYSA-N 0.000 description 1
- FRAVTKWAXSXKCB-UHFFFAOYSA-N ethyl-octyl-propylphosphane Chemical compound CCCCCCCCP(CC)CCC FRAVTKWAXSXKCB-UHFFFAOYSA-N 0.000 description 1
- QCRLZVFXLXXPMR-UHFFFAOYSA-N ethyl-pentyl-propylphosphane Chemical compound CCCCCP(CC)CCC QCRLZVFXLXXPMR-UHFFFAOYSA-N 0.000 description 1
- OGPBJKLSAFTDLK-UHFFFAOYSA-N europium atom Chemical compound [Eu] OGPBJKLSAFTDLK-UHFFFAOYSA-N 0.000 description 1
- 230000003203 everyday effect Effects 0.000 description 1
- 239000012527 feed solution Substances 0.000 description 1
- KTWOOEGAPBSYNW-UHFFFAOYSA-N ferrocene Chemical compound [Fe+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 KTWOOEGAPBSYNW-UHFFFAOYSA-N 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- UIWYJDYFSGRHKR-UHFFFAOYSA-N gadolinium atom Chemical compound [Gd] UIWYJDYFSGRHKR-UHFFFAOYSA-N 0.000 description 1
- 229910052733 gallium Inorganic materials 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 230000014509 gene expression Effects 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052735 hafnium Inorganic materials 0.000 description 1
- VBJZVLUMGGDVMO-UHFFFAOYSA-N hafnium atom Chemical compound [Hf] VBJZVLUMGGDVMO-UHFFFAOYSA-N 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- AATKOEMGUUJXCT-UHFFFAOYSA-N hept-1-ene phosphane Chemical compound P.C=CCCCCC.C=CCCCCC.C=CCCCCC AATKOEMGUUJXCT-UHFFFAOYSA-N 0.000 description 1
- GAZFXXJBWDUDAL-UHFFFAOYSA-N hept-1-ene;phosphoric acid Chemical compound OP(O)(O)=O.CCCCCC=C GAZFXXJBWDUDAL-UHFFFAOYSA-N 0.000 description 1
- ZSPWOAWAUATDGM-UHFFFAOYSA-N heptan-2-ylphosphonous acid Chemical compound CCCCCC(C)P(O)O ZSPWOAWAUATDGM-UHFFFAOYSA-N 0.000 description 1
- WFHKUPXCWHKYHS-UHFFFAOYSA-N heptan-3-ylphosphonous acid Chemical compound CCCCC(CC)P(O)O WFHKUPXCWHKYHS-UHFFFAOYSA-N 0.000 description 1
- BVOVPCZJPPRSCZ-UHFFFAOYSA-N heptan-4-ylphosphonous acid Chemical compound CCCC(P(O)O)CCC BVOVPCZJPPRSCZ-UHFFFAOYSA-N 0.000 description 1
- GWUWXYLXFDAAOO-UHFFFAOYSA-N heptyl dimethyl phosphate Chemical compound CCCCCCCOP(=O)(OC)OC GWUWXYLXFDAAOO-UHFFFAOYSA-N 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- UGXUPAKCTYOISO-UHFFFAOYSA-N heptyl hexyl hydrogen phosphate Chemical compound CCCCCCCOP(O)(=O)OCCCCCC UGXUPAKCTYOISO-UHFFFAOYSA-N 0.000 description 1
- IEKOPALYWSDVPH-UHFFFAOYSA-N heptyl hexyl methyl phosphate Chemical compound CCCCCCCOP(=O)(OC)OCCCCCC IEKOPALYWSDVPH-UHFFFAOYSA-N 0.000 description 1
- FOHCXHGCYOEFJF-UHFFFAOYSA-N heptyl methyl pentyl phosphate Chemical compound CCCCCCCOP(=O)(OC)OCCCCC FOHCXHGCYOEFJF-UHFFFAOYSA-N 0.000 description 1
- BSJHQOSEVJNNMZ-UHFFFAOYSA-N heptyl methyl propyl phosphate Chemical compound CCCCCCCOP(=O)(OC)OCCC BSJHQOSEVJNNMZ-UHFFFAOYSA-N 0.000 description 1
