JP2012255149A - ナフサを触媒改質するためのプロセス - Google Patents
ナフサを触媒改質するためのプロセス Download PDFInfo
- Publication number
- JP2012255149A JP2012255149A JP2012119997A JP2012119997A JP2012255149A JP 2012255149 A JP2012255149 A JP 2012255149A JP 2012119997 A JP2012119997 A JP 2012119997A JP 2012119997 A JP2012119997 A JP 2012119997A JP 2012255149 A JP2012255149 A JP 2012255149A
- Authority
- JP
- Japan
- Prior art keywords
- naphtha
- allene
- process according
- paraffin
- catalyst
- 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
- 238000000034 method Methods 0.000 title claims abstract description 119
- 230000008569 process Effects 0.000 title claims abstract description 94
- 238000002407 reforming Methods 0.000 title claims abstract description 38
- 238000006243 chemical reaction Methods 0.000 claims abstract description 66
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims abstract description 60
- 239000003054 catalyst Substances 0.000 claims abstract description 57
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims abstract description 38
- 239000005977 Ethylene Substances 0.000 claims abstract description 38
- 238000001833 catalytic reforming Methods 0.000 claims abstract description 36
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 29
- 238000005336 cracking Methods 0.000 claims abstract description 14
- 150000001361 allenes Chemical class 0.000 claims description 92
- 239000012188 paraffin wax Substances 0.000 claims description 72
- 229930195733 hydrocarbon Natural products 0.000 claims description 58
- 150000002430 hydrocarbons Chemical class 0.000 claims description 58
- 239000002994 raw material Substances 0.000 claims description 51
- 238000000926 separation method Methods 0.000 claims description 51
- 239000004215 Carbon black (E152) Substances 0.000 claims description 48
- 239000000203 mixture Substances 0.000 claims description 38
- 239000002904 solvent Substances 0.000 claims description 34
- 238000000605 extraction Methods 0.000 claims description 27
- 238000001179 sorption measurement Methods 0.000 claims description 24
- 239000001257 hydrogen Substances 0.000 claims description 23
- 229910052739 hydrogen Inorganic materials 0.000 claims description 23
- 239000007789 gas Substances 0.000 claims description 19
- 239000007788 liquid Substances 0.000 claims description 19
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- 238000006057 reforming reaction Methods 0.000 claims description 9
- 238000000354 decomposition reaction Methods 0.000 claims description 8
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 7
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 7
- 229910052785 arsenic Inorganic materials 0.000 claims description 7
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 claims description 7
- 229910052717 sulfur Inorganic materials 0.000 claims description 7
- 239000011593 sulfur Substances 0.000 claims description 7
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 6
- 238000003795 desorption Methods 0.000 claims description 6
- 238000009835 boiling Methods 0.000 claims description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 claims description 5
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 4
- 238000005984 hydrogenation reaction Methods 0.000 claims description 4
- LCEDQNDDFOCWGG-UHFFFAOYSA-N morpholine-4-carbaldehyde Chemical compound O=CN1CCOCC1 LCEDQNDDFOCWGG-UHFFFAOYSA-N 0.000 claims description 4
- 229910052725 zinc Inorganic materials 0.000 claims description 4
