CA2843515C - Produit hydrotraite - Google Patents
Produit hydrotraite Download PDFInfo
- Publication number
- CA2843515C CA2843515C CA2843515A CA2843515A CA2843515C CA 2843515 C CA2843515 C CA 2843515C CA 2843515 A CA2843515 A CA 2843515A CA 2843515 A CA2843515 A CA 2843515A CA 2843515 C CA2843515 C CA 2843515C
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- Canada
- Prior art keywords
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- compounds
- 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.)
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- 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 105
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 99
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 87
- 238000000197 pyrolysis Methods 0.000 claims abstract description 52
- 238000000034 method Methods 0.000 claims abstract description 41
- 239000000295 fuel oil Substances 0.000 claims abstract description 13
- 239000000203 mixture Substances 0.000 claims description 222
- 239000003054 catalyst Substances 0.000 claims description 86
- 239000012530 fluid Substances 0.000 claims description 70
- 150000001875 compounds Chemical class 0.000 claims description 64
- 229910052751 metal Inorganic materials 0.000 claims description 45
- 239000002184 metal Substances 0.000 claims description 45
- 125000003118 aryl group Chemical group 0.000 claims description 42
- 229910052717 sulfur Inorganic materials 0.000 claims description 42
- 239000011593 sulfur Substances 0.000 claims description 41
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 40
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 38
- 150000002739 metals Chemical class 0.000 claims description 32
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 29
- 238000009835 boiling Methods 0.000 claims description 25
- 239000010779 crude oil Substances 0.000 claims description 20
- 239000007791 liquid phase Substances 0.000 claims description 20
- 229910052757 nitrogen Inorganic materials 0.000 claims description 19
- 238000004821 distillation Methods 0.000 claims description 16
- 125000005842 heteroatom Chemical group 0.000 claims description 16
- 238000004230 steam cracking Methods 0.000 claims description 16
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 15
- 239000001301 oxygen Substances 0.000 claims description 15
- 229910052760 oxygen Inorganic materials 0.000 claims description 15
- 230000003197 catalytic effect Effects 0.000 claims description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 239000012808 vapor phase Substances 0.000 claims description 8
- 230000000737 periodic effect Effects 0.000 claims description 5
- 229910052809 inorganic oxide Inorganic materials 0.000 claims description 3
- 238000002156 mixing Methods 0.000 abstract description 5
- 239000000047 product Substances 0.000 description 104
- 238000000926 separation method Methods 0.000 description 43
- 239000011148 porous material Substances 0.000 description 26
- 239000007788 liquid Substances 0.000 description 25
- 125000006574 non-aromatic ring group Chemical group 0.000 description 23
- 230000008569 process Effects 0.000 description 18
- 238000006243 chemical reaction Methods 0.000 description 17
- 229910052799 carbon Inorganic materials 0.000 description 16
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 15
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 14
- 239000000463 material Substances 0.000 description 12
- 239000003085 diluting agent Substances 0.000 description 11
- 125000004432 carbon atom Chemical group C* 0.000 description 10
- 239000012084 conversion product Substances 0.000 description 10
- 239000007789 gas Substances 0.000 description 10
- 239000001257 hydrogen Substances 0.000 description 10
- 229910052739 hydrogen Inorganic materials 0.000 description 10
- 238000010791 quenching Methods 0.000 description 10
- 230000004907 flux Effects 0.000 description 8
- -1 SCT Chemical class 0.000 description 7
- 150000001336 alkenes Chemical class 0.000 description 7
- 230000014759 maintenance of location Effects 0.000 description 7
- 239000003921 oil Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 239000010457 zeolite Substances 0.000 description 7
- FYGHSUNMUKGBRK-UHFFFAOYSA-N 1,2,3-trimethylbenzene Chemical compound CC1=CC=CC(C)=C1C FYGHSUNMUKGBRK-UHFFFAOYSA-N 0.000 description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 238000012546 transfer Methods 0.000 description 6
- 238000011144 upstream manufacturing Methods 0.000 description 6