- GGKJPMAIXBETTD-UHFFFAOYSA-L heptyl phosphate Chemical compound CCCCCCCOP([O-])([O-])=O GGKJPMAIXBETTD-UHFFFAOYSA-L 0.000 description 1
- FEKFIHUXXGOQDC-UHFFFAOYSA-N heptyl-hexyl-methylphosphane Chemical compound CCCCCCCP(C)CCCCCC FEKFIHUXXGOQDC-UHFFFAOYSA-N 0.000 description 1
- VAJFLSRDMGNZJY-UHFFFAOYSA-N heptylphosphonic acid Chemical compound CCCCCCCP(O)(O)=O VAJFLSRDMGNZJY-UHFFFAOYSA-N 0.000 description 1
- GOMIPKWIAFVTNJ-UHFFFAOYSA-N heptylphosphonous acid Chemical compound CCCCCCCP(O)O GOMIPKWIAFVTNJ-UHFFFAOYSA-N 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- HYFCFNKLFPKNBG-UHFFFAOYSA-N hex-1-ene;phosphoric acid Chemical compound OP(O)(O)=O.CCCCC=C HYFCFNKLFPKNBG-UHFFFAOYSA-N 0.000 description 1
- SWIVMRMVPAIIEJ-UHFFFAOYSA-N hex-1-ene;phosphoric acid Chemical compound OP(O)(O)=O.CCCCC=C.CCCCC=C SWIVMRMVPAIIEJ-UHFFFAOYSA-N 0.000 description 1
- DEKKNVOOBDLURO-UHFFFAOYSA-N hexan-2-ylphosphonic acid Chemical compound CCCCC(C)P(O)(O)=O DEKKNVOOBDLURO-UHFFFAOYSA-N 0.000 description 1
- UMTSHFHBPGIYPE-UHFFFAOYSA-N hexan-2-ylphosphonous acid Chemical compound CCCCC(C)P(O)O UMTSHFHBPGIYPE-UHFFFAOYSA-N 0.000 description 1
- ZGBWUWVFUSAJSE-UHFFFAOYSA-N hexan-3-ylphosphonous acid Chemical compound CCCC(CC)P(O)O ZGBWUWVFUSAJSE-UHFFFAOYSA-N 0.000 description 1
- VDRBDINALVEVEB-UHFFFAOYSA-N hexyl dimethyl phosphate Chemical compound CCCCCCOP(=O)(OC)OC VDRBDINALVEVEB-UHFFFAOYSA-N 0.000 description 1
- SVYJJKRYBVVZBR-UHFFFAOYSA-N hexyl methyl octyl phosphate Chemical compound CCCCCCCCOP(=O)(OC)OCCCCCC SVYJJKRYBVVZBR-UHFFFAOYSA-N 0.000 description 1
- WDBFTYDLTVFFPA-UHFFFAOYSA-N hexyl methyl pentyl phosphate Chemical compound CCCCCCOP(=O)(OC)OCCCCC WDBFTYDLTVFFPA-UHFFFAOYSA-N 0.000 description 1
- JUKBDQALRFRFHL-UHFFFAOYSA-N hexyl methyl propyl phosphate Chemical compound CCCCCCOP(=O)(OC)OCCC JUKBDQALRFRFHL-UHFFFAOYSA-N 0.000 description 1
- XWKFRUCQRXQQIF-UHFFFAOYSA-N hexyl pentyl hydrogen phosphate Chemical compound CCCCCCOP(O)(=O)OCCCCC XWKFRUCQRXQQIF-UHFFFAOYSA-N 0.000 description 1
- PHNWGDTYCJFUGZ-UHFFFAOYSA-L hexyl phosphate Chemical compound CCCCCCOP([O-])([O-])=O PHNWGDTYCJFUGZ-UHFFFAOYSA-L 0.000 description 1
- NHHMOHKFFKHCRQ-UHFFFAOYSA-N hexyl propyl hydrogen phosphate Chemical compound CCCCCCOP(O)(=O)OCCC NHHMOHKFFKHCRQ-UHFFFAOYSA-N 0.000 description 1
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- MPKMNJLYLCVVRA-UHFFFAOYSA-N tri(heptan-2-yl)phosphane Chemical compound CCCCCC(C)P(C(C)CCCCC)C(C)CCCCC MPKMNJLYLCVVRA-UHFFFAOYSA-N 0.000 description 1
- GQRQDDIGHMRDMG-UHFFFAOYSA-N tri(heptan-3-yl)phosphane Chemical compound CCCCC(CC)P(C(CC)CCCC)C(CC)CCCC GQRQDDIGHMRDMG-UHFFFAOYSA-N 0.000 description 1
- UXYMZAXLUPHEKH-UHFFFAOYSA-N tri(heptan-4-yl)phosphane Chemical compound CCCC(CCC)P(C(CCC)CCC)C(CCC)CCC UXYMZAXLUPHEKH-UHFFFAOYSA-N 0.000 description 1
