AU773888B2 - Sulfur removal process - Google Patents
Sulfur removal process Download PDFInfo
- Publication number
- AU773888B2 AU773888B2 AU75909/00A AU7590900A AU773888B2 AU 773888 B2 AU773888 B2 AU 773888B2 AU 75909/00 A AU75909/00 A AU 75909/00A AU 7590900 A AU7590900 A AU 7590900A AU 773888 B2 AU773888 B2 AU 773888B2
- Authority
- AU
- Australia
- Prior art keywords
- feedstock
- olefin
- sulfur
- reaction zone
- product
- 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.)
- Ceased
Links
- 229910052717 sulfur Inorganic materials 0.000 title claims description 123
- 239000011593 sulfur Substances 0.000 title claims description 121
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 title claims description 120
- 238000000034 method Methods 0.000 title claims description 115
- 230000008569 process Effects 0.000 title claims description 100
- 239000003054 catalyst Substances 0.000 claims description 108
- 238000009835 boiling Methods 0.000 claims description 95
- 239000012535 impurity Substances 0.000 claims description 85
- 150000001336 alkenes Chemical class 0.000 claims description 82
- 238000006243 chemical reaction Methods 0.000 claims description 51
- 238000006011 modification reaction Methods 0.000 claims description 51
- 238000012986 modification Methods 0.000 claims description 48
- 229930195733 hydrocarbon Natural products 0.000 claims description 45
- 150000002430 hydrocarbons Chemical class 0.000 claims description 45
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims description 40
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 38
- 238000004523 catalytic cracking Methods 0.000 claims description 34
- 239000007788 liquid Substances 0.000 claims description 34
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 31
- 238000004821 distillation Methods 0.000 claims description 29
- 229910000037 hydrogen sulfide Inorganic materials 0.000 claims description 27
- 239000000203 mixture Substances 0.000 claims description 27
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 25
- 229910052794 bromium Inorganic materials 0.000 claims description 25
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 24
- 239000001257 hydrogen Substances 0.000 claims description 24
- 229910052739 hydrogen Inorganic materials 0.000 claims description 24
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 22
- 239000007787 solid Substances 0.000 claims description 22
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 18
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 17
- 239000003502 gasoline Substances 0.000 claims description 14
- 230000002378 acidificating effect Effects 0.000 claims description 13
- 150000002898 organic sulfur compounds Chemical class 0.000 claims description 8
- 238000005336 cracking Methods 0.000 claims description 7
- 239000002952 polymeric resin Substances 0.000 claims description 5
- 229920003002 synthetic resin Polymers 0.000 claims description 5
- 230000000052 comparative effect Effects 0.000 claims 1
- 239000003643 water by type Substances 0.000 claims 1
- 239000000047 product Substances 0.000 description 81
- 239000000463 material Substances 0.000 description 30
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 29
- 238000005804 alkylation reaction Methods 0.000 description 25
- 230000029936 alkylation Effects 0.000 description 24
- 239000004215 Carbon black (E152) Substances 0.000 description 23
- 239000003921 oil Substances 0.000 description 19
- 235000011007 phosphoric acid Nutrition 0.000 description 19
- 150000001875 compounds Chemical class 0.000 description 18
- FCEHBMOGCRZNNI-UHFFFAOYSA-N 1-benzothiophene Chemical compound C1=CC=C2SC=CC2=C1 FCEHBMOGCRZNNI-UHFFFAOYSA-N 0.000 description 16
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 15
- 239000002253 acid Substances 0.000 description 15
- -1 nitrogen-containing organic compounds Chemical class 0.000 description 15
