JPH06100871A - 改良された水素化転化法 - Google Patents
改良された水素化転化法Info
- Publication number
- JPH06100871A JPH06100871A JP5151949A JP15194993A JPH06100871A JP H06100871 A JPH06100871 A JP H06100871A JP 5151949 A JP5151949 A JP 5151949A JP 15194993 A JP15194993 A JP 15194993A JP H06100871 A JPH06100871 A JP H06100871A
- Authority
- JP
- Japan
- Prior art keywords
- oil
- metal
- catalyst
- molybdenum
- boiling
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims abstract description 25
- 239000003921 oil Substances 0.000 claims abstract description 68
- 229910052751 metal Inorganic materials 0.000 claims abstract description 66
- 239000002184 metal Substances 0.000 claims abstract description 66
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 42
- 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 42
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 39
- 150000001875 compounds Chemical class 0.000 claims abstract description 39
- 238000009835 boiling Methods 0.000 claims abstract description 26
- 238000006243 chemical reaction Methods 0.000 claims abstract description 24
- 239000011148 porous material Substances 0.000 claims abstract description 22
- 239000007787 solid Substances 0.000 claims abstract description 20
- 239000002638 heterogeneous catalyst Substances 0.000 claims abstract description 19
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims abstract description 17
- 239000001257 hydrogen Substances 0.000 claims description 26
- 229910052739 hydrogen Inorganic materials 0.000 claims description 26
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 25
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 20
- 229910052799 carbon Inorganic materials 0.000 claims description 19
- 230000001965 increasing effect Effects 0.000 claims description 13
- 150000002736 metal compounds Chemical class 0.000 claims description 13
- 238000011065 in-situ storage Methods 0.000 claims description 7
- 230000003197 catalytic effect Effects 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 abstract description 44
- 229910052750 molybdenum Inorganic materials 0.000 abstract description 38
- 229910052717 sulfur Inorganic materials 0.000 abstract description 14
- 239000000295 fuel oil Substances 0.000 abstract description 6
- 229910052759 nickel Inorganic materials 0.000 abstract description 6
- 150000002739 metals Chemical class 0.000 abstract description 5
- 229910052757 nitrogen Inorganic materials 0.000 abstract description 4
- 239000000126 substance Substances 0.000 abstract description 4
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 abstract description 3
- ZAMXQXCSMBMVRG-UHFFFAOYSA-J molybdenum(4+) naphthalene-1-carboxylate Chemical compound C1(=CC=CC2=CC=CC=C12)C(=O)[O-].[Mo+4].C1(=CC=CC2=CC=CC=C12)C(=O)[O-].C1(=CC=CC2=CC=CC=C12)C(=O)[O-].C1(=CC=CC2=CC=CC=C12)C(=O)[O-] ZAMXQXCSMBMVRG-UHFFFAOYSA-J 0.000 abstract 1
- 239000011733 molybdenum Substances 0.000 description 37
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 23
- 239000000203 mixture Substances 0.000 description 14
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 13
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 13
- 239000011593 sulfur Substances 0.000 description 13
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 12
- 238000001994 activation Methods 0.000 description 11
- 150000003839 salts Chemical class 0.000 description 11
- 230000004913 activation Effects 0.000 description 10
- 230000008569 process Effects 0.000 description 10
- 230000001186 cumulative effect Effects 0.000 description 7