- MBFBOWOPHAIFBS-UHFFFAOYSA-N tri(hexan-2-yl)phosphane Chemical compound CCCCC(C)P(C(C)CCCC)C(C)CCCC MBFBOWOPHAIFBS-UHFFFAOYSA-N 0.000 description 1
- PEMAVITZVCTFHJ-UHFFFAOYSA-N tri(hexan-3-yl)phosphane Chemical compound CCCC(CC)P(C(CC)CCC)C(CC)CCC PEMAVITZVCTFHJ-UHFFFAOYSA-N 0.000 description 1
- BIVMKCIOTQFTHO-UHFFFAOYSA-N tri(octan-2-yl)phosphane Chemical compound CCCCCCC(C)P(C(C)CCCCCC)C(C)CCCCCC BIVMKCIOTQFTHO-UHFFFAOYSA-N 0.000 description 1
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- PCXNOYNWXOIZNT-UHFFFAOYSA-N tri(octan-4-yl)phosphane Chemical compound CCCCC(CCC)P(C(CCC)CCCC)C(CCC)CCCC PCXNOYNWXOIZNT-UHFFFAOYSA-N 0.000 description 1
- OACSUWPJZKGHHK-UHFFFAOYSA-N tribenzyl phosphate Chemical compound C=1C=CC=CC=1COP(OCC=1C=CC=CC=1)(=O)OCC1=CC=CC=C1 OACSUWPJZKGHHK-UHFFFAOYSA-N 0.000 description 1
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- ZUOKGVSVSVEDQU-UHFFFAOYSA-N tributan-2-yl phosphate Chemical compound CCC(C)OP(=O)(OC(C)CC)OC(C)CC ZUOKGVSVSVEDQU-UHFFFAOYSA-N 0.000 description 1
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- MHOHPNGCKKJHSD-UHFFFAOYSA-N triheptan-3-yl phosphate Chemical compound CCCCC(CC)OP(=O)(OC(CC)CCCC)OC(CC)CCCC MHOHPNGCKKJHSD-UHFFFAOYSA-N 0.000 description 1
- JPAGOYOANAPHML-UHFFFAOYSA-N triheptan-4-yl phosphate Chemical compound CCCC(CCC)OP(=O)(OC(CCC)CCC)OC(CCC)CCC JPAGOYOANAPHML-UHFFFAOYSA-N 0.000 description 1
- GSURLQOINUQIIH-UHFFFAOYSA-N triheptyl phosphate Chemical compound CCCCCCCOP(=O)(OCCCCCCC)OCCCCCCC GSURLQOINUQIIH-UHFFFAOYSA-N 0.000 description 1
- MMPYQRKHDKOSNN-UHFFFAOYSA-N trihexan-3-yl phosphate Chemical compound CCCC(CC)OP(=O)(OC(CC)CCC)OC(CC)CCC MMPYQRKHDKOSNN-UHFFFAOYSA-N 0.000 description 1
- SFENPMLASUEABX-UHFFFAOYSA-N trihexyl phosphate Chemical compound CCCCCCOP(=O)(OCCCCCC)OCCCCCC SFENPMLASUEABX-UHFFFAOYSA-N 0.000 description 1
- FPZZZGJWXOHLDJ-UHFFFAOYSA-N trihexylphosphane Chemical compound CCCCCCP(CCCCCC)CCCCCC FPZZZGJWXOHLDJ-UHFFFAOYSA-N 0.000 description 1
- WVLBCYQITXONBZ-UHFFFAOYSA-N trimethyl phosphate Chemical compound COP(=O)(OC)OC WVLBCYQITXONBZ-UHFFFAOYSA-N 0.000 description 1
- USKZTLWUJGOWOL-UHFFFAOYSA-N trinonan-2-yl phosphate Chemical compound CCCCCCCC(C)OP(=O)(OC(C)CCCCCCC)OC(C)CCCCCCC USKZTLWUJGOWOL-UHFFFAOYSA-N 0.000 description 1
- SDKSPURNWCSROF-UHFFFAOYSA-N trinonan-3-yl phosphate Chemical compound CCCCCCC(CC)OP(=O)(OC(CC)CCCCCC)OC(CC)CCCCCC SDKSPURNWCSROF-UHFFFAOYSA-N 0.000 description 1
- YIZBZLXFYAOFDQ-UHFFFAOYSA-N trinonan-4-yl phosphate Chemical compound CCCCCC(CCC)OP(=O)(OC(CCC)CCCCC)OC(CCC)CCCCC YIZBZLXFYAOFDQ-UHFFFAOYSA-N 0.000 description 1
- IPLYEZKKADASMG-UHFFFAOYSA-N trioctan-3-yl phosphate Chemical compound CCCCCC(CC)OP(=O)(OC(CC)CCCCC)OC(CC)CCCCC IPLYEZKKADASMG-UHFFFAOYSA-N 0.000 description 1
