CN105597630B - 为处置水解用过的离子液体催化剂 - Google Patents
为处置水解用过的离子液体催化剂 Download PDFInfo
- Publication number
- CN105597630B CN105597630B CN201610056971.7A CN201610056971A CN105597630B CN 105597630 B CN105597630 B CN 105597630B CN 201610056971 A CN201610056971 A CN 201610056971A CN 105597630 B CN105597630 B CN 105597630B
- Authority
- CN
- China
- Prior art keywords
- liquid catalyst
- hydrolysis
- liquid
- used ionic
- ionic
- 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.)
- Active
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 92
- 239000002608 ionic liquid Substances 0.000 title claims abstract description 77
- 238000000034 method Methods 0.000 claims abstract description 55
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 51
- 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 51
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 48
- 230000007062 hydrolysis Effects 0.000 claims abstract description 46
- 238000006460 hydrolysis reaction Methods 0.000 claims abstract description 46
- 238000006243 chemical reaction Methods 0.000 claims abstract description 35
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 35
- 239000008346 aqueous phase Substances 0.000 claims abstract description 20
- 239000000413 hydrolysate Substances 0.000 claims abstract description 20
- 229910001507 metal halide Inorganic materials 0.000 claims abstract description 20
- 150000005309 metal halides Chemical class 0.000 claims abstract description 20
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 30
- 239000000203 mixture Substances 0.000 claims description 24
- 239000012670 alkaline solution Substances 0.000 claims description 21
- 239000000463 material Substances 0.000 claims description 19
- 239000003513 alkali Substances 0.000 claims description 18
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 15
- -1 alkyl pyridine Chemical compound 0.000 claims description 14
- 229920000642 polymer Polymers 0.000 claims description 13
- 230000008569 process Effects 0.000 claims description 11
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 claims description 10
- HUCVOHYBFXVBRW-UHFFFAOYSA-M caesium hydroxide Chemical compound [OH-].[Cs+] HUCVOHYBFXVBRW-UHFFFAOYSA-M 0.000 claims description 10
- CPRMKOQKXYSDML-UHFFFAOYSA-M rubidium hydroxide Chemical compound [OH-].[Rb+] CPRMKOQKXYSDML-UHFFFAOYSA-M 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical group Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 8
- 229910000039 hydrogen halide Inorganic materials 0.000 claims description 7
- 239000012433 hydrogen halide Substances 0.000 claims description 7
- 150000003839 salts Chemical class 0.000 claims description 7
- 239000002002 slurry Substances 0.000 claims description 7
- 238000006467 substitution reaction Methods 0.000 claims description 7
- PSCMQHVBLHHWTO-UHFFFAOYSA-K indium(iii) chloride Chemical compound Cl[In](Cl)Cl PSCMQHVBLHHWTO-UHFFFAOYSA-K 0.000 claims description 6
- 239000002699 waste material Substances 0.000 claims description 6
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 5
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 5
- UUCCCPNEFXQJEL-UHFFFAOYSA-L strontium dihydroxide Chemical compound [OH-].[OH-].[Sr+2] UUCCCPNEFXQJEL-UHFFFAOYSA-L 0.000 claims description 5
- 229910001866 strontium hydroxide Inorganic materials 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910005258 GaBr3 Inorganic materials 0.000 claims description 3
- 229910005267 GaCl3 Inorganic materials 0.000 claims description 3
- JKNHZOAONLKYQL-UHFFFAOYSA-K Indium(III) bromide Inorganic materials Br[In](Br)Br JKNHZOAONLKYQL-UHFFFAOYSA-K 0.000 claims description 3
