AU2002251783B2 - Integrated preparation of blending components for refinery transportation fuels - Google Patents
Integrated preparation of blending components for refinery transportation fuels Download PDFInfo
- Publication number
- AU2002251783B2 AU2002251783B2 AU2002251783A AU2002251783A AU2002251783B2 AU 2002251783 B2 AU2002251783 B2 AU 2002251783B2 AU 2002251783 A AU2002251783 A AU 2002251783A AU 2002251783 A AU2002251783 A AU 2002251783A AU 2002251783 B2 AU2002251783 B2 AU 2002251783B2
- Authority
- AU
- Australia
- Prior art keywords
- sulfur
- boiling
- organic
- liquid
- distillate
- 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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Links
- 239000000446 fuel Substances 0.000 title claims description 77
- 238000002156 mixing Methods 0.000 title claims description 37
- 238000002360 preparation method Methods 0.000 title description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 158
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 153
- 239000011593 sulfur Substances 0.000 claims description 150
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 110
- 238000000034 method Methods 0.000 claims description 105
- 239000007788 liquid Substances 0.000 claims description 100
- 238000009835 boiling Methods 0.000 claims description 95
- 230000008569 process Effects 0.000 claims description 95
- 239000003054 catalyst Substances 0.000 claims description 89
- 238000007254 oxidation reaction Methods 0.000 claims description 86
- 230000003647 oxidation Effects 0.000 claims description 77
- 239000000203 mixture Substances 0.000 claims description 70
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 68
- 238000005984 hydrogenation reaction Methods 0.000 claims description 59
- 229910052757 nitrogen Inorganic materials 0.000 claims description 57
- 229910052751 metal Inorganic materials 0.000 claims description 56
- 239000002184 metal Substances 0.000 claims description 56
- 150000001875 compounds Chemical class 0.000 claims description 52
- 229930195733 hydrocarbon Natural products 0.000 claims description 51
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 50
- 150000002430 hydrocarbons Chemical class 0.000 claims description 49
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 48
- 230000003197 catalytic effect Effects 0.000 claims description 44
- 238000006243 chemical reaction Methods 0.000 claims description 42
- 150000002894 organic compounds Chemical class 0.000 claims description 42
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 41
- 229910001868 water Inorganic materials 0.000 claims description 39
- 239000000463 material Substances 0.000 claims description 36
- 229910052739 hydrogen Inorganic materials 0.000 claims description 35
- 239000001257 hydrogen Substances 0.000 claims description 35
- 230000002378 acidificating effect Effects 0.000 claims description 32
- -1 nitrogen-containing organic compounds Chemical class 0.000 claims description 30
- 239000011541 reaction mixture Substances 0.000 claims description 28
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 24
- 239000003209 petroleum derivative Substances 0.000 claims description 24
- 238000004821 distillation Methods 0.000 claims description 22
- 239000012429 reaction media Substances 0.000 claims description 22
- 150000004967 organic peroxy acids Chemical class 0.000 claims description 21
- 229910017052 cobalt Inorganic materials 0.000 claims description 19
- 239000010941 cobalt Substances 0.000 claims description 19
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 19
- 239000003208 petroleum Substances 0.000 claims description 18
- 239000002594 sorbent Substances 0.000 claims description 18
- 229910001882 dioxygen Inorganic materials 0.000 claims description 16
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 16
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 15
- 125000004432 carbon atom Chemical group C* 0.000 claims description 15
- 229910052736 halogen Inorganic materials 0.000 claims description 15
- 150000002367 halogens Chemical class 0.000 claims description 15
- 150000002739 metals Chemical class 0.000 claims description 15
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 13
- 229910052750 molybdenum Inorganic materials 0.000 claims description 13
- 239000011733 molybdenum Substances 0.000 claims description 13
- 239000007787 solid Substances 0.000 claims description 13