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 5
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical group C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 4
- 125000003342 alkenyl group Chemical group 0.000 description 4
- 238000005336 cracking Methods 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 238000002347 injection Methods 0.000 description 4
- 239000007924 injection Substances 0.000 description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- GWHJZXXIDMPWGX-UHFFFAOYSA-N 1,2,4-trimethylbenzene Chemical compound CC1=CC=C(C)C(C)=C1 GWHJZXXIDMPWGX-UHFFFAOYSA-N 0.000 description 3
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 3
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical group C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 125000004429 atom Chemical group 0.000 description 3
- 238000004517 catalytic hydrocracking Methods 0.000 description 3
- 239000011651 chromium Substances 0.000 description 3
- 239000000571 coke Substances 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 238000005984 hydrogenation reaction Methods 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 229910052759 nickel Inorganic materials 0.000 description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 3
- 229910052696 pnictogen Inorganic materials 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 description 2
- JIAMOMXKQUBYNX-UHFFFAOYSA-N C1CCC2CCCC12.C1CCC2=CC=CC=C12 Chemical compound C1CCC2CCCC12.C1CCC2=CC=CC=C12 JIAMOMXKQUBYNX-UHFFFAOYSA-N 0.000 description 2
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 238000002441 X-ray diffraction Methods 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000003575 carbonaceous material Substances 0.000 description 2
- 229910052804 chromium Inorganic materials 0.000 description 2
- 238000004939 coking Methods 0.000 description 2
- MGNZXYYWBUKAII-UHFFFAOYSA-N cyclohexa-1,3-diene Chemical compound C1CC=CC=C1 MGNZXYYWBUKAII-UHFFFAOYSA-N 0.000 description 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 description 2
- 230000003292 diminished effect Effects 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000003480 eluent Substances 0.000 description 2
- 239000000446 fuel Substances 0.000 description 2
- 238000004817 gas chromatography Methods 0.000 description 2
- 238000002290 gas chromatography-mass spectrometry Methods 0.000 description 2
- 239000010763 heavy fuel oil Substances 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 239000010687 lubricating oil Substances 0.000 description 2
- 150000004706 metal oxides Chemical class 0.000 description 2
- NCWQJOGVLLNWEO-UHFFFAOYSA-N methylsilicon Chemical compound [Si]C NCWQJOGVLLNWEO-UHFFFAOYSA-N 0.000 description 2
- 229910052750 molybdenum Inorganic materials 0.000 description 2
- 239000011733 molybdenum Substances 0.000 description 2
- 239000010747 number 6 fuel oil Substances 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 238000004445 quantitative analysis Methods 0.000 description 2
- 238000000638 solvent extraction Methods 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 238000006467 substitution reaction Methods 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
- 229910052720 vanadium Inorganic materials 0.000 description 2
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 1
- VFXFIRATVQELNC-UHFFFAOYSA-N 1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalene naphthalene 1,2,3,4-tetrahydronaphthalene Chemical compound C1CCCC2CCCCC12.C1CCCC2=CC=CC=C12.C1=CC=CC2=CC=CC=C12 VFXFIRATVQELNC-UHFFFAOYSA-N 0.000 description 1
- APBBTKKLSNPFDP-UHFFFAOYSA-N 1-methyl-1,2,3,4-tetrahydronaphthalene Chemical class C1=CC=C2C(C)CCCC2=C1 APBBTKKLSNPFDP-UHFFFAOYSA-N 0.000 description 1
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 1
- QLSCNQCATINUIJ-UHFFFAOYSA-N 3-(9,10-dimethoxy-2-oxo-1,3,4,6,7,11b-hexahydrobenzo[a]quinolizin-3-yl)propanenitrile Chemical compound C1CN2CC(CCC#N)C(=O)CC2C2=C1C=C(OC)C(OC)=C2 QLSCNQCATINUIJ-UHFFFAOYSA-N 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- CETBSQOFQKLHHZ-UHFFFAOYSA-N Diethyl disulfide Chemical compound CCSSCC CETBSQOFQKLHHZ-UHFFFAOYSA-N 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 230000005526 G1 to G0 transition Effects 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical group [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- AFTDTIZUABOECB-UHFFFAOYSA-N [Co].[Mo] Chemical compound [Co].[Mo] AFTDTIZUABOECB-UHFFFAOYSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 229920003237 carborane-containing polymer Polymers 0.000 description 1
