JP2004537613A5 - - Google Patents
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- Publication number
- JP2004537613A5 JP2004537613A5 JP2003517434A JP2003517434A JP2004537613A5 JP 2004537613 A5 JP2004537613 A5 JP 2004537613A5 JP 2003517434 A JP2003517434 A JP 2003517434A JP 2003517434 A JP2003517434 A JP 2003517434A JP 2004537613 A5 JP2004537613 A5 JP 2004537613A5
- Authority
- JP
- Japan
- Prior art keywords
- sulfur
- catalyst
- fraction
- boiling
- feed
- 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.)
- Granted
Links
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 188
- 229910052717 sulfur Inorganic materials 0.000 claims description 186
- 239000011593 sulfur Substances 0.000 claims description 185
- 239000003054 catalyst Substances 0.000 claims description 176
- 238000000034 method Methods 0.000 claims description 120
- 238000009835 boiling Methods 0.000 claims description 115
- 230000008569 process Effects 0.000 claims description 88
- 238000005804 alkylation reaction Methods 0.000 claims description 75
- 230000029936 alkylation Effects 0.000 claims description 74
- 239000012535 impurity Substances 0.000 claims description 71
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 63
- 150000001336 alkenes Chemical class 0.000 claims description 58
- 230000002378 acidificating effect Effects 0.000 claims description 55
- 150000002430 hydrocarbons Chemical class 0.000 claims description 54
- 229930195733 hydrocarbon Natural products 0.000 claims description 51
- 239000000463 material Substances 0.000 claims description 43
- 238000005984 hydrogenation reaction Methods 0.000 claims description 40
- 239000007788 liquid Substances 0.000 claims description 39
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 38
- 239000000203 mixture Substances 0.000 claims description 37
- 239000000446 fuel Substances 0.000 claims description 35
- 239000001257 hydrogen Substances 0.000 claims description 32
- 229910052739 hydrogen Inorganic materials 0.000 claims description 32
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 29
- 150000002894 organic compounds Chemical class 0.000 claims description 29
- 239000007787 solid Substances 0.000 claims description 29
- -1 olefins Chemical class 0.000 claims description 27
- 229910052751 metal Inorganic materials 0.000 claims description 23
- 239000002184 metal Substances 0.000 claims description 23
- 238000004821 distillation Methods 0.000 claims description 22
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 20
- 238000004523 catalytic cracking Methods 0.000 claims description 20
- 239000000126 substance Substances 0.000 claims description 15
- 238000005336 cracking Methods 0.000 claims description 14
- 150000001875 compounds Chemical class 0.000 claims description 13
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 13
- 238000002156 mixing Methods 0.000 claims description 12
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 12
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 10
- 150000002739 metals Chemical class 0.000 claims description 10
- 229910052750 molybdenum Inorganic materials 0.000 claims description 10
- 239000011733 molybdenum Substances 0.000 claims description 10
- 229910052759 nickel Inorganic materials 0.000 claims description 10
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 claims description 8
- 229910052721 tungsten Inorganic materials 0.000 claims description 8
- 239000010937 tungsten Substances 0.000 claims description 8
- 239000010941 cobalt Substances 0.000 claims description 7
- 229910017052 cobalt Inorganic materials 0.000 claims description 7
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 7
- 150000002898 organic sulfur compounds Chemical class 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 238000010348 incorporation Methods 0.000 claims description 5
- 238000000197 pyrolysis Methods 0.000 claims description 2
- 239000000654 additive Substances 0.000 claims 2
- 230000000996 additive effect Effects 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 230000001747 exhibiting effect Effects 0.000 claims 1