- 229910052759 nickel Inorganic materials 0.000 claims description 12
- 150000004965 peroxy acids Chemical class 0.000 claims description 12
- 125000003118 aryl group Chemical group 0.000 claims description 11
- 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 claims description 11
- 238000004519 manufacturing process Methods 0.000 claims description 11
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 claims description 11
- 229910052721 tungsten Inorganic materials 0.000 claims description 11
- 239000010937 tungsten Substances 0.000 claims description 11
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 10
- 229910052804 chromium Inorganic materials 0.000 claims description 10
- 239000011651 chromium Substances 0.000 claims description 10
- 229910052720 vanadium Inorganic materials 0.000 claims description 10
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 claims description 10
- 229910052684 Cerium Inorganic materials 0.000 claims description 9
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 9
- ZMIGMASIKSOYAM-UHFFFAOYSA-N cerium Chemical compound [Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce] ZMIGMASIKSOYAM-UHFFFAOYSA-N 0.000 claims description 9
- 239000002904 solvent Substances 0.000 claims description 9
- 229910052718 tin Inorganic materials 0.000 claims description 9
- 238000000638 solvent extraction Methods 0.000 claims description 8
- 239000011135 tin Substances 0.000 claims description 8
- 239000002243 precursor Substances 0.000 claims description 7
- 230000000737 periodic effect Effects 0.000 claims description 6
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims description 5
- 239000003456 ion exchange resin Substances 0.000 claims description 5
- 229920003303 ion-exchange polymer Polymers 0.000 claims description 5
- 239000011572 manganese Substances 0.000 claims description 5
- 125000003342 alkenyl group Chemical group 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000000304 alkynyl group Chemical group 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 150000007524 organic acids Chemical class 0.000 claims description 2
- 239000000047 product Substances 0.000 description 76
- 239000012071 phase Substances 0.000 description 51
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 42
- 238000006213 oxygenation reaction Methods 0.000 description 34
- 238000004458 analytical method Methods 0.000 description 33
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 32
- 239000004215 Carbon black (E152) Substances 0.000 description 30
- 239000010410 layer Substances 0.000 description 29
- 239000007789 gas Substances 0.000 description 28
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 23
- 229960000583 acetic acid Drugs 0.000 description 22
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 19
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 19
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 18
- 229910052760 oxygen Inorganic materials 0.000 description 18
- 239000001301 oxygen Substances 0.000 description 18
- 239000002253 acid Substances 0.000 description 15
- 239000008186 active pharmaceutical agent Substances 0.000 description 15
- 238000000926 separation method Methods 0.000 description 14
- 150000003568 thioethers Chemical class 0.000 description 14
- 238000011282 treatment Methods 0.000 description 14
- 238000006477 desulfuration reaction Methods 0.000 description 13
- 230000023556 desulfurization Effects 0.000 description 13
- 239000002585 base Substances 0.000 description 12
- 230000005484 gravity Effects 0.000 description 12
- 239000002283 diesel fuel Substances 0.000 description 11
- 239000000126 substance Substances 0.000 description 11
- 238000002485 combustion reaction Methods 0.000 description 10
- 239000007791 liquid phase Substances 0.000 description 10
- 239000003921 oil Substances 0.000 description 10
- 235000017557 sodium bicarbonate Nutrition 0.000 description 10
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 10
- 150000003464 sulfur compounds Chemical class 0.000 description 10
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 9
- 239000007864 aqueous solution Substances 0.000 description 9
- 229910052799 carbon Inorganic materials 0.000 description 9
- 230000009467 reduction Effects 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 8
- 238000012863 analytical testing Methods 0.000 description 8
- 238000001816 cooling Methods 0.000 description 8