- PQLAYKMGZDUDLQ-UHFFFAOYSA-K aluminium bromide Chemical compound Br[Al](Br)Br PQLAYKMGZDUDLQ-UHFFFAOYSA-K 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 238000005660 chlorination reaction Methods 0.000 claims description 3
- UPWPDUACHOATKO-UHFFFAOYSA-K gallium trichloride Chemical compound Cl[Ga](Cl)Cl UPWPDUACHOATKO-UHFFFAOYSA-K 0.000 claims description 3
- SRVXDMYFQIODQI-UHFFFAOYSA-K gallium(iii) bromide Chemical compound Br[Ga](Br)Br SRVXDMYFQIODQI-UHFFFAOYSA-K 0.000 claims description 3
- 231100001261 hazardous Toxicity 0.000 claims description 3
- FAHBNUUHRFUEAI-UHFFFAOYSA-M hydroxidooxidoaluminium Chemical compound O[Al]=O FAHBNUUHRFUEAI-UHFFFAOYSA-M 0.000 claims description 3
- 238000005191 phase separation Methods 0.000 claims description 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 3
- 125000005270 trialkylamine group Chemical group 0.000 claims description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-O Imidazolium Chemical compound C1=C[NH+]=CN1 RAXXELZNTBOGNW-UHFFFAOYSA-O 0.000 claims description 2
- ASDRZZPTJLDISZ-UHFFFAOYSA-N chlorine;pyridine Chemical compound [Cl].C1=CC=NC=C1 ASDRZZPTJLDISZ-UHFFFAOYSA-N 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- 125000003277 amino group Chemical group 0.000 claims 1
- 239000007790 solid phase Substances 0.000 abstract description 34
- 239000007791 liquid phase Substances 0.000 abstract description 23
- 239000012071 phase Substances 0.000 abstract description 17
- 239000007787 solid Substances 0.000 abstract description 11
- 238000000926 separation method Methods 0.000 abstract description 10
- 108010009736 Protein Hydrolysates Proteins 0.000 abstract description 5
- 239000007788 liquid Substances 0.000 description 18
- 229910052751 metal Inorganic materials 0.000 description 15
- 239000002184 metal Substances 0.000 description 15
- 239000000047 product Substances 0.000 description 11
- 230000007797 corrosion Effects 0.000 description 9
- 238000005260 corrosion Methods 0.000 description 9
- 239000000460 chlorine Substances 0.000 description 8
- 239000000243 solution Substances 0.000 description 7
- 238000005804 alkylation reaction Methods 0.000 description 6
- 238000004458 analytical method Methods 0.000 description 6
- 239000007789 gas Substances 0.000 description 6
- 150000002739 metals Chemical class 0.000 description 6
- 230000029936 alkylation Effects 0.000 description 5
- 238000009835 boiling Methods 0.000 description 5
- 230000003301 hydrolyzing effect Effects 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 150000001336 alkenes Chemical class 0.000 description 4
- 229910052782 aluminium Inorganic materials 0.000 description 4
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 4
- 229910021502 aluminium hydroxide Inorganic materials 0.000 description 4
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 4
- 239000000920 calcium hydroxide Substances 0.000 description 4
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 239000012065 filter cake Substances 0.000 description 3
- 230000026030 halogenation Effects 0.000 description 3
- 238000005658 halogenation reaction Methods 0.000 description 3
- FRCCEHPWNOQAEU-UHFFFAOYSA-N heptachlor Chemical compound ClC1=C(Cl)C2(Cl)C3C=CC(Cl)C3C1(Cl)C2(Cl)Cl FRCCEHPWNOQAEU-UHFFFAOYSA-N 0.000 description 3
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 3
- 231100000614 poison Toxicity 0.000 description 3
- 230000007096 poisonous effect Effects 0.000 description 3
- 238000011084 recovery Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- POKOASTYJWUQJG-UHFFFAOYSA-M 1-butylpyridin-1-ium;chloride Chemical class [Cl-].CCCC[N+]1=CC=CC=C1 POKOASTYJWUQJG-UHFFFAOYSA-M 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- 240000004160 Capsicum annuum Species 0.000 description 2
- 235000008331 Pinus X rigitaeda Nutrition 0.000 description 2