- 239000000047 product Substances 0.000 description 67
- 238000006243 chemical reaction Methods 0.000 description 44
- 239000004215 Carbon black (E152) Substances 0.000 description 30
- 235000011007 phosphoric acid Nutrition 0.000 description 30
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 27
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 26
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 22
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 22
- 239000003921 oil Substances 0.000 description 22
- 239000003502 gasoline Substances 0.000 description 19
- FCEHBMOGCRZNNI-UHFFFAOYSA-N 1-benzothiophene Chemical compound C1=CC=C2SC=CC2=C1 FCEHBMOGCRZNNI-UHFFFAOYSA-N 0.000 description 18
- 239000003208 petroleum Substances 0.000 description 18
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 17
- 239000002253 acid Substances 0.000 description 15
- 239000002168 alkylating agent Substances 0.000 description 15
- 229940100198 alkylating agent Drugs 0.000 description 15
- 239000007789 gas Substances 0.000 description 15
- 229930192474 thiophene Natural products 0.000 description 14
- 229910052757 nitrogen Inorganic materials 0.000 description 13
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 12
- 239000010724 circulating oil Substances 0.000 description 12
- 239000010779 crude oil Substances 0.000 description 12
- 238000004231 fluid catalytic cracking Methods 0.000 description 12
- 230000003197 catalytic effect Effects 0.000 description 10
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 10
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 9
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 9
- 239000010457 zeolite Substances 0.000 description 9
- 239000008186 active pharmaceutical agent Substances 0.000 description 8
- 125000003118 aryl group Chemical group 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- 229910052809 inorganic oxide Inorganic materials 0.000 description 8
- 239000000377 silicon dioxide Substances 0.000 description 8
- 150000004763 sulfides Chemical class 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 229910001868 water Inorganic materials 0.000 description 8
- 239000000571 coke Substances 0.000 description 7
- 238000006477 desulfuration reaction Methods 0.000 description 7
- 230000023556 desulfurization Effects 0.000 description 7
- 230000009467 reduction Effects 0.000 description 7
- 150000003464 sulfur compounds Chemical class 0.000 description 7
- QENGPZGAWFQWCZ-UHFFFAOYSA-N Methylthiophene Natural products CC=1C=CSC=1 QENGPZGAWFQWCZ-UHFFFAOYSA-N 0.000 description 6
- 239000004927 clay Substances 0.000 description 6
- 238000004508 fractional distillation Methods 0.000 description 6
- 238000000926 separation method Methods 0.000 description 6
- 150000001491 aromatic compounds Chemical class 0.000 description 5
- 238000001816 cooling Methods 0.000 description 5
- 239000012530 fluid Substances 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 5
- 239000011949 solid catalyst Substances 0.000 description 5
- 229910021536 Zeolite Inorganic materials 0.000 description 4
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000001833 catalytic reforming Methods 0.000 description 4
- 230000009849 deactivation Effects 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 4
- 230000007423 decrease Effects 0.000 description 4
- 230000003247 decreasing effect Effects 0.000 description 4
- 238000010586 diagram Methods 0.000 description 4
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 4
- 238000005194 fractionation Methods 0.000 description 4
- 230000036571 hydration Effects 0.000 description 4
- 238000006703 hydration reaction Methods 0.000 description 4
- 239000012263 liquid product Substances 0.000 description 4
- 238000012545 processing Methods 0.000 description 4
- 230000008929 regeneration Effects 0.000 description 4
- 238000011069 regeneration method Methods 0.000 description 4
- 125000004434 sulfur atom Chemical group 0.000 description 4