- 239000012153 distilled water Substances 0.000 description 8
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 8
- 125000004434 sulfur atom Chemical group 0.000 description 8
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 7
- 239000008346 aqueous phase Substances 0.000 description 7
- 239000003502 gasoline Substances 0.000 description 7
- 239000012044 organic layer Substances 0.000 description 7
- 239000012074 organic phase Substances 0.000 description 7
- 230000001590 oxidative effect Effects 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 238000013019 agitation Methods 0.000 description 6
- IYYZUPMFVPLQIF-UHFFFAOYSA-N dibenzothiophene Chemical class C1=CC=C2C3=CC=CC=C3SC2=C1 IYYZUPMFVPLQIF-UHFFFAOYSA-N 0.000 description 6
- 239000012362 glacial acetic acid Substances 0.000 description 6
- 230000001965 increasing effect Effects 0.000 description 6
- NUJOXMJBOLGQSY-UHFFFAOYSA-N manganese dioxide Chemical compound O=[Mn]=O NUJOXMJBOLGQSY-UHFFFAOYSA-N 0.000 description 6
- 238000011084 recovery Methods 0.000 description 6
- 150000003457 sulfones Chemical class 0.000 description 6
- 150000003462 sulfoxides Chemical class 0.000 description 6
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 5
- 238000010348 incorporation Methods 0.000 description 5
- 238000003860 storage Methods 0.000 description 5
- FCEHBMOGCRZNNI-UHFFFAOYSA-N 1-benzothiophene Chemical class C1=CC=C2SC=CC2=C1 FCEHBMOGCRZNNI-UHFFFAOYSA-N 0.000 description 4
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- 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 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 4
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 4
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- FCEOGYWNOSBEPV-FDGPNNRMSA-N cobalt;(z)-4-hydroxypent-3-en-2-one Chemical compound [Co].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O FCEOGYWNOSBEPV-FDGPNNRMSA-N 0.000 description 2
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- PZASAAIJIFDWSB-CKPDSHCKSA-N 8-[(1S)-1-[8-(trifluoromethyl)-7-[4-(trifluoromethyl)cyclohexyl]oxynaphthalen-2-yl]ethyl]-8-azabicyclo[3.2.1]octane-3-carboxylic acid Chemical compound FC(F)(F)C=1C2=CC([C@@H](N3C4CCC3CC(C4)C(O)=O)C)=CC=C2C=CC=1OC1CCC(C(F)(F)F)CC1 PZASAAIJIFDWSB-CKPDSHCKSA-N 0.000 description 1
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- 150000001298 alcohols Chemical class 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 230000003466 anti-cipated effect Effects 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
- 239000003125 aqueous solvent Substances 0.000 description 1
- 229910001570 bauxite Inorganic materials 0.000 description 1
- 239000012455 biphasic mixture Substances 0.000 description 1
- 229910052797 bismuth Inorganic materials 0.000 description 1
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 1
- 230000000711 cancerogenic effect Effects 0.000 description 1
- 229910002090 carbon oxide Inorganic materials 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 231100000315 carcinogenic Toxicity 0.000 description 1
- 238000004517 catalytic hydrocracking Methods 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000001833 catalytic reforming Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910000001 cobalt(II) carbonate Inorganic materials 0.000 description 1
- 238000004939 coking Methods 0.000 description 1
- 230000002153 concerted effect Effects 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- 150000001896 cresols Chemical class 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 239000006280 diesel fuel additive Substances 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 230000003467 diminishing effect Effects 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 125000001867 hydroperoxy group Chemical group [*]OO[H] 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 230000007775 late Effects 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 238000000622 liquid--liquid extraction Methods 0.000 description 1
- 210000004072 lung Anatomy 0.000 description 1
- 238000003760 magnetic stirring Methods 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 238000003808 methanol extraction Methods 0.000 description 1
- XKBGEWXEAPTVCK-UHFFFAOYSA-M methyltrioctylammonium chloride Chemical compound [Cl-].CCCCCCCC[N+](C)(CCCCCCCC)CCCCCCCC XKBGEWXEAPTVCK-UHFFFAOYSA-M 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 150000002898 organic sulfur compounds Chemical class 0.000 description 1