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 14
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 14
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 14
- 125000003118 aryl group Chemical group 0.000 description 14
- 150000001491 aromatic compounds Chemical class 0.000 description 13
- 239000007789 gas Substances 0.000 description 12
- 230000015572 biosynthetic process Effects 0.000 description 10
- 238000002474 experimental method Methods 0.000 description 9
- 229930192474 thiophene Natural products 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 8
- 238000004508 fractional distillation Methods 0.000 description 8
- 150000007513 acids Chemical class 0.000 description 7
- 238000006116 polymerization reaction Methods 0.000 description 7
- 230000009467 reduction Effects 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 239000010457 zeolite Substances 0.000 description 7
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 229910052799 carbon Inorganic materials 0.000 description 6
- 230000036571 hydration Effects 0.000 description 6
- 238000006703 hydration reaction Methods 0.000 description 6
- 238000005984 hydrogenation reaction Methods 0.000 description 6
- 239000003208 petroleum Substances 0.000 description 6
- 239000000758 substrate Substances 0.000 description 6
- 238000009833 condensation Methods 0.000 description 5
- 230000005494 condensation Effects 0.000 description 5
- 238000007670 refining Methods 0.000 description 5
- 150000004763 sulfides Chemical class 0.000 description 5
- 229940059867 sulfur containing product ectoparasiticides Drugs 0.000 description 5
- 150000003577 thiophenes Chemical class 0.000 description 5
- 238000011282 treatment Methods 0.000 description 5
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N 1-Heptene Chemical compound CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 4
- QENGPZGAWFQWCZ-UHFFFAOYSA-N Methylthiophene Natural products CC=1C=CSC=1 QENGPZGAWFQWCZ-UHFFFAOYSA-N 0.000 description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 230000006378 damage Effects 0.000 description 4
- 230000009849 deactivation Effects 0.000 description 4
- 238000005194 fractionation Methods 0.000 description 4
- 229910052809 inorganic oxide Inorganic materials 0.000 description 4
- 239000013067 intermediate product Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 239000000377 silicon dioxide Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 3
- 229910021536 Zeolite Inorganic materials 0.000 description 3
- 239000003377 acid catalyst Substances 0.000 description 3
- 239000002168 alkylating agent Substances 0.000 description 3
- 229940100198 alkylating agent Drugs 0.000 description 3
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 3
- 239000003245 coal Substances 0.000 description 3
- 238000007796 conventional method Methods 0.000 description 3
- 238000006477 desulfuration reaction Methods 0.000 description 3
- 230000023556 desulfurization Effects 0.000 description 3
- 239000002283 diesel fuel Substances 0.000 description 3
- 150000002019 disulfides Chemical class 0.000 description 3
- 239000002803 fossil fuel Substances 0.000 description 3
- 239000000446 fuel Substances 0.000 description 3
- 239000000314 lubricant Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 229910052750 molybdenum Inorganic materials 0.000 description 3
- 239000011733 molybdenum Substances 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 239000003209 petroleum derivative Substances 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 239000011949 solid catalyst Substances 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- GWQOOADXMVQEFT-UHFFFAOYSA-N 2,5-Dimethylthiophene Chemical compound CC1=CC=C(C)S1 GWQOOADXMVQEFT-UHFFFAOYSA-N 0.000 description 2
- BLZKSRBAQDZAIX-UHFFFAOYSA-N 2-methyl-1-benzothiophene Chemical compound C1=CC=C2SC(C)=CC2=C1 BLZKSRBAQDZAIX-UHFFFAOYSA-N 0.000 description 2