- 229940059867 sulfur containing product ectoparasiticides Drugs 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 239000003575 carbonaceous material Substances 0.000 description 3
- 239000003245 coal Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- XPPKVPWEQAFLFU-UHFFFAOYSA-N diphosphoric acid Chemical compound OP(O)(=O)OP(O)(O)=O XPPKVPWEQAFLFU-UHFFFAOYSA-N 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 150000002431 hydrogen Chemical class 0.000 description 3
- 239000003350 kerosene Substances 0.000 description 3
- 229910044991 metal oxide Inorganic materials 0.000 description 3
- 150000004706 metal oxides Chemical class 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 239000002952 polymeric resin Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 229940005657 pyrophosphoric acid Drugs 0.000 description 3
- 150000003463 sulfur Chemical class 0.000 description 3
- XTQHKBHJIVJGKJ-UHFFFAOYSA-N sulfur monoxide Chemical class S=O XTQHKBHJIVJGKJ-UHFFFAOYSA-N 0.000 description 3
- 229910052815 sulfur oxide Inorganic materials 0.000 description 3
- 229920003002 synthetic resin Polymers 0.000 description 3
- 150000003577 thiophenes Chemical class 0.000 description 3
- 239000004563 wettable powder Substances 0.000 description 3
- XQQBUAPQHNYYRS-UHFFFAOYSA-N 2-methylthiophene Chemical compound CC1=CC=CS1 XQQBUAPQHNYYRS-UHFFFAOYSA-N 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 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
- 241001469893 Oxyzygonectes dovii Species 0.000 description 2
- 229910018287 SbF 5 Inorganic materials 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 239000003463 adsorbent Substances 0.000 description 2
- 239000011959 amorphous silica alumina Substances 0.000 description 2
- 230000033228 biological regulation Effects 0.000 description 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 2
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 2
- 238000004939 coking Methods 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- 230000002860 competitive effect Effects 0.000 description 2
- 238000010924 continuous production Methods 0.000 description 2
- 238000000151 deposition Methods 0.000 description 2
- 239000002283 diesel fuel Substances 0.000 description 2
- 229910001882 dioxygen Inorganic materials 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 125000005842 heteroatom Chemical group 0.000 description 2
- 150000007517 lewis acids Chemical class 0.000 description 2
- 239000010687 lubricating oil Substances 0.000 description 2
- 239000005300 metallic glass Substances 0.000 description 2
- 239000004058 oil shale Substances 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- 230000000737 periodic effect Effects 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- 230000001737 promoting effect Effects 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- XLUBVTJUEUUZMR-UHFFFAOYSA-B silicon(4+);tetraphosphate Chemical compound [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
- 238000003860 storage Methods 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- DGUACJDPTAAFMP-UHFFFAOYSA-N 1,9-dimethyldibenzo[2,1-b:1',2'-d]thiophene Natural products S1C2=CC=CC(C)=C2C2=C1C=CC=C2C DGUACJDPTAAFMP-UHFFFAOYSA-N 0.000 description 1
- MYAQZIAVOLKEGW-UHFFFAOYSA-N 4,6-dimethyldibenzothiophene Chemical compound S1C2=C(C)C=CC=C2C2=C1C(C)=CC=C2 MYAQZIAVOLKEGW-UHFFFAOYSA-N 0.000 description 1
- 229910015900 BF3 Inorganic materials 0.000 description 1
- 239000007848 Bronsted acid Substances 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 239000000809 air pollutant Substances 0.000 description 1
- 231100001243 air pollutant Toxicity 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 230000002152 alkylating effect Effects 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 229910000323 aluminium silicate Inorganic materials 0.000 description 1
- 235000019568 aromas Nutrition 0.000 description 1
- 230000001174 ascending effect Effects 0.000 description 1
- 239000011324 bead Substances 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