- 239000012159 carrier gas Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000013375 chromatographic separation Methods 0.000 description 1
- 229920001688 coating polymer Polymers 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000009849 deactivation Effects 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 229910001657 ferrierite group Inorganic materials 0.000 description 1
- 239000003546 flue gas Substances 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229910052741 iridium Inorganic materials 0.000 description 1
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting 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
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229910052680 mordenite Inorganic materials 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- MOWMLACGTDMJRV-UHFFFAOYSA-N nickel tungsten Chemical compound [Ni].[W] MOWMLACGTDMJRV-UHFFFAOYSA-N 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000010746 number 5 fuel oil Substances 0.000 description 1
- 229910052762 osmium Inorganic materials 0.000 description 1
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 description 1
- FHMDXWWQQGMCII-UHFFFAOYSA-N oxane;piperidine;thiane Chemical compound C1CCNCC1.C1CCOCC1.C1CCSCC1 FHMDXWWQQGMCII-UHFFFAOYSA-N 0.000 description 1
- YFUGSCUGCOOUHX-UHFFFAOYSA-N oxolane;pyrrolidine;thiolane Chemical compound C1CCNC1.C1CCOC1.C1CCSC1 YFUGSCUGCOOUHX-UHFFFAOYSA-N 0.000 description 1
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 238000002459 porosimetry Methods 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 238000002407 reforming Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229910052702 rhenium Inorganic materials 0.000 description 1
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 238000002390 rotary evaporation Methods 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 238000001122 sequential pyrolysis Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229910052713 technetium Inorganic materials 0.000 description 1
- GKLVYJBZJHMRIY-UHFFFAOYSA-N technetium atom Chemical compound [Tc] GKLVYJBZJHMRIY-UHFFFAOYSA-N 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 125000005329 tetralinyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 238000001323 two-dimensional chromatography Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 150000003738 xylenes Chemical class 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 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
- C10G69/00—Treatment of hydrocarbon oils by at least one hydrotreatment process and at least one other conversion process
- C10G69/02—Treatment of hydrocarbon oils by at least one hydrotreatment process and at least one other conversion process plural serial stages only
- C10G69/06—Treatment of hydrocarbon oils by at least one hydrotreatment process and at least one other conversion process plural serial stages only including at least one step of thermal cracking in the absence of hydrogen
-
- 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
- C10G49/18—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 in the presence of hydrogen-generating compounds, e.g. ammonia, water, hydrogen sulfide
-
- 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
- C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
- C10G2300/20—Characteristics of the feedstock or the products
- C10G2300/30—Physical properties of feedstocks or products
- C10G2300/301—Boiling range
-
- 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
- C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
- C10G2300/20—Characteristics of the feedstock or the products
- C10G2300/30—Physical properties of feedstocks or products
- C10G2300/302—Viscosity
-
- 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
- C10G2400/00—Products obtained by processes covered by groups C10G9/00 - C10G69/14
- C10G2400/30—Aromatics
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)
- Physics & Mathematics (AREA)
- Thermal Sciences (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Industrial Gases (AREA)
Abstract
L'invention concerne un produit hydrotraité qui peut être obtenu par un hydrotraitement de goudron, tel qu'un goudron obtenu par pyrolyse d'hydrocarbures. L'invention concerne également des procédés de production d'un tel produit hydrotraité et son utilisation, par exemple en tant que composant de mélange de mazout.