- 239000011701 zinc Substances 0.000 claims description 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 2
- 239000003463 adsorbent Substances 0.000 claims description 2
- 239000000571 coke Substances 0.000 claims description 2
- JLFNLZLINWHATN-UHFFFAOYSA-N pentaethylene glycol Chemical compound OCCOCCOCCOCCOCCO JLFNLZLINWHATN-UHFFFAOYSA-N 0.000 claims description 2
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 claims description 2
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 239000000376 reactant Substances 0.000 claims 1
- 239000000463 material Substances 0.000 abstract description 10
- 150000004945 aromatic hydrocarbons Chemical class 0.000 abstract description 5
- 241001120493 Arene Species 0.000 abstract 2
- 239000003921 oil Substances 0.000 description 39
- 238000004519 manufacturing process Methods 0.000 description 31
- 239000000047 product Substances 0.000 description 26
- 238000004230 steam cracking Methods 0.000 description 22
- 230000000052 comparative effect Effects 0.000 description 18
- 229910052751 metal Inorganic materials 0.000 description 16
- 239000002184 metal Substances 0.000 description 16
- 150000001336 alkenes Chemical class 0.000 description 13
- 238000006356 dehydrogenation reaction Methods 0.000 description 13
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 12
- -1 ethylene, propylene Chemical group 0.000 description 12
- 229910021536 Zeolite Inorganic materials 0.000 description 11
- 230000000694 effects Effects 0.000 description 11
- 239000010457 zeolite Substances 0.000 description 11
- 229910018072 Al 2 O 3 Inorganic materials 0.000 description 9
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 9
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical group [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 9
- 239000000460 chlorine Substances 0.000 description 8
- 229910052736 halogen Inorganic materials 0.000 description 8
- 150000002367 halogens Chemical class 0.000 description 8
- 239000000470 constituent Substances 0.000 description 7
- 239000002808 molecular sieve Substances 0.000 description 7
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 6
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 6
- 230000003197 catalytic effect Effects 0.000 description 5
- 229910052801 chlorine Inorganic materials 0.000 description 5
- 229910052809 inorganic oxide Inorganic materials 0.000 description 5
- 238000006317 isomerization reaction Methods 0.000 description 5
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 5
- 239000012071 phase Substances 0.000 description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 150000002431 hydrogen Chemical class 0.000 description 4
- 239000012535 impurity Substances 0.000 description 4
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 4
- 238000011084 recovery Methods 0.000 description 4
- ISNYUQWBWALXEY-OMIQOYQYSA-N tsg6xhx09r Chemical compound O([C@@H](C)C=1[C@@]23CN(C)CCO[C@]3(C3=CC[C@H]4[C@]5(C)CC[C@@](C4)(O)O[C@@]53[C@H](O)C2)CC=1)C(=O)C=1C(C)=CNC=1C ISNYUQWBWALXEY-OMIQOYQYSA-N 0.000 description 4
- 239000008096 xylene Substances 0.000 description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 230000000274 adsorptive effect Effects 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 229910052804 chromium Inorganic materials 0.000 description 3
- 239000011651 chromium Substances 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 238000000895 extractive distillation Methods 0.000 description 3
- 239000007791 liquid phase Substances 0.000 description 3