- JFDIYJKFEQXGLQ-UHFFFAOYSA-N trioctan-4-yl phosphate Chemical compound CCCCC(CCC)OP(=O)(OC(CCC)CCCC)OC(CCC)CCCC JFDIYJKFEQXGLQ-UHFFFAOYSA-N 0.000 description 1
- FWPDHLNSPBCAFO-UHFFFAOYSA-N trioctylbismuthane Chemical compound CCCCCCCC[Bi](CCCCCCCC)CCCCCCCC FWPDHLNSPBCAFO-UHFFFAOYSA-N 0.000 description 1
- RMZAYIKUYWXQPB-UHFFFAOYSA-N trioctylphosphane Chemical compound CCCCCCCCP(CCCCCCCC)CCCCCCCC RMZAYIKUYWXQPB-UHFFFAOYSA-N 0.000 description 1
- BCIFMBSWFCXFAS-UHFFFAOYSA-N tripentan-2-yl phosphate Chemical compound CCCC(C)OP(=O)(OC(C)CCC)OC(C)CCC BCIFMBSWFCXFAS-UHFFFAOYSA-N 0.000 description 1
- ALCLDNINWGASPT-UHFFFAOYSA-N tripentan-3-yl phosphate Chemical compound CCC(CC)OP(=O)(OC(CC)CC)OC(CC)CC ALCLDNINWGASPT-UHFFFAOYSA-N 0.000 description 1
- QJAVUVZBMMXBRO-UHFFFAOYSA-N tripentyl phosphate Chemical compound CCCCCOP(=O)(OCCCCC)OCCCCC QJAVUVZBMMXBRO-UHFFFAOYSA-N 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- 239000001226 triphosphate Substances 0.000 description 1
- 235000011178 triphosphate Nutrition 0.000 description 1
- 125000002264 triphosphate group Chemical class [H]OP(=O)(O[H])OP(=O)(O[H])OP(=O)(O[H])O* 0.000 description 1
- OXFUXNFMHFCELM-UHFFFAOYSA-N tripropan-2-yl phosphate Chemical compound CC(C)OP(=O)(OC(C)C)OC(C)C OXFUXNFMHFCELM-UHFFFAOYSA-N 0.000 description 1
- RXPQRKFMDQNODS-UHFFFAOYSA-N tripropyl phosphate Chemical compound CCCOP(=O)(OCCC)OCCC RXPQRKFMDQNODS-UHFFFAOYSA-N 0.000 description 1
- DTOOHWOPSUKNJL-UHFFFAOYSA-N tris(2-ethylphenyl) phosphate Chemical compound CCC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)CC)OC1=CC=CC=C1CC DTOOHWOPSUKNJL-UHFFFAOYSA-N 0.000 description 1
- RLRSSUBSVSBAJD-UHFFFAOYSA-N tris(2-ethylphenyl)phosphane Chemical compound CCC1=CC=CC=C1P(C=1C(=CC=CC=1)CC)C1=CC=CC=C1CC RLRSSUBSVSBAJD-UHFFFAOYSA-N 0.000 description 1
- XWJWJLGDEPPVJH-UHFFFAOYSA-N tris(2-methylnonan-2-yl) phosphate Chemical compound CCCCCCCC(C)(C)OP(=O)(OC(C)(C)CCCCCCC)OC(C)(C)CCCCCCC XWJWJLGDEPPVJH-UHFFFAOYSA-N 0.000 description 1
- COIOYMYWGDAQPM-UHFFFAOYSA-N tris(2-methylphenyl)phosphane Chemical compound CC1=CC=CC=C1P(C=1C(=CC=CC=1)C)C1=CC=CC=C1C COIOYMYWGDAQPM-UHFFFAOYSA-N 0.000 description 1
- NCXYBZTUGKHJFB-UHFFFAOYSA-N tris(3-ethylnonan-3-yl) phosphate Chemical compound CCCCCCC(CC)(CC)OP(=O)(OC(CC)(CC)CCCCCC)OC(CC)(CC)CCCCCC NCXYBZTUGKHJFB-UHFFFAOYSA-N 0.000 description 1
- QZWWNNQRBSJVLL-UHFFFAOYSA-N tris(3-ethylphenyl) phosphate Chemical compound CCC1=CC=CC(OP(=O)(OC=2C=C(CC)C=CC=2)OC=2C=C(CC)C=CC=2)=C1 QZWWNNQRBSJVLL-UHFFFAOYSA-N 0.000 description 1
- VTDQEJSEFIJDRP-UHFFFAOYSA-N tris(3-ethylphenyl)phosphane Chemical compound CCC1=CC=CC(P(C=2C=C(CC)C=CC=2)C=2C=C(CC)C=CC=2)=C1 VTDQEJSEFIJDRP-UHFFFAOYSA-N 0.000 description 1