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161529588P | 2011-08-31 | 2011-08-31 | |
| US201161529565P | 2011-08-31 | 2011-08-31 | |
| US61/529,588 | 2011-08-31 | ||
| US61/529,565 | 2011-08-31 | ||
| US201261657299P | 2012-06-08 | 2012-06-08 | |
| US61/657,299 | 2012-06-08 | ||
| PCT/US2012/053417 WO2013033580A2 (fr) | 2011-08-31 | 2012-08-31 | Produit hydrotraité |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2843515A1 CA2843515A1 (fr) | 2013-03-07 |
| CA2843515C true CA2843515C (fr) | 2016-11-01 |
Family
ID=51862039
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2843515A Expired - Fee Related CA2843515C (fr) | 2011-08-31 | 2012-08-31 | Produit hydrotraite |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP2751233B1 (fr) |
| CN (1) | CN103764797B (fr) |
| CA (1) | CA2843515C (fr) |
| WO (1) | WO2013033580A2 (fr) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9057035B1 (en) | 2014-02-17 | 2015-06-16 | Shell Oil Company | Fuel compositions |
| SG11201607634QA (en) | 2014-04-30 | 2016-10-28 | Exxonmobil Chem Patents Inc | Upgrading hydrocarbon pyrolysis products |
| US8987537B1 (en) | 2014-05-22 | 2015-03-24 | Shell Oil Company | Fuel compositions |
| US10000710B2 (en) * | 2014-05-29 | 2018-06-19 | Exxonmobil Chemical Patents Inc. | Pyrolysis tar upgrading process |
| US9771524B2 (en) | 2014-06-13 | 2017-09-26 | Exxonmobil Chemical Patents Inc. | Method and apparatus for improving a hydrocarbon feed |
| US10035961B2 (en) | 2014-06-13 | 2018-07-31 | Exxonmobil Chemical Patents Inc. | Hydrocarbon upgrading |
| WO2016069057A1 (fr) | 2014-10-29 | 2016-05-06 | Exonmobil Chemical Patents Inc. | Valorisation de produits de pyrolyse d'hydrocarbures |
| WO2016099787A1 (fr) | 2014-12-17 | 2016-06-23 | Exxonmobil Chemical Patents Inc. | Procédés et systèmes de traitement d'une charge d'alimentation d'hydrocarbure |
| US10597592B2 (en) | 2016-08-29 | 2020-03-24 | Exxonmobil Chemical Patents Inc. | Upgrading hydrocarbon pyrolysis tar |
| US11168268B2 (en) | 2016-12-16 | 2021-11-09 | Exxonmobil Chemical Patents Inc. | Pyrolysis tar conversion |
| US11060039B2 (en) | 2016-12-16 | 2021-07-13 | Exxonmobil Chemical Patents Inc. | Pyrolysis tar pretreatment |
| WO2018111574A1 (fr) | 2016-12-16 | 2018-06-21 | Exxonmobil Chemical Patents Inc. | Prétraitement de goudron de pyrolyse |
| US11162037B2 (en) | 2016-12-16 | 2021-11-02 | Exxonmobil Chemical Patents Inc. | Pyrolysis tar conversion |
| WO2018213025A1 (fr) | 2017-05-17 | 2018-11-22 | Exxonmobil Chemical Patents Inc. | Valorisation de produits de pyrolyse d'hydrocarbures |
| EP3652278B1 (fr) | 2017-07-14 | 2022-04-20 | ExxonMobil Research and Engineering Company | Produits de goudron de pyrolyse de valorisation en plusieurs étapes |
| SG11202101186WA (en) * | 2018-08-22 | 2021-03-30 | Exxonmobil Chemical Patents Inc | Self-sulfiding of guard reactor catalyst for solvent assisted tar conversion processes |
| US11401473B2 (en) | 2018-08-30 | 2022-08-02 | Exxonmobil Chemical Patents Inc. | Process to maintain high solvency of recycle solvent during upgrading of steam cracked tar |
| CN110646556B (zh) * | 2019-09-26 | 2022-03-08 | 中国神华煤制油化工有限公司 | 有机样品的成分分析方法 |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3817853A (en) * | 1972-05-30 | 1974-06-18 | Union Oil Co | Coking of pyrolysis tars |
| US4225415A (en) * | 1979-08-10 | 1980-09-30 | Occidental Petroleum Corporation | Recovering hydrocarbons from hydrocarbon-containing vapors |
| US5169039A (en) | 1990-02-28 | 1992-12-08 | Photofinish Cosmetics, Inc. | Two-stroke fluid dispenser with actuator-operated valve for controlling fluid flow between internal fluid chamber |