- 235000011613 Pinus brutia Nutrition 0.000 description 2
- 241000018646 Pinus brutia Species 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 150000004645 aluminates Chemical class 0.000 description 2
- 229960001422 aluminium chlorohydrate Drugs 0.000 description 2
- 150000001412 amines Chemical group 0.000 description 2
- 239000002199 base oil Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 238000006555 catalytic reaction Methods 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 229910052804 chromium Inorganic materials 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- LVYZJEPLMYTTGH-UHFFFAOYSA-H dialuminum chloride pentahydroxide dihydrate Chemical compound [Cl-].[Al+3].[OH-].[OH-].[Al+3].[OH-].[OH-].[OH-].O.O LVYZJEPLMYTTGH-UHFFFAOYSA-H 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000000295 fuel oil Substances 0.000 description 2
- 229910052733 gallium Inorganic materials 0.000 description 2
- 238000004817 gas chromatography Methods 0.000 description 2
- 239000003502 gasoline Substances 0.000 description 2
- 230000005484 gravity Effects 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
- 150000004693 imidazolium salts Chemical class 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
- 229910000000 metal hydroxide Inorganic materials 0.000 description 2
- 150000004692 metal hydroxides Chemical class 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 description 2
- 239000013049 sediment Substances 0.000 description 2
- 230000007704 transition Effects 0.000 description 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 229910000851 Alloy steel Inorganic materials 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 229910021592 Copper(II) chloride Inorganic materials 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- GYHNNYVSQQEPJS-UHFFFAOYSA-N Gallium Chemical compound [Ga] GYHNNYVSQQEPJS-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 229910004516 TaF6 Inorganic materials 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 150000003868 ammonium compounds Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 150000003851 azoles Chemical class 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 229940092714 benzenesulfonic acid Drugs 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 229910052796 boron Inorganic materials 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
- 239000006227 byproduct Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 229910001914 chlorine tetroxide Inorganic materials 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000000701 coagulant Substances 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 230000000447 dimerizing effect Effects 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 230000014509 gene expression Effects 0.000 description 1
- 239000011521 glass Substances 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
- 150000002366 halogen compounds Chemical class 0.000 description 1
- 231100000206 health hazard Toxicity 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000000887 hydrating effect Effects 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
- 239000001282 iso-butane Substances 0.000 description 1
- 235000013847 iso-butane Nutrition 0.000 description 1
- 238000006317 isomerization reaction Methods 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000013327 media filtration Methods 0.000 description 1
- 229910001510 metal chloride Inorganic materials 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 229910052758 niobium Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000010852 non-hazardous waste Substances 0.000 description 1