- 239000007789 gas Substances 0.000 description 7
- 229910052742 iron Inorganic materials 0.000 description 7
- 239000010936 titanium Substances 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 6
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 6
- 239000010779 crude oil Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 238000005984 hydrogenation reaction Methods 0.000 description 6
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 6
- -1 asphaltene Substances 0.000 description 5
- 239000011651 chromium Substances 0.000 description 5
- 239000000571 coke Substances 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 230000003134 recirculating effect Effects 0.000 description 5
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical group [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 4
- 239000003426 co-catalyst Substances 0.000 description 4
- 229910017052 cobalt Inorganic materials 0.000 description 4
- 239000010941 cobalt Substances 0.000 description 4
- WQOXQRCZOLPYPM-UHFFFAOYSA-N dimethyl disulfide Chemical compound CSSC WQOXQRCZOLPYPM-UHFFFAOYSA-N 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 239000011572 manganese Substances 0.000 description 4
- 239000010955 niobium Substances 0.000 description 4
- 229910000510 noble metal Inorganic materials 0.000 description 4
- 239000010948 rhodium Substances 0.000 description 4
- 229910052719 titanium Inorganic materials 0.000 description 4
- 229910052720 vanadium Inorganic materials 0.000 description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 229910052804 chromium Inorganic materials 0.000 description 3
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 3
- 239000010949 copper Substances 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 239000011777 magnesium Substances 0.000 description 3
- VSZWPYCFIRKVQL-UHFFFAOYSA-N selanylidenegallium;selenium Chemical compound [Se].[Se]=[Ga].[Se]=[Ga] VSZWPYCFIRKVQL-UHFFFAOYSA-N 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 3
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 2
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000008186 active pharmaceutical agent Substances 0.000 description 2
- 239000010692 aromatic oil Substances 0.000 description 2
- 229910052797 bismuth Inorganic materials 0.000 description 2
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 2
- 238000001354 calcination Methods 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 229910052735 hafnium Inorganic materials 0.000 description 2
- VBJZVLUMGGDVMO-UHFFFAOYSA-N hafnium atom Chemical compound [Hf] VBJZVLUMGGDVMO-UHFFFAOYSA-N 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 229910000037 hydrogen sulfide Inorganic materials 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
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 229910052748 manganese Inorganic materials 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- GEMHFKXPOCTAIP-UHFFFAOYSA-N n,n-dimethyl-n'-phenylcarbamimidoyl chloride Chemical compound CN(C)C(Cl)=NC1=CC=CC=C1 GEMHFKXPOCTAIP-UHFFFAOYSA-N 0.000 description 2
- 229910052758 niobium Inorganic materials 0.000 description 2
- GUCVJGMIXFAOAE-UHFFFAOYSA-N niobium atom Chemical compound [Nb] GUCVJGMIXFAOAE-UHFFFAOYSA-N 0.000 description 2
- 229910052762 osmium Inorganic materials 0.000 description 2
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 description 2
- 229910052763 palladium Inorganic materials 0.000 description 2
- 229910052697 platinum Inorganic materials 0.000 description 2