| US6632351B1 (en) | 2000-03-08 | 2003-10-14 | Shell Oil Company | Thermal cracking of crude oil and crude oil fractions containing pitch in an ethylene furnace |
| US7097758B2 (en) | 2002-07-03 | 2006-08-29 | Exxonmobil Chemical Patents Inc. | Converting mist flow to annular flow in thermal cracking application |
| US7090765B2 (en) | 2002-07-03 | 2006-08-15 | Exxonmobil Chemical Patents Inc. | Process for cracking hydrocarbon feed with water substitution |
| US7138047B2 (en) | 2002-07-03 | 2006-11-21 | Exxonmobil Chemical Patents Inc. | Process for steam cracking heavy hydrocarbon feedstocks |
| KR100760093B1 (ko) | 2004-03-22 | 2007-09-18 | 엑손모빌 케미칼 패턴츠 인코포레이티드 | 중질 탄화수소 공급원료를 스팀 분해하는 방법 |
| US7235705B2 (en) | 2004-05-21 | 2007-06-26 | Exxonmobil Chemical Patents Inc. | Process for reducing vapor condensation in flash/separation apparatus overhead during steam cracking of hydrocarbon feedstocks |
| US7311746B2 (en) | 2004-05-21 | 2007-12-25 | Exxonmobil Chemical Patents Inc. | Vapor/liquid separation apparatus for use in cracking hydrocarbon feedstock containing resid |
| US7247765B2 (en) | 2004-05-21 | 2007-07-24 | Exxonmobil Chemical Patents Inc. | Cracking hydrocarbon feedstock containing resid utilizing partial condensation of vapor phase from vapor/liquid separation to mitigate fouling in a flash/separation vessel |
| US7488459B2 (en) | 2004-05-21 | 2009-02-10 | Exxonmobil Chemical Patents Inc. | Apparatus and process for controlling temperature of heated feed directed to a flash drum whose overhead provides feed for cracking |
| US7244871B2 (en) | 2004-05-21 | 2007-07-17 | Exxonmobil Chemical Patents, Inc. | Process and apparatus for removing coke formed during steam cracking of hydrocarbon feedstocks containing resids |
| US7312371B2 (en) | 2004-05-21 | 2007-12-25 | Exxonmobil Chemical Patents Inc. | Steam cracking of hydrocarbon feedstocks containing non-volatile components and/or coke precursors |
| US7220887B2 (en) | 2004-05-21 | 2007-05-22 | Exxonmobil Chemical Patents Inc. | Process and apparatus for cracking hydrocarbon feedstock containing resid |
| US7297833B2 (en) | 2004-05-21 | 2007-11-20 | Exxonmobil Chemical Patents Inc. | Steam cracking of light hydrocarbon feedstocks containing non-volatile components and/or coke precursors |
| US7351872B2 (en) | 2004-05-21 | 2008-04-01 | Exxonmobil Chemical Patents Inc. | Process and draft control system for use in cracking a heavy hydrocarbon feedstock in a pyrolysis furnace |
| US8083931B2 (en) | 2006-08-31 | 2011-12-27 | Exxonmobil Chemical Patents Inc. | Upgrading of tar using POX/coker |
| CN100503789C (zh) * | 2007-04-24 | 2009-06-24 | 中国石油化工集团公司 | 一种结焦抑制剂及其制备方法和应用 |
| CN101629107A (zh) * | 2008-09-22 | 2010-01-20 | 何巨堂 | 一种含重馏分的煤焦油的加氢改质方法 |
| US8197668B2 (en) * | 2009-07-09 | 2012-06-12 | Exxonmobil Chemical Patents Inc. | Process and apparatus for upgrading steam cracker tar using hydrogen donor compounds |
| CN101864327A (zh) * | 2010-04-29 | 2010-10-20 | 长岭炼化岳阳工程设计有限公司 | 一种煤焦油加氢改质的方法 |
-
2012
- 2012-08-31 CA CA2843515A patent/CA2843515C/fr not_active Expired - Fee Related
- 2012-08-31 WO PCT/US2012/053417 patent/WO2013033580A2/fr not_active Ceased
- 2012-08-31 CN CN201280041813.4A patent/CN103764797B/zh active Active
- 2012-08-31 EP EP12762463.3A patent/EP2751233B1/fr not_active Not-in-force
Also Published As
| Publication number | Publication date |
|---|---|
| CA2843515A1 (fr) | 2013-03-07 |
| CN103764797B (zh) | 2016-04-06 |
| EP2751233A2 (fr) | 2014-07-09 |
| CN103764797A (zh) | 2014-04-30 |
| WO2013033580A2 (fr) | 2013-03-07 |
| WO2013033580A3 (fr) | 2013-04-25 |
| EP2751233B1 (fr) | 2016-09-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request |
Effective date: 20140128 |
|
| MKLA | Lapsed |
Effective date: 20210831 |