- XQQBUAPQHNYYRS-UHFFFAOYSA-N 2-methylthiophene Chemical compound CC1=CC=CS1 XQQBUAPQHNYYRS-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000005909 Kieselgur Substances 0.000 description 2
- 239000002841 Lewis acid Substances 0.000 description 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- RBKVCANILNEQJT-UHFFFAOYSA-N [Br].CCCCCCCC Chemical compound [Br].CCCCCCCC RBKVCANILNEQJT-UHFFFAOYSA-N 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- QVQLCTNNEUAWMS-UHFFFAOYSA-N barium oxide Chemical compound [Ba]=O QVQLCTNNEUAWMS-UHFFFAOYSA-N 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 238000001311 chemical methods and process Methods 0.000 description 2
- 239000010941 cobalt Substances 0.000 description 2
- 229910017052 cobalt Inorganic materials 0.000 description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
- 238000004939 coking Methods 0.000 description 2
- 239000010779 crude oil Substances 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 230000018044 dehydration Effects 0.000 description 2
- 238000006297 dehydration reaction Methods 0.000 description 2
- 238000000151 deposition Methods 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
- XPPKVPWEQAFLFU-UHFFFAOYSA-N diphosphoric acid Chemical compound OP(O)(=O)OP(O)(O)=O XPPKVPWEQAFLFU-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 239000003350 kerosene Substances 0.000 description 2
- 150000007517 lewis acids Chemical class 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- 239000004058 oil shale Substances 0.000 description 2
- 238000006384 oligomerization reaction Methods 0.000 description 2
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 2
- 229940005657 pyrophosphoric acid Drugs 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- XLUBVTJUEUUZMR-UHFFFAOYSA-B silicon(4+);tetraphosphate Chemical class [Si+4].[Si+4].[Si+4].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O XLUBVTJUEUUZMR-UHFFFAOYSA-B 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- IATRAKWUXMZMIY-UHFFFAOYSA-N strontium oxide Chemical compound [O-2].[Sr+2] IATRAKWUXMZMIY-UHFFFAOYSA-N 0.000 description 2
- 150000003463 sulfur Chemical class 0.000 description 2
- 125000004434 sulfur atom Chemical group 0.000 description 2
- 150000003464 sulfur compounds Chemical class 0.000 description 2
- XTQHKBHJIVJGKJ-UHFFFAOYSA-N sulfur monoxide Chemical class S=O XTQHKBHJIVJGKJ-UHFFFAOYSA-N 0.000 description 2
- 229910052815 sulfur oxide Inorganic materials 0.000 description 2
- UNXRWKVEANCORM-UHFFFAOYSA-N triphosphoric acid Chemical compound OP(O)(=O)OP(O)(=O)OP(O)(O)=O UNXRWKVEANCORM-UHFFFAOYSA-N 0.000 description 2
- 229940048102 triphosphoric acid Drugs 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 229910001928 zirconium oxide Inorganic materials 0.000 description 2
- ACHMHHCOSAKQSS-UHFFFAOYSA-N 2,3-dimethyl-1-benzothiophene Chemical compound C1=CC=C2C(C)=C(C)SC2=C1 ACHMHHCOSAKQSS-UHFFFAOYSA-N 0.000 description 1
- BZYUMXXOAYSFOW-UHFFFAOYSA-N 2,3-dimethylthiophene Chemical compound CC=1C=CSC=1C BZYUMXXOAYSFOW-UHFFFAOYSA-N 0.000 description 1
- JCCCMAAJYSNBPR-UHFFFAOYSA-N 2-ethylthiophene Chemical compound CCC1=CC=CS1 JCCCMAAJYSNBPR-UHFFFAOYSA-N 0.000 description 1
- GIFWAJGKWIDXMY-UHFFFAOYSA-N 2-octylthiophene Chemical compound CCCCCCCCC1=CC=CS1 GIFWAJGKWIDXMY-UHFFFAOYSA-N 0.000 description 1
- LOXBELRNKUFSRD-UHFFFAOYSA-N 2-propan-2-ylthiophene Chemical compound CC(C)C1=CC=CS1 LOXBELRNKUFSRD-UHFFFAOYSA-N 0.000 description 1
- HLUNIRWBGNBJOO-UHFFFAOYSA-N 3-ethyl-1-benzothiophene Chemical compound C1=CC=C2C(CC)=CSC2=C1 HLUNIRWBGNBJOO-UHFFFAOYSA-N 0.000 description 1
- SLDBAXYJAIRQMX-UHFFFAOYSA-N 3-ethylthiophene Chemical compound CCC=1C=CSC=1 SLDBAXYJAIRQMX-UHFFFAOYSA-N 0.000 description 1