- 238000006384 oligomerization reaction Methods 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Chemical compound [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 238000005504 petroleum refining Methods 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 229920000575 polymersome Polymers 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000011403 purification operation Methods 0.000 description 1
- 230000007420 reactivation Effects 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011833 salt mixture Substances 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 239000002910 solid waste Substances 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 238000007655 standard test method Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000002341 toxic gas Substances 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 238000006276 transfer reaction Methods 0.000 description 1
- HJHUXWBTVVFLQI-UHFFFAOYSA-N tributyl(methyl)azanium Chemical class CCCC[N+](C)(CCCC)CCCC HJHUXWBTVVFLQI-UHFFFAOYSA-N 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
Classifications
-
- 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
- B01J8/00—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes
- B01J8/005—Separating solid material from the gas/liquid stream
- B01J8/006—Separating solid material from the gas/liquid stream by filtration
-
- A—HUMAN NECESSITIES
- A62—LIFE-SAVING; FIRE-FIGHTING
- A62D—CHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
- A62D3/00—Processes for making harmful chemical substances harmless or less harmful, by effecting a chemical change in the substances
- A62D3/30—Processes for making harmful chemical substances harmless or less harmful, by effecting a chemical change in the substances by reacting with chemical agents
- A62D3/35—Processes for making harmful chemical substances harmless or less harmful, by effecting a chemical change in the substances by reacting with chemical agents by hydrolysis
-
- 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
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
-
- 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
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/0006—Controlling or regulating processes
- B01J19/0013—Controlling the temperature of the process
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0277—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature
- B01J31/0278—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature containing nitrogen as cationic centre
- B01J31/0281—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature containing nitrogen as cationic centre the nitrogen being a ring member
- B01J31/0284—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature containing nitrogen as cationic centre the nitrogen being a ring member of an aromatic ring, e.g. pyridinium
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0277—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature
- B01J31/0298—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature the ionic liquids being characterised by the counter-anions
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
-
- 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
- B01J8/00—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes
- B01J8/005—Separating solid material from the gas/liquid stream
-
- 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
- B01J8/00—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes
- B01J8/005—Separating solid material from the gas/liquid stream
- B01J8/007—Separating solid material from the gas/liquid stream by sedimentation
-
- A—HUMAN NECESSITIES
- A62—LIFE-SAVING; FIRE-FIGHTING
- A62D—CHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
- A62D2203/00—Aspects of processes for making harmful chemical substances harmless, or less harmful, by effecting chemical change in the substances