- 230000036284 oxygen consumption Effects 0.000 description 1
- 230000001706 oxygenating effect Effects 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 230000036961 partial effect Effects 0.000 description 1
- 150000002989 phenols Chemical class 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
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 241000894007 species Species 0.000 description 1
- XTQHKBHJIVJGKJ-UHFFFAOYSA-N sulfur monoxide Chemical class S=O XTQHKBHJIVJGKJ-UHFFFAOYSA-N 0.000 description 1
- 229910052815 sulfur oxide Inorganic materials 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
- 238000003828 vacuum filtration Methods 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 239000012855 volatile organic compound Substances 0.000 description 1
- 239000008096 xylene 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
- C10G27/00—Refining of hydrocarbon oils in the absence of hydrogen, by oxidation
- C10G27/04—Refining of hydrocarbon oils in the absence of hydrogen, by oxidation with oxygen or compounds generating oxygen
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)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/779,283 US20020148754A1 (en) | 2001-02-08 | 2001-02-08 | Integrated preparation of blending components for refinery transportation fuels |
| US09/779,283 | 2001-02-08 | ||
| PCT/US2002/001394 WO2002062925A2 (en) | 2001-02-08 | 2002-01-16 | Integrated preparation of blending components for refinery transportation fuels |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU2002251783A1 AU2002251783A1 (en) | 2003-02-13 |
| AU2002251783B2 true AU2002251783B2 (en) | 2006-11-23 |
Family
ID=25115898
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2002251783A Ceased AU2002251783B2 (en) | 2001-02-08 | 2002-01-16 | Integrated preparation of blending components for refinery transportation fuels |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US20020148754A1 (enExample) |
| EP (1) | EP1385922A2 (enExample) |
| JP (1) | JP4248242B2 (enExample) |
| AU (1) | AU2002251783B2 (enExample) |
| WO (1) | WO2002062925A2 (enExample) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20050109678A1 (en) * | 2003-11-21 | 2005-05-26 | Ketley Graham W. | Preparation of components for refinery blending of transportation fuels |
| US8070937B2 (en) | 2003-12-19 | 2011-12-06 | Shell Oil Company | Systems, methods, and catalysts for producing a crude product |
| EP1841838A1 (en) * | 2004-12-29 | 2007-10-10 | BP Corporation North America Inc. | Oxidative desulfurization process |
| US7744749B2 (en) * | 2005-09-08 | 2010-06-29 | Saudi Arabian Oil Company | Diesel oil desulfurization by oxidation and extraction |
| US8715489B2 (en) * | 2005-09-08 | 2014-05-06 | Saudi Arabian Oil Company | Process for oxidative conversion of organosulfur compounds in liquid hydrocarbon mixtures |
| US20070140950A1 (en) * | 2005-12-16 | 2007-06-21 | Palmer Thomas R | In-situ generation of peroxides in petroleum streams |
| US20070138054A1 (en) * | 2005-12-16 | 2007-06-21 | Palmer Thomas R | Selective ring opening by oxidation process |
| CN101405371B (zh) * | 2006-04-04 | 2012-07-18 | 国际壳牌研究有限公司 | 降低液体烃质原料总酸值(tan)的方法 |
| US20090001028A1 (en) * | 2007-06-27 | 2009-01-01 | Samuel Frisch | Two-stage oxygenation system for use with a fluidized bed reactor |
| US8926825B2 (en) * | 2010-03-19 | 2015-01-06 | Mark Cullen | Process for removing sulfur from hydrocarbon streams using hydrotreatment, fractionation and oxidation |
| US8658027B2 (en) | 2010-03-29 | 2014-02-25 | Saudi Arabian Oil Company | Integrated hydrotreating and oxidative desulfurization process |
| AU2011249852B2 (en) * | 2010-05-06 | 2016-11-24 | Sasol Technology (Pty) Ltd | Diesel engine injector fouling improvements with a highly paraffinic distillate fuel |
| US9138658B2 (en) * | 2011-01-31 | 2015-09-22 | Exxonmobil Chemical Patents Inc. | Solvent quality control in extraction processes |
| US9005433B2 (en) | 2011-07-27 | 2015-04-14 | Saudi Arabian Oil Company | Integrated process for in-situ organic peroxide production and oxidative heteroatom conversion |
| US10441944B2 (en) * | 2015-06-30 | 2019-10-15 | Hindustan Petroleum Corporation Ltd. | Catalyst composition for isomerization of paraffins |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB289561A (enExample) * | 1927-01-18 | |||