- LJPDBPCGTFTUDE-UHFFFAOYSA-N 3-propan-2-ylthiophene Chemical compound CC(C)C=1C=CSC=1 LJPDBPCGTFTUDE-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 239000007848 Bronsted acid Substances 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-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
- 125000002015 acyclic group Chemical group 0.000 description 1
- 239000000809 air pollutant Substances 0.000 description 1
- 231100001243 air pollutant Toxicity 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 230000002152 alkylating effect Effects 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- 239000000292 calcium oxide Substances 0.000 description 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
- 229920001429 chelating resin Polymers 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000000571 coke Substances 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- UQSQSQZYBQSBJZ-UHFFFAOYSA-N fluorosulfonic acid Chemical compound OS(F)(=O)=O UQSQSQZYBQSBJZ-UHFFFAOYSA-N 0.000 description 1
- 238000013467 fragmentation Methods 0.000 description 1
- 238000006062 fragmentation reaction Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 229920006158 high molecular weight polymer Polymers 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 238000011221 initial treatment Methods 0.000 description 1
- 229910001872 inorganic gas Inorganic materials 0.000 description 1
- 238000006317 isomerization reaction Methods 0.000 description 1
- 229910000311 lanthanide oxide Inorganic materials 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- KWKAKUADMBZCLK-UHFFFAOYSA-N methyl heptene Natural products CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 125000001741 organic sulfur group Chemical group 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 229920000137 polyphosphoric acid Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 239000003079 shale oil Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- 238000001577 simple distillation Methods 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 238000000844 transformation Methods 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- 238000004846 x-ray emission Methods 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
- 150000003755 zirconium 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
- C10G69/00—Treatment of hydrocarbon oils by at least one hydrotreatment process and at least one other conversion process
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)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/489392 | 2000-01-21 | ||
| US09/489,392 US6599417B2 (en) | 2000-01-21 | 2000-01-21 | Sulfur removal process |
| PCT/US2000/025649 WO2001053432A1 (en) | 2000-01-21 | 2000-09-19 | Sulfur removal process |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU7590900A AU7590900A (en) | 2001-07-31 |
| AU773888B2 true AU773888B2 (en) | 2004-06-10 |
Family
ID=23943662
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU75909/00A Ceased AU773888B2 (en) | 2000-01-21 | 2000-09-19 | Sulfur removal process |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US6599417B2 (enExample) |
| EP (1) | EP1171550A1 (enExample) |
| JP (1) | JP5457616B2 (enExample) |
| AU (1) | AU773888B2 (enExample) |
| WO (1) | WO2001053432A1 (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1438372B1 (en) * | 2001-10-25 | 2005-12-28 | BP Corporation North America Inc. | Sulfur removal process |
| US7473351B2 (en) | 2002-04-17 | 2009-01-06 | Bp Corporation North America Inc. | Removal of nitrogen, sulfur, and alkylating agents from hydrocarbon streams |
| US20050023191A1 (en) * | 2003-08-01 | 2005-02-03 | Shih Stuart S. | Process to manufacture low sulfur fuels |
| WO2005019390A1 (en) * | 2003-08-19 | 2005-03-03 | Exxonmobil Research And Engineering Company | Olefin addition for selective naphtha desulfurization with reduced octane loss |
| FR2858980B1 (fr) * | 2003-08-19 | 2006-02-17 | Inst Francais Du Petrole | Utilisation d'un catalyseur comprenant un support en carburant de silicium b dans un procede d'hydrodesulfuration selective |