- A62D2203/10—Apparatus specially adapted for treating harmful chemical agents; Details thereof
-
- 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
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
- B01J2231/32—Addition reactions to C=C or C-C triple bonds
- B01J2231/323—Hydrometalation, e.g. bor-, alumin-, silyl-, zirconation or analoguous reactions like carbometalation, hydrocarbation
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Toxicology (AREA)
- General Chemical & Material Sciences (AREA)
- Business, Economics & Management (AREA)
- Emergency Management (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13/396,121 US8673800B2 (en) | 2012-02-14 | 2012-02-14 | Hydrolysis of used ionic liquid catalyst for disposal |
| US13/396,121 | 2012-02-14 | ||
| CN201380009322.6A CN104114193B (zh) | 2012-02-14 | 2013-02-05 | 为处置水解用过的离子液体催化剂 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201380009322.6A Division CN104114193B (zh) | 2012-02-14 | 2013-02-05 | 为处置水解用过的离子液体催化剂 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN105597630A CN105597630A (zh) | 2016-05-25 |
| CN105597630B true CN105597630B (zh) | 2018-02-23 |
Family
ID=48945706
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201610056971.7A Active CN105597630B (zh) | 2012-02-14 | 2013-02-05 | 为处置水解用过的离子液体催化剂 |
| CN201380009322.6A Active CN104114193B (zh) | 2012-02-14 | 2013-02-05 | 为处置水解用过的离子液体催化剂 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201380009322.6A Active CN104114193B (zh) | 2012-02-14 | 2013-02-05 | 为处置水解用过的离子液体催化剂 |
Country Status (10)
| Country | Link |
|---|---|
| US (3) | US8673800B2 (enExample) |
| EP (1) | EP2814515A4 (enExample) |
| KR (2) | KR101956064B1 (enExample) |
| CN (2) | CN105597630B (enExample) |
| AU (1) | AU2013219798B2 (enExample) |
| BR (1) | BR112014019696B1 (enExample) |
| CA (1) | CA2864081C (enExample) |
| MX (1) | MX351851B (enExample) |
| SG (2) | SG11201404453XA (enExample) |
| WO (1) | WO2013122777A1 (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9328296B2 (en) | 2014-03-28 | 2016-05-03 | Uop Llc | Method for recovering entrained ionic liquid from an ionic liquid immiscible phase |
| US20160067668A1 (en) | 2014-09-09 | 2016-03-10 | Chevron U.S.A. Inc. | Cost-effective materials for process units using acidic ionic liquids |
| US10017837B2 (en) | 2014-10-22 | 2018-07-10 | Chevron U.S.A. Inc. | Metallurgical extraction technique to recover platinum group metals from a filter cake |
| US9580770B2 (en) * | 2014-10-22 | 2017-02-28 | Chevron U.S.A. Inc. | Process for preparing a spent catalyst for precious metals recovery |
| US10052510B2 (en) * | 2015-05-27 | 2018-08-21 | Chevron U.S.A. Inc. | Safe unloading and disposal of ionic liquid catalyst contaminated spent solids |
| US20170007993A1 (en) | 2015-07-08 | 2017-01-12 | Chevron U.S.A. Inc. | Sulfur-contaminated ionic liquid catalyzed alklyation |
| US11602737B2 (en) * | 2015-11-05 | 2023-03-14 | Reliance Industries Limited | Metal hydroxide based ionic liquid composition |
| WO2019113513A1 (en) | 2017-12-08 | 2019-06-13 | Baker Hughes, A Ge Company, Llc | Ionic liquid based well asphaltene inhibitors and methods of using the same |
| CN109200978B (zh) * | 2018-03-01 | 2023-06-06 | 中国石油大学(北京) | 处理氯铝酸类离子液体废催化剂和碱性废水的方法和系统 |
| US11213784B2 (en) * | 2018-04-18 | 2022-01-04 | Clairion Ltd. | Process for separation of heavy metals and/or sulfur species from ionic liquids |
| EA202091413A1 (ru) | 2018-07-11 | 2020-09-24 | Бейкер Хьюз Холдингз Ллк | Скважинные ингибиторы асфальтенов на основе ионной жидкости и способы их применения |
| CN111330651B (zh) * | 2018-12-19 | 2022-11-04 | 中国石油天然气集团有限公司 | 废离子液体催化剂处理方法及装置 |