- 229910052759 nickel Inorganic materials 0.000 description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 3
- 229910052702 rhenium Inorganic materials 0.000 description 3
- 238000007363 ring formation reaction Methods 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- 230000005526 G1 to G0 transition Effects 0.000 description 2
- 229910004298 SiO 2 Inorganic materials 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 229910052787 antimony Inorganic materials 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 229910052797 bismuth Inorganic materials 0.000 description 2
- 229910052793 cadmium Inorganic materials 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical group [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 2
- 239000000920 calcium hydroxide Substances 0.000 description 2
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 2
- 238000004517 catalytic hydrocracking Methods 0.000 description 2
- 230000006835 compression Effects 0.000 description 2
- 238000007906 compression Methods 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 230000003009 desulfurizing effect Effects 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 238000005194 fractionation Methods 0.000 description 2
- 229910052738 indium Inorganic materials 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 238000000622 liquid--liquid extraction Methods 0.000 description 2
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 description 2
- 239000000395 magnesium oxide Substances 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229910052750 molybdenum Inorganic materials 0.000 description 2
- 150000002790 naphthalenes Chemical class 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052697 platinum Inorganic materials 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 229910052761 rare earth metal Inorganic materials 0.000 description 2
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 description 2
- 235000012239 silicon dioxide Nutrition 0.000 description 2
- 238000000638 solvent extraction Methods 0.000 description 2
- 229910052721 tungsten Inorganic materials 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 229910002847 PtSn Inorganic materials 0.000 description 1
- 229910010413 TiO 2 Inorganic materials 0.000 description 1
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals 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
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- CSDREXVUYHZDNP-UHFFFAOYSA-N alumanylidynesilicon Chemical compound [Al].[Si] CSDREXVUYHZDNP-UHFFFAOYSA-N 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
- 229910000323 aluminium silicate Inorganic materials 0.000 description 1
- 229910001570 bauxite Inorganic materials 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 229910000423 chromium oxide Inorganic materials 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 238000006900 dealkylation reaction Methods 0.000 description 1
- 230000000382 dechlorinating effect Effects 0.000 description 1
- 238000006392 deoxygenation reaction Methods 0.000 description 1
- 238000007323 disproportionation reaction Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 229910052732 germanium Inorganic materials 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 238000007327 hydrogenolysis reaction Methods 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 229910052741 iridium Inorganic materials 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000011017 operating method Methods 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000036961 partial effect Effects 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