- 229910052702 rhenium Inorganic materials 0.000 description 2
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 description 2
- 229910052703 rhodium Inorganic materials 0.000 description 2
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 2
- 229910052707 ruthenium Inorganic materials 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052715 tantalum Inorganic materials 0.000 description 2
- GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical compound [Ta] GUVRBAGPIYLISA-UHFFFAOYSA-N 0.000 description 2
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 2
- 229910052721 tungsten Inorganic materials 0.000 description 2
- 239000010937 tungsten Substances 0.000 description 2
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 description 2
- 229910052726 zirconium Inorganic materials 0.000 description 2
- DKIJBUAXSIPIKK-UHFFFAOYSA-J C(CCCCC)(=O)[O-].[Mo+4].C(CCCCC)(=O)[O-].C(CCCCC)(=O)[O-].C(CCCCC)(=O)[O-] Chemical compound C(CCCCC)(=O)[O-].[Mo+4].C(CCCCC)(=O)[O-].C(CCCCC)(=O)[O-].C(CCCCC)(=O)[O-] DKIJBUAXSIPIKK-UHFFFAOYSA-J 0.000 description 1
- CLLMBHCKCCOJQC-UHFFFAOYSA-J C(CCCCCCCCCCCCC)(=O)[O-].[Mo+4].C(CCCCCCCCCCCCC)(=O)[O-].C(CCCCCCCCCCCCC)(=O)[O-].C(CCCCCCCCCCCCC)(=O)[O-] Chemical compound C(CCCCCCCCCCCCC)(=O)[O-].[Mo+4].C(CCCCCCCCCCCCC)(=O)[O-].C(CCCCCCCCCCCCC)(=O)[O-].C(CCCCCCCCCCCCC)(=O)[O-] CLLMBHCKCCOJQC-UHFFFAOYSA-J 0.000 description 1
- OOEZIAXUILASOW-UHFFFAOYSA-J C1(=CC=CC=C1)S(=O)(=O)[O-].[Mo+4].C1(=CC=CC=C1)S(=O)(=O)[O-].C1(=CC=CC=C1)S(=O)(=O)[O-].C1(=CC=CC=C1)S(=O)(=O)[O-] Chemical compound C1(=CC=CC=C1)S(=O)(=O)[O-].[Mo+4].C1(=CC=CC=C1)S(=O)(=O)[O-].C1(=CC=CC=C1)S(=O)(=O)[O-].C1(=CC=CC=C1)S(=O)(=O)[O-] OOEZIAXUILASOW-UHFFFAOYSA-J 0.000 description 1
- RIDXAPCAYFXSEU-UHFFFAOYSA-L C1(=CC=CC=C1)S(=O)[O-].[Fe+2].C1(=CC=CC=C1)S(=O)[O-] Chemical compound C1(=CC=CC=C1)S(=O)[O-].[Fe+2].C1(=CC=CC=C1)S(=O)[O-] RIDXAPCAYFXSEU-UHFFFAOYSA-L 0.000 description 1
- ZLRMHTMPNNYIIU-UHFFFAOYSA-J C1(=CC=CC=C1)S(=O)[O-].[Mo+4].C1(=CC=CC=C1)S(=O)[O-].C1(=CC=CC=C1)S(=O)[O-].C1(=CC=CC=C1)S(=O)[O-] Chemical compound C1(=CC=CC=C1)S(=O)[O-].[Mo+4].C1(=CC=CC=C1)S(=O)[O-].C1(=CC=CC=C1)S(=O)[O-].C1(=CC=CC=C1)S(=O)[O-] ZLRMHTMPNNYIIU-UHFFFAOYSA-J 0.000 description 1
- PWQNJLVWZHFJBL-UHFFFAOYSA-J CC1=CC=C(C(=O)[O-])C=C1.[Mo+4].CC1=CC=C(C(=O)[O-])C=C1.CC1=CC=C(C(=O)[O-])C=C1.CC1=CC=C(C(=O)[O-])C=C1 Chemical compound CC1=CC=C(C(=O)[O-])C=C1.[Mo+4].CC1=CC=C(C(=O)[O-])C=C1.CC1=CC=C(C(=O)[O-])C=C1.CC1=CC=C(C(=O)[O-])C=C1 PWQNJLVWZHFJBL-UHFFFAOYSA-J 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical group [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group 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
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- IBXOEKXWTOFALE-UHFFFAOYSA-J [Fe+2].[Fe+2].C(CN(C(=O)[O-])C(=O)[O-])N(C(=O)[O-])C(=O)[O-] Chemical compound [Fe+2].[Fe+2].C(CN(C(=O)[O-])C(=O)[O-])N(C(=O)[O-])C(=O)[O-] IBXOEKXWTOFALE-UHFFFAOYSA-J 0.000 description 1
- RYZGGGMGTVKVLI-UHFFFAOYSA-N [Mo].[CH]1C=CC=C1 Chemical compound [Mo].[CH]1C=CC=C1 RYZGGGMGTVKVLI-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 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 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
- 229910052785 arsenic Inorganic materials 0.000 description 1
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical group [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 229910052790 beryllium Inorganic materials 0.000 description 1