| US7332003B1 (en) * | 2003-09-04 | 2008-02-19 | Aspen Products Group, Inc. | Hydrocarbon fuel processing for hydrogen generation |
| US20060194998A1 (en) * | 2005-02-28 | 2006-08-31 | Umansky Benjamin S | Process for making high octane gasoline with reduced benzene content |
| US7731838B2 (en) * | 2007-09-11 | 2010-06-08 | Exxonmobil Research And Engineering Company | Solid acid assisted deep desulfurization of diesel boiling range feeds |
| US8395006B2 (en) * | 2009-03-13 | 2013-03-12 | Exxonmobil Research And Engineering Company | Process for making high octane gasoline with reduced benzene content by benzene alkylation at high benzene conversion |
| US9453167B2 (en) | 2013-08-30 | 2016-09-27 | Uop Llc | Methods and apparatuses for processing hydrocarbon streams containing organic nitrogen species |
| CA3032877A1 (en) | 2016-10-07 | 2018-04-12 | Haldor Topsoe A/S | A process for hydrotreatment of a fuel gas stream containing more than 4% olefins |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5863419A (en) * | 1997-01-14 | 1999-01-26 | Amoco Corporation | Sulfur removal by catalytic distillation |
| US5865988A (en) * | 1995-07-07 | 1999-02-02 | Mobil Oil Corporation | Hydrocarbon upgrading process |
| US5999441A (en) * | 1997-02-14 | 1999-12-07 | Advanced Micro Devices, Inc. | Random access memory having bit selectable mask for memory writes |
Family Cites Families (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2120702A (en) | 1936-08-10 | 1938-06-14 | Universal Oil Prod Co | Manufacture of catalysts |
| US2843639A (en) | 1954-02-15 | 1958-07-15 | California Research Corp | Process for securing and maintaining catalyst activity of phosphoric acid type catalysts |
| US2921081A (en) | 1956-03-15 | 1960-01-12 | Standard Oil Co | Catalysis |
| BE583542A (enExample) | 1958-10-13 | 1900-01-01 | ||
| US2999807A (en) | 1959-03-31 | 1961-09-12 | Shell Oil Co | Removal of nitrogen compounds from gasoline |
| US3719587A (en) | 1970-06-30 | 1973-03-06 | Exxon Research Engineering Co | Purging and washing coal naphtha to remove dihydrogen sulfide and basic nitrogen |
| US3953323A (en) * | 1974-12-23 | 1976-04-27 | Texaco Inc. | Process for reduction of olefinic unsaturation of pyrolysis naphtha (dripolene) |
| US3957625A (en) * | 1975-02-07 | 1976-05-18 | Mobil Oil Corporation | Method for reducing the sulfur level of gasoline product |
| US4171260A (en) | 1978-08-28 | 1979-10-16 | Mobil Oil Corporation | Process for reducing thiophenic sulfur in heavy oil |
| US4229282A (en) * | 1979-04-27 | 1980-10-21 | Mobil Oil Corporation | Catalytic dewaxing of hydrocarbon oils |
| FR2476118B1 (fr) * | 1980-02-19 | 1987-03-20 | Inst Francais Du Petrole | Procede de desulfuration d'un effluent de craquage catalytique ou de craquage a la vapeur |
| US4795550A (en) * | 1987-04-03 | 1989-01-03 | Uop Inc. | Removal of trace olefins from aromatic hydrocarbons |
| US4879428A (en) * | 1988-03-03 | 1989-11-07 | Harandi Mohsen N | Upgrading lower olefins |
| ATE77639T1 (de) | 1988-09-20 | 1992-07-15 | Uop Inc | Katalytische nichtoxidatives verfahren fuer das suessen von kohlenwasserstofffraktionen. |
| US4990242A (en) * | 1989-06-14 | 1991-02-05 | Exxon Research And Engineering Company | Enhanced sulfur removal from fuels |
| US4973790A (en) | 1989-11-16 | 1990-11-27 | Mobil Oil Corporation | Process for upgrading light olefinic streams |
| US5120890A (en) | 1990-12-31 | 1992-06-09 | Uop | Process for reducing benzene content in gasoline |
| US5171916A (en) | 1991-06-14 | 1992-12-15 | Mobil Oil Corp. | Light cycle oil conversion |
| US5409596A (en) | 1991-08-15 | 1995-04-25 | Mobil Oil Corporation | Hydrocarbon upgrading process |
| US5391288A (en) | 1991-08-15 | 1995-02-21 | Mobil Oil Corporation | Gasoline upgrading process |
| US5298150A (en) | 1991-08-15 | 1994-03-29 | Mobil Oil Corporation | Gasoline upgrading process |