- 229910052796 boron Inorganic materials 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000003421 catalytic decomposition reaction Methods 0.000 description 1
- 238000004517 catalytic hydrocracking Methods 0.000 description 1
- CETPSERCERDGAM-UHFFFAOYSA-N ceric oxide Chemical compound O=[Ce]=O CETPSERCERDGAM-UHFFFAOYSA-N 0.000 description 1
- 229910000422 cerium(IV) oxide Inorganic materials 0.000 description 1
- 229920001429 chelating resin Polymers 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 230000003009 desulfurizing effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- UAMZXLIURMNTHD-UHFFFAOYSA-N dialuminum;magnesium;oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[O-2].[Mg+2].[Al+3].[Al+3] UAMZXLIURMNTHD-UHFFFAOYSA-N 0.000 description 1
- IYYZUPMFVPLQIF-UHFFFAOYSA-N dibenzothiophene Chemical class C1=CC=C2C3=CC=CC=C3SC2=C1 IYYZUPMFVPLQIF-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 150000002019 disulfides Chemical class 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005516 engineering process Methods 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
- 150000002170 ethers Chemical class 0.000 description 1
- UQSQSQZYBQSBJZ-UHFFFAOYSA-N fluorosulfonic acid Chemical compound OS(F)(=O)=O UQSQSQZYBQSBJZ-UHFFFAOYSA-N 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000008246 gaseous mixture Substances 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 230000002779 inactivation Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000009830 intercalation Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 229910052680 mordenite Inorganic materials 0.000 description 1
- 229910017464 nitrogen compound Inorganic materials 0.000 description 1
- 150000002830 nitrogen compounds Chemical class 0.000 description 1
- 239000003129 oil well Substances 0.000 description 1
- 150000007530 organic bases Chemical class 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
- 238000009931 pascalization Methods 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 238000011020 pilot scale process Methods 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920000137 polyphosphoric acid Polymers 0.000 description 1
- 238000012987 post-synthetic modification Methods 0.000 description 1
- 230000002028 premature Effects 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
- 238000010926 purge Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000002407 reforming Methods 0.000 description 1
- 239000011819 refractory material Substances 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 239000003079 shale oil Substances 0.000 description 1
- 238000007086 side reaction Methods 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
- 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
- 150000003457 sulfones Chemical class 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- ZCUFMDLYAMJYST-UHFFFAOYSA-N thorium dioxide Chemical compound O=[Th]=O ZCUFMDLYAMJYST-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer 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
- UNXRWKVEANCORM-UHFFFAOYSA-N triphosphoric acid Chemical compound OP(O)(=O)OP(O)(=O)OP(O)(O)=O UNXRWKVEANCORM-UHFFFAOYSA-N 0.000 description 1
- 229940048102 triphosphoric acid Drugs 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/918,930 US6736963B2 (en) | 2001-07-31 | 2001-07-31 | Multiple stage process for removal of sulfur from components for blending of transportation fuels |
| PCT/US2002/017154 WO2003012276A2 (en) | 2001-07-31 | 2002-05-31 | Multiple stage process for removal of sulfur from components for blending of transportation fuels |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2004537613A JP2004537613A (ja) | 2004-12-16 |
| JP2004537613A5 true JP2004537613A5 (enExample) | 2006-01-05 |
| JP4417105B2 JP4417105B2 (ja) | 2010-02-17 |
Family
ID=25441184
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003517434A Expired - Fee Related JP4417105B2 (ja) | 2001-07-31 | 2002-05-31 | 輸送燃料のブレンド用成分からの硫黄除去のための多重ステージプロセス |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US6736963B2 (enExample) |