- ATBAMAFKBVZNFJ-UHFFFAOYSA-N beryllium atom Chemical group [Be] ATBAMAFKBVZNFJ-UHFFFAOYSA-N 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229910002090 carbon oxide Inorganic materials 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 150000001868 cobalt Chemical class 0.000 description 1
- HAHWEWIEZYKVQO-UHFFFAOYSA-L cobalt(2+);2-methylbenzoate Chemical compound [Co+2].CC1=CC=CC=C1C([O-])=O.CC1=CC=CC=C1C([O-])=O HAHWEWIEZYKVQO-UHFFFAOYSA-L 0.000 description 1
- NESZSZYIXNIWCV-UHFFFAOYSA-L cobalt(2+);4-methylbenzenesulfonate Chemical compound [Co+2].CC1=CC=C(S([O-])(=O)=O)C=C1.CC1=CC=C(S([O-])(=O)=O)C=C1 NESZSZYIXNIWCV-UHFFFAOYSA-L 0.000 description 1
- GAYAMOAYBXKUII-UHFFFAOYSA-L cobalt(2+);dibenzoate Chemical compound [Co+2].[O-]C(=O)C1=CC=CC=C1.[O-]C(=O)C1=CC=CC=C1 GAYAMOAYBXKUII-UHFFFAOYSA-L 0.000 description 1
- OHJGFUZYZGIONC-UHFFFAOYSA-L cobalt(2+);diphenoxide Chemical compound [Co+2].[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1 OHJGFUZYZGIONC-UHFFFAOYSA-L 0.000 description 1
- DXZRXGASEKGJJE-UHFFFAOYSA-N cobalt;phthalic acid Chemical compound [Co].OC(=O)C1=CC=CC=C1C(O)=O DXZRXGASEKGJJE-UHFFFAOYSA-N 0.000 description 1
- 238000004939 coking Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- MWKGQBHHUJMIPW-UHFFFAOYSA-N cyclohexanecarboxylic acid;molybdenum Chemical compound [Mo].OC(=O)C1CCCCC1 MWKGQBHHUJMIPW-UHFFFAOYSA-N 0.000 description 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- HWPOPTGELZAGNY-UHFFFAOYSA-J hexadecanoate molybdenum(4+) Chemical compound C(CCCCCCCCCCCCCCC)(=O)[O-].[Mo+4].C(CCCCCCCCCCCCCCC)(=O)[O-].C(CCCCCCCCCCCCCCC)(=O)[O-].C(CCCCCCCCCCCCCCC)(=O)[O-] HWPOPTGELZAGNY-UHFFFAOYSA-J 0.000 description 1
- RXPAJWPEYBDXOG-UHFFFAOYSA-N hydron;methyl 4-methoxypyridine-2-carboxylate;chloride Chemical compound Cl.COC(=O)C1=CC(OC)=CC=N1 RXPAJWPEYBDXOG-UHFFFAOYSA-N 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- NGXHXXMELBDZNB-UHFFFAOYSA-N iron;phenol Chemical compound [Fe].OC1=CC=CC=C1.OC1=CC=CC=C1 NGXHXXMELBDZNB-UHFFFAOYSA-N 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- GPSDUZXPYCFOSQ-UHFFFAOYSA-M m-toluate Chemical compound CC1=CC=CC(C([O-])=O)=C1 GPSDUZXPYCFOSQ-UHFFFAOYSA-M 0.000 description 1
- 238000005259 measurement Methods 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
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 229910052976 metal sulfide Inorganic materials 0.000 description 1
- 239000005078 molybdenum compound Substances 0.000 description 1
- 150000002752 molybdenum compounds Chemical class 0.000 description 1
- KMYNOLMHFFIADC-UHFFFAOYSA-J molybdenum(4+) octadecanoate Chemical compound C(CCCCCCCCCCCCCCCCC)(=O)[O-].[Mo+4].C(CCCCCCCCCCCCCCCCC)(=O)[O-].C(CCCCCCCCCCCCCCCCC)(=O)[O-].C(CCCCCCCCCCCCCCCCC)(=O)[O-] KMYNOLMHFFIADC-UHFFFAOYSA-J 0.000 description 1
- WMHRKEPRXRKOGP-UHFFFAOYSA-J molybdenum(4+);phenyl phosphate Chemical compound [Mo+4].[O-]P([O-])(=O)OC1=CC=CC=C1.[O-]P([O-])(=O)OC1=CC=CC=C1 WMHRKEPRXRKOGP-UHFFFAOYSA-J 0.000 description 1
- 238000003541 multi-stage reaction Methods 0.000 description 1
- 150000002902 organometallic compounds Chemical class 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
- 150000002989 phenols Chemical class 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 229910052705 radium Inorganic materials 0.000 description 1
- HCWPIIXVSYCSAN-UHFFFAOYSA-N radium atom Chemical compound [Ra] HCWPIIXVSYCSAN-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 102200118166 rs16951438 Human genes 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 239000011949 solid catalyst Substances 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000004763 sulfides Chemical class 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- JBQYATWDVHIOAR-UHFFFAOYSA-N tellanylidenegermanium Chemical compound [Te]=[Ge] JBQYATWDVHIOAR-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 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