| US5346609A (en) * | 1991-08-15 | 1994-09-13 | Mobil Oil Corporation | Hydrocarbon upgrading process |
| US5414183A (en) * | 1992-12-24 | 1995-05-09 | Uop | Nitrogen removal from light hydrocarbon feed in olefin isomerization and etherication process |
| US5336820A (en) | 1993-08-11 | 1994-08-09 | Mobil Oil Corporation | Process for the alkylation of benzene-rich gasoline |
| US5510568A (en) | 1994-06-17 | 1996-04-23 | Chemical Research & Licensing Company | Process for the removal of mercaptans and hydrogen sulfide from hydrocarbon streams |
| US5525211A (en) | 1994-10-06 | 1996-06-11 | Texaco Inc. | Selective hydrodesulfurization of naphtha using selectively poisoned hydroprocessing catalyst |
| US5599441A (en) * | 1995-05-31 | 1997-02-04 | Mobil Oil Corporation | Alkylation process for desulfurization of gasoline |
| US5865987A (en) * | 1995-07-07 | 1999-02-02 | Mobil Oil | Benzene conversion in an improved gasoline upgrading process |
| JP3378416B2 (ja) | 1995-08-25 | 2003-02-17 | 新日本石油株式会社 | 接触分解ガソリンの脱硫方法 |
| US5597476A (en) | 1995-08-28 | 1997-01-28 | Chemical Research & Licensing Company | Gasoline desulfurization process |
| CA2192524A1 (en) * | 1995-12-21 | 1997-06-22 | Robert A. Ludolph | Process for upgrading petroleum fractions containing olefins and aromatics |
| US5837131A (en) | 1996-04-05 | 1998-11-17 | University Technologies International Inc. | Desulfurization process |
| FR2753717B1 (fr) * | 1996-09-24 | 1998-10-30 | Procede et installation pour la production d'essences de craquage catalytique a faible teneur en soufre | |
| US6048451A (en) | 1997-01-14 | 2000-04-11 | Bp Amoco Corporation | Sulfur removal process |
| DK29598A (da) * | 1998-03-04 | 1999-09-05 | Haldor Topsoe As | Fremgangsmåde til afsvovlning af FCC-tung benzin |
-
2000
- 2000-01-21 US US09/489,392 patent/US6599417B2/en not_active Expired - Fee Related
- 2000-09-19 JP JP2001553895A patent/JP5457616B2/ja not_active Expired - Fee Related
- 2000-09-19 AU AU75909/00A patent/AU773888B2/en not_active Ceased
- 2000-09-19 WO PCT/US2000/025649 patent/WO2001053432A1/en not_active Ceased
- 2000-09-19 EP EP00965141A patent/EP1171550A1/en not_active Ceased
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5865988A (en) * | 1995-07-07 | 1999-02-02 | Mobil Oil Corporation | Hydrocarbon upgrading process |
| US5863419A (en) * | 1997-01-14 | 1999-01-26 | Amoco Corporation | Sulfur removal by catalytic distillation |
| US5999441A (en) * | 1997-02-14 | 1999-12-07 | Advanced Micro Devices, Inc. | Random access memory having bit selectable mask for memory writes |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2003520888A (ja) | 2003-07-08 |
| WO2001053432A1 (en) | 2001-07-26 |
| EP1171550A1 (en) | 2002-01-16 |
| US6599417B2 (en) | 2003-07-29 |
| JP5457616B2 (ja) | 2014-04-02 |
| US20020121459A1 (en) | 2002-09-05 |
| AU7590900A (en) | 2001-07-31 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP4414098B2 (ja) | 多工程硫黄除去プロセス | |
| EP1029025B1 (en) | Sulfur removal process | |
| AU773888B2 (en) | Sulfur removal process | |
| EP1438372B1 (en) | Sulfur removal process | |
| AU2002310232B2 (en) | Multiple stage process for removal of sulfur from components for blending of transportation fuels | |
| AU2002310232A1 (en) | Multiple stage process for removal of sulfur from components for blending of transportation fuels | |
| US6602405B2 (en) | Sulfur removal process | |
| AU2002303921B2 (en) | Multistage process for removal of sulfur from components for blending of transportation fuels | |
| AU2002303921A1 (en) | Multistage process for removal of sulfur from components for blending of transportation fuels | |
| AU2002349893B2 (en) | Sulfur removal process | |
| AU2002349893A1 (en) | Sulfur removal process |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FGA | Letters patent sealed or granted (standard patent) |