| EP (1) | EP1412457B1 (enExample) |
| JP (1) | JP4417105B2 (enExample) |
| AT (1) | ATE371004T1 (enExample) |
| AU (1) | AU2002310232B2 (enExample) |
| DE (1) | DE60221990T2 (enExample) |
| ES (1) | ES2290308T3 (enExample) |
| WO (1) | WO2003012276A2 (enExample) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005019387A1 (en) * | 2003-08-19 | 2005-03-03 | Exxonmobil Research And Engineering Company | The production of low sulfur naphtha streams via sweetening and fractionation combined with thiophene alkylation |
| US7473349B2 (en) * | 2004-12-30 | 2009-01-06 | Bp Corporation North America Inc. | Process for removal of sulfur from components for blending of transportation fuels |
| KR101156370B1 (ko) * | 2005-02-17 | 2012-06-13 | 에스케이에너지 주식회사 | 저방향족 및 초저유황 경유를 제조하는 방법 |
| US20070128509A1 (en) * | 2005-12-05 | 2007-06-07 | Zongxuan Hong | Producing sodium borohydride with high energy efficiency and recycles of by-product materials |
| US20080093265A1 (en) * | 2006-10-18 | 2008-04-24 | Exxonmobil Research And Engineering Company | Process for selective sulfur removal from FCC naphthas using zeolite catalysts |
| FR2913692B1 (fr) * | 2007-03-14 | 2010-10-15 | Inst Francais Du Petrole | Procede de desulfuration de fractions hydrocarbonees issues d'effluents de vapocraquage |
| JP2009051816A (ja) * | 2007-08-23 | 2009-03-12 | Rohm & Haas Co | 不飽和カルボン酸およびニトリルの製造方法 |
| US20100264067A1 (en) * | 2009-04-16 | 2010-10-21 | General Electric Company | Method for removing impurities from hydrocarbon oils |
| US20110054227A1 (en) * | 2009-08-26 | 2011-03-03 | Chevron Phillips Chemical Company Lp | Process to Protect Hydrogenation and Isomerization Catalysts Using a Guard Bed |
| KR20180059563A (ko) | 2010-09-13 | 2018-06-04 | 루머스 테크놀로지 인코포레이티드 | 합성 가스 컨디셔닝을 수반하는 저온 내황성 타르 및 황 제거 |
| US20120074038A1 (en) * | 2010-09-27 | 2012-03-29 | Uop Llc | Liquid phase hydroprocessing with low pressure drop |
| US8894844B2 (en) | 2011-03-21 | 2014-11-25 | Exxonmobil Research And Engineering Company | Hydroprocessing methods utilizing carbon oxide-tolerant catalysts |
| WO2013184411A1 (en) | 2012-06-04 | 2013-12-12 | Saudi Arabian Oil Company | Manufacturing polymers of thiophene, benzothiophene, and their alkylated derivatives |
| US9453167B2 (en) | 2013-08-30 | 2016-09-27 | Uop Llc | Methods and apparatuses for processing hydrocarbon streams containing organic nitrogen species |
| US10800981B2 (en) | 2019-02-13 | 2020-10-13 | Saudi Arabian Oil Company | Process for producing diesel fuel from olefinic refinery feedstreams |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3996128A (en) | 1974-04-01 | 1976-12-07 | Mobil Oil Corporation | Isobutane conversion of naphtha in pretreater desulfurization |
| JPH06128570A (ja) * | 1992-10-14 | 1994-05-10 | Nippon Oil Co Ltd | 無鉛高オクタン価ガソリン |
| US5336820A (en) * | 1993-08-11 | 1994-08-09 | Mobil Oil Corporation | Process for the alkylation of benzene-rich gasoline |
| US5863419A (en) * | 1997-01-14 | 1999-01-26 | Amoco Corporation | Sulfur removal by catalytic distillation |
| US6059962A (en) * | 1998-09-09 | 2000-05-09 | Bp Amoco Corporation | Multiple stage sulfur removal process |
| US6024865A (en) * | 1998-09-09 | 2000-02-15 | Bp Amoco Corporation | Sulfur removal process |
-
2001
- 2001-07-31 US US09/918,930 patent/US6736963B2/en not_active Expired - Fee Related
-
2002
- 2002-05-31 ES ES02737294T patent/ES2290308T3/es not_active Expired - Lifetime
- 2002-05-31 DE DE60221990T patent/DE60221990T2/de not_active Expired - Lifetime
- 2002-05-31 WO PCT/US2002/017154 patent/WO2003012276A2/en not_active Ceased
- 2002-05-31 EP EP02737294A patent/EP1412457B1/en not_active Expired - Lifetime
- 2002-05-31 AU AU2002310232A patent/AU2002310232B2/en not_active Ceased
- 2002-05-31 JP JP2003517434A patent/JP4417105B2/ja not_active Expired - Fee Related
- 2002-05-31 AT AT02737294T patent/ATE371004T1/de not_active IP Right Cessation
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