- C10G47/00—Cracking of hydrocarbon oils, in the presence of hydrogen or hydrogen- generating compounds, to obtain lower boiling fractions
- C10G47/02—Cracking of hydrocarbon oils, in the presence of hydrogen or hydrogen- generating compounds, to obtain lower boiling fractions characterised by the catalyst used
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Catalysts (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US90788092A | 1992-07-02 | 1992-07-02 | |
| US907880 | 1992-07-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH06100871A true JPH06100871A (ja) | 1994-04-12 |
Family
ID=25424796
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP5151949A Pending JPH06100871A (ja) | 1992-07-02 | 1993-06-23 | 改良された水素化転化法 |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP0577413A1 (fr) |
| JP (1) | JPH06100871A (fr) |
| CA (1) | CA2095664A1 (fr) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002204959A (ja) * | 2001-01-05 | 2002-07-23 | Nippon Kecchen Kk | 水素化処理用触媒並びに水素化処理方法 |
| KR100506699B1 (ko) * | 2001-08-17 | 2005-08-09 | 인테베프, 에스.에이. | 나프타의 수소전환을 위한 촉매 시스템 |
| JP2023550824A (ja) * | 2020-11-27 | 2023-12-05 | イエフペ エネルジ ヌヴェル | 黒鉛質材料を含有し、かつ黒鉛質材料は、そのh/c比によって特徴付けられる触媒を用いる石油フラクションの水素化脱硫方法 |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2181751C2 (ru) * | 1996-02-14 | 2002-04-27 | Тексако Дивелопмент Корпорейшн | Способ гидроконверсии тяжелых углеводородов при низком давлении (варианты) |
| RU2219220C2 (ru) * | 1996-04-01 | 2003-12-20 | Закрытое акционерное общество "Грозненский нефтяной научно-исследовательский институт" | Способ гидрогенизационной переработки остаточных нефтепродуктов |
| RU2146274C1 (ru) * | 1998-12-18 | 2000-03-10 | Скибицкая Наталья Александровна | Способ переработки высокомолекулярного углеводородного сырья |
| RU2309974C1 (ru) * | 2006-07-25 | 2007-11-10 | Открытое акционерное общество "Всероссийский научно-исследовательский институт по переработке нефти" | Способ переработки нефтяных остатков |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2503733B1 (fr) * | 1981-04-09 | 1985-09-06 | Inst Francais Du Petrole | Procede d'hydrotraitement d'une charge hydrocarbonee en presence d'un catalyseur soumis a une presulfuration |
| NL8203780A (nl) * | 1981-10-16 | 1983-05-16 | Chevron Res | Werkwijze voor de hydroverwerking van zware koolwaterstofhoudende olien. |
| DE69206314T2 (de) * | 1991-05-02 | 1996-04-18 | Texaco Development Corp | Hydroumwandlungsverfahren. |
| CA2073417C (fr) * | 1991-11-22 | 2004-04-20 | Michael K. Porter | Procede ameliore d'hydroconversion |
-
1993
- 1993-05-06 CA CA 2095664 patent/CA2095664A1/fr not_active Abandoned
- 1993-06-23 JP JP5151949A patent/JPH06100871A/ja active Pending
- 1993-06-30 EP EP93305127A patent/EP0577413A1/fr not_active Withdrawn
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002204959A (ja) * | 2001-01-05 | 2002-07-23 | Nippon Kecchen Kk | 水素化処理用触媒並びに水素化処理方法 |
| KR100506699B1 (ko) * | 2001-08-17 | 2005-08-09 | 인테베프, 에스.에이. | 나프타의 수소전환을 위한 촉매 시스템 |
| JP2023550824A (ja) * | 2020-11-27 | 2023-12-05 | イエフペ エネルジ ヌヴェル | 黒鉛質材料を含有し、かつ黒鉛質材料は、そのh/c比によって特徴付けられる触媒を用いる石油フラクションの水素化脱硫方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2095664A1 (fr) | 1994-01-03 |
| EP0577413A1 (fr) | 1994-01-05 |
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