| CN115869579B (zh) * | 2021-09-29 | 2024-06-04 | 中国石油化工股份有限公司 | 氯铝酸废离子液体的固化方法和固化装置 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1375103A (zh) * | 1999-08-19 | 2002-10-16 | 不列颠核燃料公开有限公司 | 循环利用离子液体的方法 |
| CN101360559A (zh) * | 2005-12-20 | 2009-02-04 | 雪佛龙美国公司 | 通过使用金属和酸的加氢作用再生离子液体催化剂 |
| CN101360563A (zh) * | 2005-12-20 | 2009-02-04 | 雪佛龙美国公司 | 离子液体催化剂的再生 |
| CN101426572A (zh) * | 2006-04-21 | 2009-05-06 | 雪佛龙美国公司 | 在不加入氢气的条件下使用金属来再生离子液体催化剂 |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2039363A (en) * | 1930-06-17 | 1936-05-05 | Monsanto Petroleum Chemicals I | Prepared resin |
| US2062845A (en) * | 1930-06-17 | 1936-12-01 | Monsanto Petroleum Chemicals I | Prepared resin |
| US1982708A (en) * | 1932-03-16 | 1934-12-04 | Dayton Synthetic Chemicals Inc | Resin from petroleum hydrocarbons |
| US1963918A (en) * | 1933-06-29 | 1934-06-19 | Standard Oil Co | Pour point depressor |
| US2590436A (en) * | 1948-06-21 | 1952-03-25 | Shell Dev | Method for controlling chemical reactions |
| US2905537A (en) * | 1956-12-17 | 1959-09-22 | Phillips Petroleum Co | Apparatus for hydrolysis of aluminum chloride |
| US2929682A (en) * | 1957-03-28 | 1960-03-22 | Phillips Petroleum Co | Process for the production of hydrogen halide from a friedel-crafts metal halide sludge |
| US4690810A (en) * | 1986-03-26 | 1987-09-01 | Union Carbide Corporation | Disposal process for contaminated chlorosilanes |
| DE19756945C2 (de) | 1997-12-22 | 2000-08-03 | Celanese Chem Europe Gmbh | Nichtwäßrige ionogene Ligandflüssigkeiten, Verfahren zu ihrer Herstellung und ihre Verwendung als Katalysatorbestandteil |
| ES2404532T3 (es) | 2003-08-27 | 2013-05-28 | Proionic Production Of Ionic Substances Gmbh & Co Kg | Procedimiento para la fabricación de líquidos iónicos, sólidos iónicos o mezclas de los mismos |
| WO2006063508A1 (fr) | 2004-12-13 | 2006-06-22 | Accelergy Shanghai R & D Center | Procede et systeme de traitement de liquides ioniques par electrophorese capillaire |
| US20060260064A1 (en) | 2005-05-23 | 2006-11-23 | Luckman Joel A | Methods and apparatus for laundering with aqueous and non-aqueous working fluid |
| CN100375103C (zh) * | 2005-09-12 | 2008-03-12 | 全观友 | 对带电子标签的装置的监护方法 |
| US7807597B2 (en) | 2008-04-08 | 2010-10-05 | Chevron U.S.A. Inc. | Regeneration of ionic liquid catalyst using a regeneration metal in the presence of added hydrogen |
| US7691771B2 (en) | 2005-12-20 | 2010-04-06 | Chevron U.S.A. Inc. | Regeneration of ionic liquid catalyst by hydrogenation using a supported catalyst |
| US7732363B2 (en) | 2005-12-20 | 2010-06-08 | Chevron U.S.A. Inc. | Regeneration of acidic catalysts |
| US9267214B2 (en) | 2008-02-11 | 2016-02-23 | Board Of Trustees Of The University Of Alabama | Aluminum recovery process |
| US20100126948A1 (en) | 2008-11-26 | 2010-05-27 | Chevron U.S.A. Inc. | Filtering process and system to remove aici3 particulates from ionic liquid |
| US8658426B2 (en) * | 2008-11-26 | 2014-02-25 | Chevron U.S.A. Inc. | Monitoring of ionic liquid catalyst deactivation |
| US20100147740A1 (en) | 2008-12-16 | 2010-06-17 | Chevron U.S.A Inc | Recovery and use of conjunct polymers from ionic liquid catalysts |
| US8012899B2 (en) * | 2008-12-23 | 2011-09-06 | Chevron U.S.A. Inc. | Recycling of ionic liquid catalyst |
| US8067644B2 (en) | 2009-12-18 | 2011-11-29 | The Procter & Gamble Company | Process for conducting an organic reaction in ionic liquids |
| CN102234170B (zh) | 2010-04-29 | 2012-08-22 | 安徽合协生态环境科技有限公司 | 一种快速降低污泥含水率的处理方法及其装置 |
-
2012
- 2012-02-14 US US13/396,121 patent/US8673800B2/en active Active
- 2012-10-26 US US13/662,250 patent/US20130209324A1/en not_active Abandoned
-
2013
- 2013-02-05 KR KR1020147031863A patent/KR101956064B1/ko active Active