| US3053756A (en) * | 1958-07-03 | 1962-09-11 | Basf Ag | Refining of industrial hydrocarbon mixtures |
| US3970545A (en) * | 1972-11-10 | 1976-07-20 | Atlantic Richfield Company | Hydrocarbon desulfurization utilizing a non-catalytic hydrogen donor step and an oxidation step |
Family Cites Families (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US289561A (en) * | 1883-12-04 | John f | ||
| US1972102A (en) * | 1930-12-12 | 1934-09-04 | Atlantic Refining Co | Hydrocarbon oil treatment |
| US3413307A (en) * | 1965-05-10 | 1968-11-26 | Exxon Research Engineering Co | Desulfurization process |
| US3551328A (en) * | 1968-11-26 | 1970-12-29 | Texaco Inc | Desulfurization of a heavy hydrocarbon fraction |
| US3595778A (en) * | 1968-12-16 | 1971-07-27 | Texaco Inc | Desulfurization process including an oxidation step with ozone and a vanadium catalyst |
| US3565793A (en) * | 1968-12-27 | 1971-02-23 | Texaco Inc | Desulfurization with a catalytic oxidation step |
| US3847798A (en) * | 1972-06-05 | 1974-11-12 | Atlantic Richfield Co | Oxidation and desulfurization of a hydrocarbon material |
| US3816301A (en) * | 1972-06-30 | 1974-06-11 | Atlantic Richfield Co | Process for the desulfurization of hydrocarbons |
| US3847800A (en) * | 1973-08-06 | 1974-11-12 | Kvb Eng Inc | Method for removing sulfur and nitrogen in petroleum oils |
| US4494961A (en) * | 1983-06-14 | 1985-01-22 | Mobil Oil Corporation | Increasing the cetane number of diesel fuel by partial oxidation _ |
| US4723963A (en) * | 1984-12-18 | 1988-02-09 | Exxon Research And Engineering Company | Fuel having improved cetane |
| US4830733A (en) * | 1987-10-05 | 1989-05-16 | Uop | Integrated process for the removal of sulfur compounds from fluid streams |
| GB9023257D0 (en) * | 1990-10-25 | 1990-12-05 | British Petroleum Co Plc | Desulphurisation of oil |
| US5320742A (en) * | 1991-08-15 | 1994-06-14 | Mobil Oil Corporation | Gasoline upgrading process |
| US5147526A (en) * | 1991-10-01 | 1992-09-15 | Amoco Corporation | Distillate hydrogenation |
| US5310479A (en) * | 1991-12-04 | 1994-05-10 | Mobil Oil Corporation | Process for reducing the sulfur content of a crude |
| US5288390A (en) * | 1992-03-30 | 1994-02-22 | Sun Company, Inc. (R&M) | Polycyclic aromatic ring cleavage (PARC) process |
| JP3227521B2 (ja) * | 1992-04-06 | 2001-11-12 | 舟越 泉 | 液状油中から有機硫黄化合物を回収する方法 |
| US5720901A (en) * | 1993-12-27 | 1998-02-24 | Shell Oil Company | Process for the catalytic partial oxidation of hydrocarbons |
| FR2753717B1 (fr) * | 1996-09-24 | 1998-10-30 | Procede et installation pour la production d'essences de craquage catalytique a faible teneur en soufre | |
| US5814109A (en) * | 1997-02-07 | 1998-09-29 | Exxon Research And Engineering Company | Diesel additive for improving cetane, lubricity, and stability |
| US6087544A (en) * | 1998-05-07 | 2000-07-11 | Exxon Research And Engineering Co. | Process for the production of high lubricity low sulfur distillate fuels |
| US6171478B1 (en) * | 1998-07-15 | 2001-01-09 | Uop Llc | Process for the desulfurization of a hydrocarbonaceous oil |
| US5958224A (en) * | 1998-08-14 | 1999-09-28 | Exxon Research And Engineering Co | Process for deep desulfurization using combined hydrotreating-oxidation |
-
2001
- 2001-02-08 US US09/779,283 patent/US20020148754A1/en not_active Abandoned
-
2002
- 2002-01-16 EP EP02720809A patent/EP1385922A2/en not_active Ceased
- 2002-01-16 JP JP2002563263A patent/JP4248242B2/ja not_active Expired - Fee Related
- 2002-01-16 WO PCT/US2002/001394 patent/WO2002062925A2/en not_active Ceased
- 2002-01-16 AU AU2002251783A patent/AU2002251783B2/en not_active Ceased
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB289561A (enExample) * | 1927-01-18 | |||
| US3053756A (en) * | 1958-07-03 | 1962-09-11 | Basf Ag | Refining of industrial hydrocarbon mixtures |
| US3970545A (en) * | 1972-11-10 | 1976-07-20 | Atlantic Richfield Company | Hydrocarbon desulfurization utilizing a non-catalytic hydrogen donor step and an oxidation step |
Also Published As
| Publication number | Publication date |
|---|---|
| US20020148754A1 (en) | 2002-10-17 |
| JP2004536159A (ja) | 2004-12-02 |
| JP4248242B2 (ja) | 2009-04-02 |
| WO2002062925A3 (en) | 2003-11-20 |
| EP1385922A2 (en) | 2004-02-04 |
| WO2002062925A2 (en) | 2002-08-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FGA | Letters patent sealed or granted (standard patent) | ||
| MK14 | Patent ceased section 143(a) (annual fees not paid) or expired |