- DBJYYRBULROVQT-UHFFFAOYSA-N platinum rhenium Chemical compound [Re].[Pt] DBJYYRBULROVQT-UHFFFAOYSA-N 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000012264 purified product Substances 0.000 description 1
- 150000002910 rare earth metals Chemical class 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 239000013557 residual solvent Substances 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000005201 scrubbing Methods 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 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
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
- 238000003809 water extraction Methods 0.000 description 1
Images
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
- C10G61/00—Treatment of naphtha by at least one reforming process and at least one process of refining in the absence of hydrogen
- C10G61/02—Treatment of naphtha by at least one reforming process and at least one process of refining in the absence of hydrogen plural serial stages only
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C4/00—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms
- C07C4/02—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms by cracking a single hydrocarbon or a mixture of individually defined hydrocarbons or a normally gaseous hydrocarbon fraction
- C07C4/04—Thermal processes
-
- 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
- C10G21/00—Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents
- C10G21/06—Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents characterised by the solvent used
- C10G21/12—Organic compounds only
- C10G21/16—Oxygen-containing compounds
-
- 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
- C10G21/00—Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents
- C10G21/06—Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents characterised by the solvent used
- C10G21/12—Organic compounds only
- C10G21/20—Nitrogen-containing compounds
-
- 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
- C10G21/00—Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents
- C10G21/06—Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents characterised by the solvent used
- C10G21/12—Organic compounds only
- C10G21/22—Compounds containing sulfur, selenium, or tellurium
-
- 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
- C10G35/00—Reforming naphtha
- C10G35/04—Catalytic reforming
-
- 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
- C10G61/00—Treatment of naphtha by at least one reforming process and at least one process of refining in the absence of hydrogen
- C10G61/02—Treatment of naphtha by at least one reforming process and at least one process of refining in the absence of hydrogen plural serial stages only
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Abstract
【解決手段】0.15MPa〜3.0MPaの圧力、300℃〜540℃の温度、2.1h−1〜50h−1の体積空間速度、の条件下、水素ガス存在下にてナフサを改質触媒に接触させ、85質量%より大きいナフタレンの転換比率、及び、30質量%未満のパラフィンのアレン及びC4 −炭化水素への転換比率を達成する。ナフサが、良質のアレン及びエチレン分解材料両方の製造のための原料となるように、ナフサからアレンを製造する一方で、ナフサからパラフィンを最大限に製造する。
【選択図】なし
Description
3)改質油をアレン分離装置に通し、アレン及びパラフィンを分離し、アレンを豊富に含むフラクション、及び、パラフィンを豊富に含むフラクションを得る工程。
4)分解することによりエチレンを製造するために、パラフィンを豊富に含むフラクションを蒸気分解装置に導入する工程。
本実施例は、ナフサの水素化精製に関する。
表2における精製されたナフサを、本発明に係るプロセスにより触媒改質する。
表2における精製されたナフサを、本発明のプロセスにより触媒改質した。0.26質量%のPt、0.26質量%のRe、1.0質量%のCl及び残量のγ−Al2O3からなるPtRe/γ−Al2O3触媒C(CB−60 catalyst、「SINOPEC CATALYST COMPANY Changling Division」製)を用いた。
表2における精製されたナフサを、本発明に係るプロセスに従って触媒改質した。0.50質量%のPt、0.8質量%のCl、及び、残量のγ−Al2O3からなるPt/γ−Al2O3触媒D(高白金ペレット「SINOPEC CATALYST COMPANY Changling Division」製)を用いた。
本比較例では、表2における精製したナフサを、従来のプロセスにより触媒改質したことを示す。
本比較例では、ナフサの吸着分離後における結果として得られるラフィネート油の触媒改質効果を示す。
100mLの固定床連続流動反応装置において、50mLのPtRe/γ−Al2O3触媒B、及び、触媒改質原料としての、表2にまとめられた精製されたナフサを用いて、異なる反応温度、及び、0.70MPaの反応圧且つ2.2の水素/炭化水素のモル比での触媒改質反応における原料の体積空間速度の効果について実験を行った。実施例における反応原料の内部温度、原料の体積空間速度、及び、反応結果を、表4に示す。
100mLの固定床連続流動反応装置に、50mLのPtRe/γ−Al2O3触媒Cを導入し、触媒改質原料としての表2に示された精製されたナフサを、1.30MPaの反応圧、4.5の水素/炭化水素のモル比、436℃の反応温度、2.1h−1の原料体積空間速度の条件下で、本発明に係るプロセスに基づき改質した。反応結果を表4に示す。
以下の実施例では、アレンの分離後の、本発明に係るプロセスにより得られたC5 +改質油の効果を示す。
実施例3にて得られるC5 +改質油を、実施例10と同様な方法で処理した。パラフィン(ナフサと比べて)及びアレン(C5 +改質油中のアレンに比べて)を豊富に含む炭化水素混合物の生成率を、表5に示す。
本比較例では、アレン分離後の従来の触媒改質されたC5 +油の効果を示す。
表1にまとめられたナフサを、吸着分離のために、5Aモレキュラーシーブを備える固定床に供給した(ここで、200℃の吸着温度、0.3h−1の原料の重量空間速度、8:1の直径に対する高さの比を有する5Aモレキュラーシーブ床、30分間続く吸着作用の条件であった。)。5Aモレキュラーシーブにより吸着されなかったガスを濃縮し、ナフタレン及びアレンを豊富に含むラフィネート油を得た。400℃の脱着温度及び200h−1の脱着剤原料の空間速度により、吸着した金属を、窒素ガスを用いて脱着し、脱着された標準パラフィンを豊富に含むオイルを得た。そのナフサに対する生成率を表5に示す。
本実施例は、本発明に係るプロセスにより得られるパラフィンを豊富に含む炭化水素混合物の蒸気分解効果を示す。
実施例11に基づき得られるパラフィンを豊富に含む炭化水素混合物を、蒸気分解原料として利用した。蒸気分解反応は、0.185MPaの分解炉放出口の圧力、0.20sの滞留時間、0.55の水/オイルの質量比、及び、840℃の分解炉放出口の温度条件下で行った。エチレンの生成率を表6に示す。
本実施例では、従来の触媒改質プロセス及びアレン抽出プロセスにより得られる標準パラフィンを豊富に含む炭化水素混合物の蒸気分解効果を示す。
本実施例では、ナフサから抽出分離プロセスにより得られる標準パラフィンを豊富に含む炭化水素混合物の蒸気分解効果を示す。
本実施例では、本発明に係るプロセスによるナフサ100kgから得ることができるエチレン及びアレンの生成率を示す。
本比較例では、先行技術に基づいてナフサ100kgから得ることができるエチレン及びアレンの生産量を示す。
Claims (19)
- 0.15MPa〜3.0MPaの圧力、
300℃〜540℃の温度、
2.1h−1〜50h−1の体積空間速度、
の条件下、水素ガス存在下にてナフサを改質触媒に接触させ、浅触媒改質反応(shallow catalytic reforming reaction)を実行する工程を含み、
85質量%より大きいナフタレンの転換比率、及び、
30質量%未満のパラフィンのアレン及びC4 −炭化水素への転換比率を達成することを特徴とするナフサを触媒改質するためのプロセス。 - 上記浅触媒改質反応により、
90質量%より大きいナフタレンの転換比率、及び、
10質量%未満のパラフィンのアレン及びC4 −炭化水素への転換比率を達成することを特徴とする請求項1に記載のプロセス。 - 上記浅触媒改質反応を、
0.2MPa〜2.0MPaの圧力、
350℃〜520℃の温度、
3.0h−1〜30h−1の体積空間速度、
の条件下にて実行することを特徴とする請求項1に記載のプロセス。 - 上記浅触媒改質反応において、
水素/炭化水素のモル比が、0.1:1〜20:1の範囲内であることを特徴とする請求項1に記載のプロセス。 - 上記浅触媒改質反応において、
水素/炭化水素のモル比が、1:1〜8:1の範囲内であることを特徴とする請求項1に記載のプロセス。 - ナフサの改質反応を、
400℃〜500℃の温度、且つ、
8.0h−1〜25.0h−1のナフサの体積空間速度、
の条件下にて実行することを特徴とする請求項1に記載のプロセス。 - 改質反応生成物をガス−液分離装置に供給し、水素ガス、液化ガス及び改質油に分離することを特徴とする請求項1に記載のプロセス。
- 改質油におけるアレン及びパラフィンを、アレン分離装置により分離し、アレンを豊富に含むフラクション及びパラフィンを豊富に含むフラクションを得ることを特徴とする請求項7に記載のプロセス。
- アレン分離装置が、アレン抽出装置又はアレン脱着分離装置であることを特徴とする請求項8に記載のプロセス。
- 上記改質油が、C5 +又はC6 +炭化水素の炭化水素混合物であることを特徴とする請求項7に記載のプロセス。
- アレン抽出装置で用いられる抽出溶媒が、スルホラン、ジメチルスルホキシド、ジメチルホルムアミド、N−メチルピロリドン、N−ホルミルモルホリン、トリグリコール、テトラグリコール、ペンタグリコール、メタノール又はアセトニトリルからなる一群から選ばれることを特徴とする請求項9に記載のプロセス。
- 抽出溶媒及び抽出原料の質量比が1〜5であることを特徴とする請求項11に記載のプロセス。
- アレン吸着分離装置にて用いられる吸着剤は、NaX又はNaYであることを特徴とする請求項9に記載のプロセス。
- パラフィンを豊富に含むフラクションを、蒸気分解装置に供給し、分解反応を実行し、エチレンを製造することを特徴とする請求項8に記載のプロセス。
- 分解反応を、
0.05MPa〜0.03MPaの圧力、
0.01s〜0.6sの反応物質滞留時間、
0.3〜1.0の水/オイルの質量比、
760℃〜900℃の分解炉放出口の温度、
の条件下にて実行することを特徴とする請求項14に記載のプロセス。 - 上記ナフサは、40℃〜80℃のASTM D-86初留点、及び、160℃〜220℃の終留点を有する炭化水素混合物であることを特徴とする請求項1に記載のプロセス。
- ナフサは、直留ナフサ、水素化分解されたナフサ、コークスナフサ、触媒分解されたナフサ、又は、フィールド縮合物からなることを特徴とする請求項1に記載のプロセス。
- 上記ナフサが、30質量%〜85質量%のアルカン、10質量%〜50質量%のナフタレン、及び、5質量%〜30質量%のアレンを含むことを特徴とする請求項1に記載のプロセス。
- 上記ナフサが、0.5μg/g未満の量の硫黄、0.5μg/g未満の量の窒素、1.0ng/g未満の量のヒ素、10ng/g未満の量の亜鉛を含有する水素化精製されたナフサであることを特徴とする請求項1に記載のプロセス。
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TWI544067B (zh) | 2016-08-01 |
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US9303217B2 (en) | 2016-04-05 |
JP6032944B2 (ja) | 2016-11-30 |
FR2975701A1 (fr) | 2012-11-30 |
KR101882958B1 (ko) | 2018-07-26 |
US20130020233A1 (en) | 2013-01-24 |
TW201247860A (en) | 2012-12-01 |
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