- RMLPZKRPSQVRAB-UHFFFAOYSA-N tris(3-methylphenyl) phosphate Chemical compound CC1=CC=CC(OP(=O)(OC=2C=C(C)C=CC=2)OC=2C=C(C)C=CC=2)=C1 RMLPZKRPSQVRAB-UHFFFAOYSA-N 0.000 description 1
- LFNXCUNDYSYVJY-UHFFFAOYSA-N tris(3-methylphenyl)phosphane Chemical compound CC1=CC=CC(P(C=2C=C(C)C=CC=2)C=2C=C(C)C=CC=2)=C1 LFNXCUNDYSYVJY-UHFFFAOYSA-N 0.000 description 1
- PCCAGZSOGFNURV-UHFFFAOYSA-N tris(4-ethylphenyl)phosphane Chemical compound C1=CC(CC)=CC=C1P(C=1C=CC(CC)=CC=1)C1=CC=C(CC)C=C1 PCCAGZSOGFNURV-UHFFFAOYSA-N 0.000 description 1
- WXAZIUYTQHYBFW-UHFFFAOYSA-N tris(4-methylphenyl)phosphane Chemical compound C1=CC(C)=CC=C1P(C=1C=CC(C)=CC=1)C1=CC=C(C)C=C1 WXAZIUYTQHYBFW-UHFFFAOYSA-N 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- 238000000108 ultra-filtration Methods 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
- 238000007740 vapor deposition Methods 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- NAWDYIZEMPQZHO-UHFFFAOYSA-N ytterbium Chemical compound [Yb] NAWDYIZEMPQZHO-UHFFFAOYSA-N 0.000 description 1
- VWQVUPCCIRVNHF-UHFFFAOYSA-N yttrium atom Chemical compound [Y] VWQVUPCCIRVNHF-UHFFFAOYSA-N 0.000 description 1
- 229910052845 zircon Inorganic materials 0.000 description 1
- GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D71/00—Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
- B01D71/06—Organic material
-
- 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
- B01D71/00—Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
- B01D71/06—Organic material
- B01D71/56—Polyamides, e.g. polyester-amides
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
- Polyamides (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/550,527 US6337018B1 (en) | 2000-04-17 | 2000-04-17 | Composite membrane and method for making the same |
| US09/550,527 | 2000-04-17 | ||
| PCT/US2001/011265 WO2001078882A2 (en) | 2000-04-17 | 2001-04-09 | Composite membrane and method for making the same |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2003531219A JP2003531219A (ja) | 2003-10-21 |
| JP2003531219A5 JP2003531219A5 (https=) | 2011-12-01 |
| JP4932120B2 true JP4932120B2 (ja) | 2012-05-16 |
Family
ID=24197538
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001576176A Expired - Lifetime JP4932120B2 (ja) | 2000-04-17 | 2001-04-09 | 複合膜及びその製造方法 |
Country Status (13)
| Country | Link |
|---|---|
| US (4) | US6337018B1 (https=) |
| EP (1) | EP1276551B1 (https=) |
| JP (1) | JP4932120B2 (https=) |
| KR (1) | KR100839805B1 (https=) |
| CN (1) | CN1210093C (https=) |
| AU (2) | AU2001255246B2 (https=) |
| CA (1) | CA2403301C (https=) |
| DE (1) | DE60139615D1 (https=) |
| DK (1) | DK1276551T3 (https=) |
| ES (1) | ES2328449T3 (https=) |
| IL (2) | IL152286A0 (https=) |
| TW (1) | TWI243707B (https=) |
| WO (1) | WO2001078882A2 (https=) |