- 2013-02-05 BR BR112014019696-6A patent/BR112014019696B1/pt active IP Right Grant
- 2013-02-05 CN CN201610056971.7A patent/CN105597630B/zh active Active
- 2013-02-05 CA CA2864081A patent/CA2864081C/en active Active
- 2013-02-05 AU AU2013219798A patent/AU2013219798B2/en not_active Ceased
- 2013-02-05 KR KR1020147022535A patent/KR101497889B1/ko active Active
- 2013-02-05 EP EP13749283.1A patent/EP2814515A4/en active Pending
- 2013-02-05 WO PCT/US2013/024728 patent/WO2013122777A1/en not_active Ceased
- 2013-02-05 CN CN201380009322.6A patent/CN104114193B/zh active Active
- 2013-02-05 SG SG11201404453XA patent/SG11201404453XA/en unknown
- 2013-02-05 MX MX2014009535A patent/MX351851B/es active IP Right Grant
- 2013-02-05 SG SG10201505157SA patent/SG10201505157SA/en unknown
-
2014
- 2014-08-13 US US14/458,553 patent/US9216393B2/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1375103A (zh) * | 1999-08-19 | 2002-10-16 | 不列颠核燃料公开有限公司 | 循环利用离子液体的方法 |
| CN101360559A (zh) * | 2005-12-20 | 2009-02-04 | 雪佛龙美国公司 | 通过使用金属和酸的加氢作用再生离子液体催化剂 |
| CN101360563A (zh) * | 2005-12-20 | 2009-02-04 | 雪佛龙美国公司 | 离子液体催化剂的再生 |
| CN101426572A (zh) * | 2006-04-21 | 2009-05-06 | 雪佛龙美国公司 | 在不加入氢气的条件下使用金属来再生离子液体催化剂 |
Non-Patent Citations (1)
| Title |
|---|
| Hydrolysis and Partial Recycling of a Chloroaluminate Ionic Liquid;Ming-Hong Fang，Li-Sheng Wang;《INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES》;20070604;第8卷(第6期);第470-477页 * |
Also Published As
| Publication number | Publication date |
|---|---|
| SG10201505157SA (en) | 2015-07-30 |
| BR112014019696A8 (pt) | 2017-07-11 |
| KR101497889B1 (ko) | 2015-03-02 |
| US9216393B2 (en) | 2015-12-22 |
| BR112014019696B1 (pt) | 2019-11-12 |
| KR101956064B1 (ko) | 2019-03-11 |
| CA2864081C (en) | 2017-04-25 |
| CA2864081A1 (en) | 2013-08-22 |
| AU2013219798A1 (en) | 2014-08-14 |
| US20140350321A1 (en) | 2014-11-27 |
| SG11201404453XA (en) | 2014-08-28 |
| CN105597630A (zh) | 2016-05-25 |
| MX351851B (es) | 2017-10-31 |
| WO2013122777A8 (en) | 2013-11-07 |
| US20130209324A1 (en) | 2013-08-15 |
| EP2814515A1 (en) | 2014-12-24 |
| CN104114193B (zh) | 2016-02-03 |
| MX2014009535A (es) | 2014-09-12 |
| KR20140139136A (ko) | 2014-12-04 |
| BR112014019696A2 (enExample) | 2017-06-20 |
| EP2814515A4 (en) | 2015-10-21 |
| US20130211175A1 (en) | 2013-08-15 |
| CN104114193A (zh) | 2014-10-22 |
| WO2013122777A1 (en) | 2013-08-22 |
| AU2013219798B2 (en) | 2015-01-29 |
| KR20140122246A (ko) | 2014-10-17 |
| US8673800B2 (en) | 2014-03-18 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN105597630B (zh) | 为处置水解用过的离子液体催化剂 | |
| Wang et al. | Isobutane/butene alkylation catalyzed by ionic liquids: a more sustainable process for clean oil production | |
| Brown et al. | Lewis acidic ionic liquids | |
| KR101456737B1 (ko) | 이온성 액체 촉매 재생을 위한 시스템 및 장치 | |
| AU2010280708B8 (en) | Process for preparing an alkylate | |
| JP6356221B2 (ja) | イオン性液体化合物 | |
| CN101925408A (zh) | 离子液体催化剂的再生方法 | |
| AU2006333473A1 (en) | Ionic liquid catalyst having enhanced activity | |
| KR20100103843A (ko) | 탄화수소 생성물 중의 유기 할라이드 오염의 감소 | |
| WO2000026261A1 (en) | Method of removing and recovering boron trifluoride with metal fluoride and process for polyolefin production using the same | |
| KR101872798B1 (ko) | 이온성 액체-용매 복합체, 이의 제조와 용도 | |
| CN107646055A (zh) | 离子液体催化剂污染的废固体的安全卸载和处置 | |
| AU2014262170B2 (en) | Hydrolysis of used ionic liquid catalyst for disposal | |
| JP2000135402A (ja) | フッ化ストロンチウムを使用した三フッ化ホウ素の除去方法および回収方法 | |
| JP2000135403A (ja) | フッ化バリウムを使用した三フッ化ホウ素の除去方法および回収方法 | |
| JP2000109313A (ja) | フッ化カルシウムを使用した三フッ化ホウ素の除去方法および回収方法 | |
| JP2000256412A (ja) | ポリブチレンの製造方法 | |
| Martin et al. | Lithium ion extraction methods | |
| JP2000256416A (ja) | オレフィンオリゴマーの製造方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |