BR9901495B1 - processo catalìtico para hidrogenar compostos aromáticos presentes em uma carga contendo hidrocarbonetos com hidrogênio sob condições de hidrogenação. - Google Patents
processo catalìtico para hidrogenar compostos aromáticos presentes em uma carga contendo hidrocarbonetos com hidrogênio sob condições de hidrogenação. Download PDFInfo
- Publication number
- BR9901495B1 BR9901495B1 BRPI9901495-5A BR9901495A BR9901495B1 BR 9901495 B1 BR9901495 B1 BR 9901495B1 BR 9901495 A BR9901495 A BR 9901495A BR 9901495 B1 BR9901495 B1 BR 9901495B1
- Authority
- BR
- Brazil
- Prior art keywords
- catalyst
- process according
- group
- silicon
- platinum
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 33
- 238000005984 hydrogenation reaction Methods 0.000 title claims description 17
- 150000001491 aromatic compounds Chemical class 0.000 title claims description 6
- 230000003197 catalytic effect Effects 0.000 title claims description 3
- 239000004215 Carbon black (E152) Substances 0.000 title claims 3
- 229930195733 hydrocarbon Natural products 0.000 title claims 3
- 150000002430 hydrocarbons Chemical class 0.000 title claims 3
- 239000003054 catalyst Substances 0.000 claims description 153
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 60
- 229910052710 silicon Inorganic materials 0.000 claims description 31
- 229910052796 boron Inorganic materials 0.000 claims description 28
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 26
- 229910052697 platinum Inorganic materials 0.000 claims description 26
- 239000010703 silicon Substances 0.000 claims description 26
- 238000001035 drying Methods 0.000 claims description 24
- 239000000460 chlorine Substances 0.000 claims description 23
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 22
- 229910052801 chlorine Inorganic materials 0.000 claims description 22
- 229910052698 phosphorus Inorganic materials 0.000 claims description 20
- 239000002243 precursor Substances 0.000 claims description 19
- 238000001354 calcination Methods 0.000 claims description 18
- 238000005470 impregnation Methods 0.000 claims description 17
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 16
- 229910052751 metal Inorganic materials 0.000 claims description 16
- 239000002184 metal Substances 0.000 claims description 16
- 239000011574 phosphorus Substances 0.000 claims description 16
- 229910052731 fluorine Inorganic materials 0.000 claims description 15
- 238000002360 preparation method Methods 0.000 claims description 15
- 239000011159 matrix material Substances 0.000 claims description 14
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 13
- 239000007787 solid Substances 0.000 claims description 12
- 239000011148 porous material Substances 0.000 claims description 10
- 239000001257 hydrogen Substances 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- 239000011737 fluorine Substances 0.000 claims description 7
- 239000000945 filler Substances 0.000 claims description 6
- 150000002739 metals Chemical class 0.000 claims description 5
- 101100156282 Neurospora crassa (strain ATCC 24698 / 74-OR23-1A / CBS 708.71 / DSM 1257 / FGSC 987) vib-1 gene Proteins 0.000 claims description 2
- 239000002019 doping agent Substances 0.000 claims description 2
- 230000000737 periodic effect Effects 0.000 claims description 2
- 238000004064 recycling Methods 0.000 claims description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims 1
- 229910052740 iodine Inorganic materials 0.000 claims 1
- 239000011630 iodine Substances 0.000 claims 1
- 238000005303 weighing Methods 0.000 claims 1
- 239000000243 solution Substances 0.000 description 42
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 39
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 36
- 229910052763 palladium Inorganic materials 0.000 description 19
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 16
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 16
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 14
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 14
- 239000002253 acid Substances 0.000 description 14
- 229910052717 sulfur Inorganic materials 0.000 description 14
- 239000011593 sulfur Substances 0.000 description 14
- 239000007864 aqueous solution Substances 0.000 description 12
- 230000000694 effects Effects 0.000 description 12
- 239000000203 mixture Substances 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- -1 HYDROGEN HYDROGEN Chemical class 0.000 description 11
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 10
- 229910000510 noble metal Inorganic materials 0.000 description 10
- 150000003839 salts Chemical class 0.000 description 10
- 229920006395 saturated elastomer Polymers 0.000 description 10
- WYXIGTJNYDDFFH-UHFFFAOYSA-Q triazanium;borate Chemical compound [NH4+].[NH4+].[NH4+].[O-]B([O-])[O-] WYXIGTJNYDDFFH-UHFFFAOYSA-Q 0.000 description 10
- JKWMSGQKBLHBQQ-UHFFFAOYSA-N diboron trioxide Chemical compound O=BOB=O JKWMSGQKBLHBQQ-UHFFFAOYSA-N 0.000 description 9
- 239000003921 oil Substances 0.000 description 9
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 8
- 125000003118 aryl group Chemical group 0.000 description 8
- 239000000839 emulsion Substances 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- 239000000377 silicon dioxide Substances 0.000 description 8
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 7
- 229920001296 polysiloxane Polymers 0.000 description 7
- 229910002621 H2PtCl6 Inorganic materials 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 6
- 229910052760 oxygen Inorganic materials 0.000 description 6
- 239000001301 oxygen Substances 0.000 description 6
- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 description 5
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 5
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 5
- 238000004458 analytical method Methods 0.000 description 5
- 229910052707 ruthenium Inorganic materials 0.000 description 5
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- QGAVSDVURUSLQK-UHFFFAOYSA-N ammonium heptamolybdate Chemical compound N.N.N.N.N.N.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.[Mo].[Mo].[Mo].[Mo].[Mo].[Mo].[Mo] QGAVSDVURUSLQK-UHFFFAOYSA-N 0.000 description 4
- 229910052681 coesite Inorganic materials 0.000 description 4
- 229910052906 cristobalite Inorganic materials 0.000 description 4
- 210000000416 exudates and transudate Anatomy 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 239000003350 kerosene Substances 0.000 description 4
- 235000011007 phosphoric acid Nutrition 0.000 description 4
- 235000012239 silicon dioxide Nutrition 0.000 description 4
- 229910052682 stishovite Inorganic materials 0.000 description 4
- 229910052905 tridymite Inorganic materials 0.000 description 4
- QMMFVYPAHWMCMS-UHFFFAOYSA-N Dimethyl sulfide Chemical compound CSC QMMFVYPAHWMCMS-UHFFFAOYSA-N 0.000 description 3
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 3
- 238000002441 X-ray diffraction Methods 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000002283 diesel fuel Substances 0.000 description 3
- 229910052750 molybdenum Inorganic materials 0.000 description 3
- 229910017604 nitric acid Inorganic materials 0.000 description 3
- 229910052762 osmium Inorganic materials 0.000 description 3
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 description 3
- 231100000572 poisoning Toxicity 0.000 description 3
- 230000000607 poisoning effect Effects 0.000 description 3
- 229910052703 rhodium Inorganic materials 0.000 description 3
- 239000010948 rhodium Substances 0.000 description 3
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 3
- 230000007928 solubilization Effects 0.000 description 3
- 238000005063 solubilization Methods 0.000 description 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- DDFHBQSCUXNBSA-UHFFFAOYSA-N 5-(5-carboxythiophen-2-yl)thiophene-2-carboxylic acid Chemical compound S1C(C(=O)O)=CC=C1C1=CC=C(C(O)=O)S1 DDFHBQSCUXNBSA-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 2
- 229910004883 Na2SiF6 Inorganic materials 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- 229910021536 Zeolite Inorganic materials 0.000 description 2
- 239000004327 boric acid Substances 0.000 description 2
- 229910052810 boron oxide Inorganic materials 0.000 description 2
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000000446 fuel Substances 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 229910052741 iridium Inorganic materials 0.000 description 2
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 description 2
- 239000011733 molybdenum Substances 0.000 description 2
- JKQOBWVOAYFWKG-UHFFFAOYSA-N molybdenum trioxide Chemical compound O=[Mo](=O)=O JKQOBWVOAYFWKG-UHFFFAOYSA-N 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- OYJSZRRJQJAOFK-UHFFFAOYSA-N palladium ruthenium Chemical compound [Ru].[Pd] OYJSZRRJQJAOFK-UHFFFAOYSA-N 0.000 description 2
- 150000003377 silicon compounds Chemical class 0.000 description 2
- ABTOQLMXBSRXSM-UHFFFAOYSA-N silicon tetrafluoride Chemical compound F[Si](F)(F)F ABTOQLMXBSRXSM-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- QFJIELFEXWAVLU-UHFFFAOYSA-H tetrachloroplatinum(2+) dichloride Chemical compound Cl[Pt](Cl)(Cl)(Cl)(Cl)Cl QFJIELFEXWAVLU-UHFFFAOYSA-H 0.000 description 2
- 229910052721 tungsten Inorganic materials 0.000 description 2
- 239000010937 tungsten Substances 0.000 description 2
- 239000010457 zeolite Substances 0.000 description 2
- MIMUSZHMZBJBPO-UHFFFAOYSA-N 6-methoxy-8-nitroquinoline Chemical compound N1=CC=CC2=CC(OC)=CC([N+]([O-])=O)=C21 MIMUSZHMZBJBPO-UHFFFAOYSA-N 0.000 description 1
- 239000004254 Ammonium phosphate Substances 0.000 description 1
- 238000004438 BET method Methods 0.000 description 1
- WZOLEAVHOKOYST-UHFFFAOYSA-L C(C)(=O)C(C(=O)[O-])C(C)=O.[Pt+2].C(C)(=O)C(C(=O)[O-])C(C)=O Chemical compound C(C)(=O)C(C(=O)[O-])C(C)=O.[Pt+2].C(C)(=O)C(C(=O)[O-])C(C)=O WZOLEAVHOKOYST-UHFFFAOYSA-L 0.000 description 1
- XAYOKEZPTVDGEW-UHFFFAOYSA-N ClOCl.N.[Ru+3] Chemical compound ClOCl.N.[Ru+3] XAYOKEZPTVDGEW-UHFFFAOYSA-N 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- 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 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 229910004014 SiF4 Inorganic materials 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 1
- YPPQDPIIWDQYRY-UHFFFAOYSA-N [Ru].[Rh] Chemical compound [Ru].[Rh] YPPQDPIIWDQYRY-UHFFFAOYSA-N 0.000 description 1
- BMBKWSBTSAKWOL-UHFFFAOYSA-N [Ru].[Rh].[Pt] Chemical compound [Ru].[Rh].[Pt] BMBKWSBTSAKWOL-UHFFFAOYSA-N 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- APUPEJJSWDHEBO-UHFFFAOYSA-P ammonium molybdate Chemical compound [NH4+].[NH4+].[O-][Mo]([O-])(=O)=O APUPEJJSWDHEBO-UHFFFAOYSA-P 0.000 description 1
- 239000011609 ammonium molybdate Substances 0.000 description 1
- 229940010552 ammonium molybdate Drugs 0.000 description 1
- 235000018660 ammonium molybdate Nutrition 0.000 description 1
- ZRIUUUJAJJNDSS-UHFFFAOYSA-N ammonium phosphates Chemical class [NH4+].[NH4+].[NH4+].[O-]P([O-])([O-])=O ZRIUUUJAJJNDSS-UHFFFAOYSA-N 0.000 description 1
- 235000019289 ammonium phosphates Nutrition 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000010692 aromatic oil Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000002902 bimodal effect Effects 0.000 description 1
- 229910001593 boehmite Inorganic materials 0.000 description 1
- 150000001638 boron Chemical class 0.000 description 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000004042 decolorization Methods 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 238000011033 desalting Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 229940104869 fluorosilicate Drugs 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- FAHBNUUHRFUEAI-UHFFFAOYSA-M hydroxidooxidoaluminium Chemical compound O[Al]=O FAHBNUUHRFUEAI-UHFFFAOYSA-M 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 230000035800 maturation Effects 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 229910017464 nitrogen compound Inorganic materials 0.000 description 1
- 150000002830 nitrogen compounds Chemical class 0.000 description 1
- 125000001477 organic nitrogen group Chemical group 0.000 description 1
- GSWAOPJLTADLTN-UHFFFAOYSA-N oxidanimine Chemical class [O-][NH3+] GSWAOPJLTADLTN-UHFFFAOYSA-N 0.000 description 1
- XSKIUFGOTYHDLC-UHFFFAOYSA-N palladium rhodium Chemical compound [Rh].[Pd] XSKIUFGOTYHDLC-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- DHRLEVQXOMLTIM-UHFFFAOYSA-N phosphoric acid;trioxomolybdenum Chemical compound O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.OP(O)(O)=O DHRLEVQXOMLTIM-UHFFFAOYSA-N 0.000 description 1
- IYDGMDWEHDFVQI-UHFFFAOYSA-N phosphoric acid;trioxotungsten Chemical compound O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.OP(O)(O)=O IYDGMDWEHDFVQI-UHFFFAOYSA-N 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- 125000005547 pivalate group Chemical group 0.000 description 1
- PXXKQOPKNFECSZ-UHFFFAOYSA-N platinum rhodium Chemical compound [Rh].[Pt] PXXKQOPKNFECSZ-UHFFFAOYSA-N 0.000 description 1
- CFQCIHVMOFOCGH-UHFFFAOYSA-N platinum ruthenium Chemical compound [Ru].[Pt] CFQCIHVMOFOCGH-UHFFFAOYSA-N 0.000 description 1
- 229920000548 poly(silane) polymer Polymers 0.000 description 1
- 238000002459 porosimetry Methods 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- CGFYHILWFSGVJS-UHFFFAOYSA-N silicic acid;trioxotungsten Chemical compound O[Si](O)(O)O.O=[W]1(=O)O[W](=O)(=O)O[W](=O)(=O)O1.O=[W]1(=O)O[W](=O)(=O)O[W](=O)(=O)O1.O=[W]1(=O)O[W](=O)(=O)O[W](=O)(=O)O1.O=[W]1(=O)O[W](=O)(=O)O[W](=O)(=O)O1 CGFYHILWFSGVJS-UHFFFAOYSA-N 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G45/00—Refining of hydrocarbon oils using hydrogen or hydrogen-generating compounds
- C10G45/44—Hydrogenation of the aromatic hydrocarbons
- C10G45/46—Hydrogenation of the aromatic hydrocarbons characterised by the catalyst used
- C10G45/52—Hydrogenation of the aromatic hydrocarbons characterised by the catalyst used containing platinum group metals or compounds 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
- B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
- B01J21/02—Boron or aluminium; Oxides or hydroxides 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
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
-
- 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
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
- B01J23/42—Platinum
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G49/00—Treatment of hydrocarbon oils, in the presence of hydrogen or hydrogen-generating compounds, not provided for in a single one of groups C10G45/02, C10G45/32, C10G45/44, C10G45/58 or C10G47/00
- C10G49/02—Treatment of hydrocarbon oils, in the presence of hydrogen or hydrogen-generating compounds, not provided for in a single one of groups C10G45/02, C10G45/32, C10G45/44, C10G45/58 or C10G47/00 characterised by the catalyst used
- C10G49/06—Treatment of hydrocarbon oils, in the presence of hydrogen or hydrogen-generating compounds, not provided for in a single one of groups C10G45/02, C10G45/32, C10G45/44, C10G45/58 or C10G47/00 characterised by the catalyst used containing platinum group metals or compounds thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Materials Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Catalysts (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9805846A FR2778341B1 (fr) | 1998-05-07 | 1998-05-07 | Catalyseur a base d'un metal noble du groupe viii contenant du bore et/ou du silicium et son utilisation en hydrotraitement de charge hydrocarbonees |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| BR9901495A BR9901495A (pt) | 2000-04-11 |
| BR9901495B1 true BR9901495B1 (pt) | 2010-11-30 |
Family
ID=9526165
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BRPI9901495-5A BR9901495B1 (pt) | 1998-05-07 | 1999-05-06 | processo catalìtico para hidrogenar compostos aromáticos presentes em uma carga contendo hidrocarbonetos com hidrogênio sob condições de hidrogenação. |
Country Status (5)
| Country | Link |
|---|---|
| US (2) | US6207870B1 (https=) |
| EP (1) | EP0955089A1 (https=) |
| JP (1) | JP4543348B2 (https=) |
| BR (1) | BR9901495B1 (https=) |
| FR (1) | FR2778341B1 (https=) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2841798B1 (fr) * | 2002-07-03 | 2005-03-04 | Inst Francais Du Petrole | Catalyseur d'hydrotraitement contenant un compose organique azote et son utilisation |
| FR2843050B1 (fr) * | 2002-08-01 | 2005-04-15 | Inst Francais Du Petrole | Catalyseur a base de metaux du groupe vi et du groupe viii presents au moins en partie sous la forme d'heteropolyanions dans le precurseur oxyde |
| KR100647307B1 (ko) * | 2004-12-23 | 2006-11-23 | 삼성에스디아이 주식회사 | 양성자 전도체와 이를 이용한 전기화학장치 |
| CA2593533C (en) * | 2005-01-14 | 2012-07-10 | Exxonmobil Chemical Patents Inc. | Ultra pure fluids |
| EP2376224A1 (en) * | 2008-12-18 | 2011-10-19 | Saudi Basic Industries Corporation | Selective catalytic hydrogenation of alkynes to corresponding alkenes |
| BRPI1009225A2 (pt) | 2009-03-04 | 2019-04-16 | Chevron Phillips Chemical Co Lp | catalisador de hidrogenação seletiva e métodos de fabricação e uso do mesmo. |
| CN102438745A (zh) | 2009-04-21 | 2012-05-02 | 阿尔比马尔欧洲有限公司 | 含有磷和硼的氢化处理催化剂 |
| CN102408297B (zh) * | 2010-09-21 | 2014-02-05 | 中国石油化工股份有限公司 | 苯加氢制备环己烷的方法 |
| CN102408290B (zh) * | 2010-09-21 | 2014-05-28 | 中国石油化工股份有限公司 | 不饱和烃加氢饱和为烷烃的方法 |
| CN102407118B (zh) * | 2010-09-21 | 2013-06-05 | 中国石油化工股份有限公司 | 不饱和烃加氢的催化剂及其应用 |
| CN102408299B (zh) * | 2010-09-21 | 2014-04-02 | 中国石油化工股份有限公司 | 在苯乙烯存在下脱除苯乙炔的方法 |
| CN103071490A (zh) * | 2011-10-26 | 2013-05-01 | 中国石油化工股份有限公司 | 一种用于不饱和烃加氢的钯催化剂及其应用 |
| EP2586527A1 (en) * | 2011-10-31 | 2013-05-01 | Bharat Petroleum Corporation Limited | Catalyst compositions for conversion of vegetable oils to hydrocarbon products in the diesel boiling range and process of preparation thereof |
| FR2990882B1 (fr) | 2012-05-24 | 2015-05-15 | IFP Energies Nouvelles | Procede de preparation d'un catalyseur a base d'un metal du groupe viii et contenant du silicium et procede d'hydrogenation selective mettant en oeuvre ledit catalyseur |
| EP2890495A2 (en) * | 2012-08-29 | 2015-07-08 | Indian Oil Corporation Ltd | Hydrotreating catalyst and process for preparing the same |
| CN116060082B (zh) * | 2021-10-31 | 2024-05-03 | 中国石油化工股份有限公司 | 一种多环芳烃加氢催化剂及其制备方法 |
Family Cites Families (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3127356A (en) * | 1964-03-31 | Process for the preparation of hydro- | ||
| US3770616A (en) * | 1970-05-15 | 1973-11-06 | Asahi Chemical Ind | Method of reforming hydrocarbons |
| US3711566A (en) * | 1970-11-25 | 1973-01-16 | Texaco Inc | Aromatic hydrogenation |
| US3755148A (en) * | 1971-04-01 | 1973-08-28 | Union Oil Co | Hydrocarbon hydrogenation |
| JPS5227086A (en) * | 1975-08-28 | 1977-03-01 | Nissan Motor Co Ltd | Catalyst for purification of exhaust gas |
| US4080284A (en) * | 1976-04-12 | 1978-03-21 | Mobil Oil Corporation | Hydrocarbon conversion with modified solid catalyst materials |
| JPS5924661B2 (ja) * | 1977-06-23 | 1984-06-11 | 千代田化工建設株式会社 | 重質油の水素化精製用触媒の製造方法 |
| JPS595011B2 (ja) * | 1979-11-27 | 1984-02-02 | 千代田化工建設株式会社 | 重質炭化水素油の水素化処理用触媒ならびにその製法 |
| US4483767A (en) * | 1980-12-04 | 1984-11-20 | Uop Inc. | Catalytic reforming with a platinum group and phosphorus-containing composition |
| FR2564006B1 (fr) * | 1984-05-10 | 1988-05-20 | Inst Francais Du Petrole | Catalyseur supporte, son procede de preparation et son application a l'hydrocraquage de coupes petrolieres lourdes |
| JPH0626673B2 (ja) * | 1985-09-30 | 1994-04-13 | 三菱化成株式会社 | 水素化脱硫・水素化分解能を有する触媒 |
| JPH0474535A (ja) * | 1990-06-21 | 1992-03-09 | Toyota Central Res & Dev Lab Inc | 排気ガス浄化用触媒およびその製造方法 |
| US5171910A (en) * | 1990-09-04 | 1992-12-15 | Exxon Research And Engineering Company | Stationary aqueous acid phase transition metal catalysts for reduction of aromatics (C-2503) |
| US5259948A (en) * | 1991-04-29 | 1993-11-09 | Uop | Hydrocarbon conversion process using a novel silicon enhanced amorphous silica-alumina |
| US5200382A (en) * | 1991-11-15 | 1993-04-06 | Exxon Research And Engineering Company | Catalyst comprising thin shell of catalytically active material bonded onto an inert core |
| US5496467A (en) * | 1992-12-04 | 1996-03-05 | Degussa Aktiengesellschaft | Method for the catalytic reforming of naphtha |
| BR9404315A (pt) * | 1993-11-04 | 1995-07-04 | Shell Int Research | Catalisador, processo para sua preparação e processo para hidroconversão de hidrocarboneto. |
| MY113914A (en) * | 1995-06-16 | 2002-06-29 | Inst Francais Du Petrole | Process for catalytic conversion of hydrocarbons into aromatic compounds with a catalyst containing silicon |
| FR2736063B1 (fr) * | 1995-06-27 | 1997-08-14 | Inst Francais Du Petrole | Procede d'hydrogenation d'aromatiques avec injection de chlore sur des catalyseurs a base de metal noble |
| JP3634041B2 (ja) * | 1995-12-26 | 2005-03-30 | 財団法人石油産業活性化センター | 軽油の高品質化処理法 |
| US5763721A (en) * | 1996-12-12 | 1998-06-09 | Phillips Petroleum Company | Hydrodealkylation of C9+ aromatic compounds |
| EP0848992B1 (fr) * | 1996-12-17 | 2002-03-27 | Institut Francais Du Petrole | Catalyseur contenant du bore et du silicium et son utilisation en hydrotraitement de charges hydrocarbonées |
| JPH10180100A (ja) * | 1996-12-24 | 1998-07-07 | Sekiyu Sangyo Kasseika Center | 炭化水素油の水素化処理用触媒及び軽油の水素化処理方法 |
| US5907074A (en) * | 1997-01-13 | 1999-05-25 | Phillips Petroleum Company | Catalyst composition and processes therefor and therewith |
| FR2758278B1 (fr) * | 1997-01-15 | 1999-02-19 | Inst Francais Du Petrole | Catalyseur comprenant un sulfure mixte et utilisation en hydroraffinage et hydroconversion d'hydrocarbures |
-
1998
- 1998-05-07 FR FR9805846A patent/FR2778341B1/fr not_active Expired - Fee Related
-
1999
- 1999-04-26 EP EP99401021A patent/EP0955089A1/fr not_active Ceased
- 1999-05-06 BR BRPI9901495-5A patent/BR9901495B1/pt not_active IP Right Cessation
- 1999-05-06 US US09/305,480 patent/US6207870B1/en not_active Expired - Lifetime
- 1999-05-07 JP JP12699399A patent/JP4543348B2/ja not_active Expired - Fee Related
-
2000
- 2000-02-25 US US09/513,177 patent/US6541417B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JP4543348B2 (ja) | 2010-09-15 |
| BR9901495A (pt) | 2000-04-11 |
| JP2000051695A (ja) | 2000-02-22 |
| US20020082165A1 (en) | 2002-06-27 |
| FR2778341B1 (fr) | 2000-06-09 |
| US6207870B1 (en) | 2001-03-27 |
| US6541417B2 (en) | 2003-04-01 |
| EP0955089A1 (fr) | 1999-11-10 |
| FR2778341A1 (fr) | 1999-11-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| BR9901495B1 (pt) | processo catalìtico para hidrogenar compostos aromáticos presentes em uma carga contendo hidrocarbonetos com hidrogênio sob condições de hidrogenação. | |
| EP1262234B1 (en) | Hydrogenation catalyst for aromatic hydrocarbons contained in hydrocarbon oils | |
| JP4055088B2 (ja) | ホウ素およびケイ素を含む触媒および炭化水素仕込原料の水素化処理におけるその使用 | |
| US6500330B2 (en) | Hydrocracking process with catalyst comprising a zeolite Y not globally dealuminized, an element of group VB, and a promoter element of boron, phosphorus and silicon | |
| JP4088731B2 (ja) | 炭化水素留分の水素化クラッキング触媒および方法 | |
| US6231750B1 (en) | Hydrocracking catalyst comprising a beta zeolite and a group VB element | |
| EP2404667B1 (en) | A hydrocracking catalyst, process for preparing the same and use thereof | |
| TWI443185B (zh) | 使用β沸石之選擇性氫化裂解方法 | |
| US7300900B2 (en) | Catalyst comprising at least one zeolite chosen from ZBM-30, SM-48 EU-2 and EU-11 and at least one Y zeolite and process of hydroconversion of hydrocarbon charges using such a catalyst | |
| US20050197249A1 (en) | Catalyst carrier and catalyst composition, processes for their preparation and their use | |
| CA2293649C (en) | Hydrogenation catalyst with high sulphur tolerance | |
| US20090139901A1 (en) | Two-step process for desulphurizing olefinic gasolines comprising arsenic | |
| WO2007101883A1 (en) | Catalyst and hydrotreating process | |
| KR20070004829A (ko) | 고체산 촉매 및 그 사용방법 | |
| BR112014014895B1 (pt) | processo de preparo de um catalisador e processo de hidroconversão de cargas hidrocarbonadas, utilizando o catalisador preparado | |
| JP4644763B2 (ja) | 水素化分解に有用なケイ素含有ｙ型ゼオライトベース触媒 | |
| KR20000058174A (ko) | 제올라이트 ｉｍ-5를 포함하는 촉매를 사용한 수소화 분해방법 및 제올라이트 ｉｍ-5와 조촉매 원소를 포함하는 촉매 | |
| KR19990072702A (ko) | Ｎｕ-88제올라이트와ｖｂ족원소를포함하는촉매및그촉매를탄화수소함유석유공급원료의수소첨가전환반응에사용하는방법 | |
| JP2000051695A5 (https=) | ||
| BR112016028805B1 (pt) | Processo de hidrotratamento de pelo menos uma carga hidrocarbonada que apresenta uma temperatura média ponderada | |
| KR100754809B1 (ko) | 부분 무정형 제올라이트 ｙ를 함유하는 촉매 및 이것을탄화수소 오일 공급원료의 수소화 전환 반응에 사용하는방법 | |
| ES2205717T3 (es) | Catalizador que comprende una zeolita seleccinada entre el grupo formado por las zeolitas nu-85, y nu-87 y su utilizacion en hidroconversion de cargas petroliferas hidrocarbonadas. | |
| US20200338532A1 (en) | Aromatization Catalyst and Methods of Making and Using Same | |
| JP4780537B2 (ja) | 部分非晶質ゼオライトｙおよび第ｖｂ族元素を含む触媒、並びに炭化水素石油仕込原料の水素化転換および水素化精製におけるその使用 | |
| KR19990088061A (ko) | 전체적으로탈알루미늄화되지않은ｙ제올라이트,붕소및/또는실리콘을기초로하는촉매및하이드로크랙킹방법 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| B07A | Application suspended after technical examination (opinion) [chapter 7.1 patent gazette] | ||
| B06A | Patent application procedure suspended [chapter 6.1 patent gazette] | ||
| B09A | Decision: intention to grant [chapter 9.1 patent gazette] | ||
| B16A | Patent or certificate of addition of invention granted [chapter 16.1 patent gazette] |
Free format text: PRAZO DE VALIDADE: 10 (DEZ) ANOS CONTADOS A PARTIR DE 30/11/2010, OBSERVADAS AS CONDICOES LEGAIS. |
|
| B21F | Lapse acc. art. 78, item iv - on non-payment of the annual fees in time | ||
| B24J | Lapse because of non-payment of annual fees (definitively: art 78 iv lpi, resolution 113/2013 art. 12) |