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| JP3849263B2 (ja) | 1996-12-27 | 2006-11-22 | 東レ株式会社 | 複合半透膜及びその製造方法 |
| US5876602A (en) | 1997-11-04 | 1999-03-02 | The Dow Chemical Company | Treatment of composite polyamide membranes to improve performance |
| JP3985387B2 (ja) | 1998-04-27 | 2007-10-03 | 東レ株式会社 | 複合半透膜の製造方法 |
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| US6337018B1 (en) * | 2000-04-17 | 2002-01-08 | The Dow Chemical Company | Composite membrane and method for making the same |
-
2000
- 2000-04-17 US US09/550,527 patent/US6337018B1/en not_active Expired - Lifetime
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2001
- 2001-04-09 AU AU2001255246A patent/AU2001255246B2/en not_active Expired
- 2001-04-09 AU AU5524601A patent/AU5524601A/xx active Pending
- 2001-04-09 US US09/829,024 patent/US6562266B2/en not_active Expired - Lifetime
- 2001-04-09 DE DE60139615T patent/DE60139615D1/de not_active Expired - Lifetime
- 2001-04-09 KR KR1020027013894A patent/KR100839805B1/ko not_active Expired - Lifetime
- 2001-04-09 WO PCT/US2001/011265 patent/WO2001078882A2/en not_active Ceased
- 2001-04-09 JP JP2001576176A patent/JP4932120B2/ja not_active Expired - Lifetime
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- 2001-04-09 CN CNB018080642A patent/CN1210093C/zh not_active Expired - Lifetime
- 2001-04-16 TW TW090109021A patent/TWI243707B/zh active
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| Publication number | Priority date | Publication date | Assignee | Title |
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| US4983291A (en) * | 1989-12-14 | 1991-01-08 | Allied-Signal Inc. | Dry high flux semipermeable membranes |
| JPH04161234A (ja) * | 1990-10-24 | 1992-06-04 | Toray Ind Inc | 複合膜の製造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| KR100839805B1 (ko) | 2008-06-19 |
| US20020113008A1 (en) | 2002-08-22 |
| KR20030001430A (ko) | 2003-01-06 |
| DE60139615D1 (de) | 2009-10-01 |
| WO2001078882A3 (en) | 2002-02-28 |
| EP1276551B1 (en) | 2009-08-19 |
| US6723241B2 (en) | 2004-04-20 |
| WO2001078882A2 (en) | 2001-10-25 |
| AU2001255246B2 (en) | 2005-02-10 |
| EP1276551A2 (en) | 2003-01-22 |
| DK1276551T3 (da) | 2009-11-16 |
| CN1210093C (zh) | 2005-07-13 |
| CN1441693A (zh) | 2003-09-10 |
| US6337018B1 (en) | 2002-01-08 |
| AU5524601A (en) | 2001-10-30 |
| CA2403301C (en) | 2009-08-25 |
| IL152286A (en) | 2006-10-05 |
| US20030116498A1 (en) | 2003-06-26 |
| ES2328449T3 (es) | 2009-11-13 |
| IL152286A0 (en) | 2003-05-29 |
| JP2003531219A (ja) | 2003-10-21 |
| CA2403301A1 (en) | 2001-10-25 |
| TWI243707B (en) | 2005-11-21 |
| US6562266B2 (en) | 2003-05-13 |
| US20010050252A1 (en) | 2001-12-13 |
| US6878278B2 (en) | 2005-04-12 |
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