JPH0639406B2 - 異性化の方法及び装置 - Google Patents
異性化の方法及び装置Info
- Publication number
- JPH0639406B2 JPH0639406B2 JP63145605A JP14560588A JPH0639406B2 JP H0639406 B2 JPH0639406 B2 JP H0639406B2 JP 63145605 A JP63145605 A JP 63145605A JP 14560588 A JP14560588 A JP 14560588A JP H0639406 B2 JPH0639406 B2 JP H0639406B2
- Authority
- JP
- Japan
- Prior art keywords
- hydrogen
- stream
- reactor
- adsorber
- 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.)
- Expired - Lifetime
Links
- 238000000034 method Methods 0.000 title claims abstract description 85
- 238000006317 isomerization reaction Methods 0.000 title claims abstract description 47
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 141
- 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 140
- 239000001257 hydrogen Substances 0.000 claims abstract description 98
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 98
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 90
- 238000003795 desorption Methods 0.000 claims abstract description 66
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 45
- 238000001816 cooling Methods 0.000 claims abstract description 10
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims abstract description 7
- 238000001179 sorption measurement Methods 0.000 claims description 92
- 239000003463 adsorbent Substances 0.000 claims description 53
- 239000007789 gas Substances 0.000 claims description 40
- 239000003054 catalyst Substances 0.000 claims description 37
- 238000010926 purge Methods 0.000 claims description 32
- 239000011800 void material Substances 0.000 claims description 24
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 19
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 14
- 230000001965 increasing effect Effects 0.000 claims description 13
- 150000002431 hydrogen Chemical class 0.000 claims description 8
- 238000007599 discharging Methods 0.000 claims 1
- 230000002708 enhancing effect Effects 0.000 claims 1
- 230000008569 process Effects 0.000 abstract description 59
- 238000000926 separation method Methods 0.000 abstract description 11
- 239000012141 concentrate Substances 0.000 abstract description 2
- 239000006096 absorbing agent Substances 0.000 abstract 2
- 230000002745 absorbent Effects 0.000 abstract 1
- 239000002250 absorbent Substances 0.000 abstract 1
- 239000002808 molecular sieve Substances 0.000 description 21
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 21
- 239000000047 product Substances 0.000 description 19
- 230000036961 partial effect Effects 0.000 description 15
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 14
- 229910021536 Zeolite Inorganic materials 0.000 description 13
- 239000011148 porous material Substances 0.000 description 13
- 239000010457 zeolite Substances 0.000 description 13
- AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 11
- 230000008901 benefit Effects 0.000 description 9
- 238000005984 hydrogenation reaction Methods 0.000 description 9
- 230000000694 effects Effects 0.000 description 8
- 239000003085 diluting agent Substances 0.000 description 7
- 230000002829 reductive effect Effects 0.000 description 7
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- -1 C 6 hydrocarbons Chemical class 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 238000005336 cracking Methods 0.000 description 4
- 238000010586 diagram Methods 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 4
- 230000010354 integration Effects 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 239000012188 paraffin wax Substances 0.000 description 4
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 3
- 239000011230 binding agent Substances 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 230000006872 improvement Effects 0.000 description 3
- 230000000737 periodic effect Effects 0.000 description 3
- 238000004064 recycling Methods 0.000 description 3
- ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical compound CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-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
- 239000002156 adsorbate Substances 0.000 description 2
- 238000013459 approach Methods 0.000 description 2
- 150000001491 aromatic compounds Chemical class 0.000 description 2
- 239000001273 butane Substances 0.000 description 2
- 238000004939 coking Methods 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 238000005265 energy consumption Methods 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 229910052809 inorganic oxide Inorganic materials 0.000 description 2
- 238000011068 loading method Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229910044991 metal oxide Inorganic materials 0.000 description 2
- 150000004706 metal oxides Chemical class 0.000 description 2
- 150000002739 metals 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
- 238000012986 modification Methods 0.000 description 2
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 2
- CRSOQBOWXPBRES-UHFFFAOYSA-N neopentane Chemical compound CC(C)(C)C CRSOQBOWXPBRES-UHFFFAOYSA-N 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 238000007142 ring opening reaction Methods 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 239000011343 solid material Substances 0.000 description 2
- 230000000153 supplemental effect Effects 0.000 description 2
- 239000005995 Aluminium silicate Substances 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 208000036574 Behavioural and psychiatric symptoms of dementia Diseases 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical group [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 239000004113 Sepiolite Substances 0.000 description 1
- 229910004298 SiO 2 Inorganic materials 0.000 description 1
- FKNQFGJONOIPTF-UHFFFAOYSA-N Sodium cation Chemical compound [Na+] FKNQFGJONOIPTF-UHFFFAOYSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 125000002015 acyclic group Chemical group 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 229910000323 aluminium silicate Inorganic materials 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000001174 ascending effect Effects 0.000 description 1
- 229960000892 attapulgite Drugs 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 238000001354 calcination Methods 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000004523 catalytic cracking Methods 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000001833 catalytic reforming Methods 0.000 description 1
- 238000005341 cation exchange Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000000306 component Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 230000009615 deamination Effects 0.000 description 1
- 238000006481 deamination reaction Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000006698 induction Effects 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- 229910000510 noble metal Inorganic materials 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229910052761 rare earth metal Inorganic materials 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 229910052624 sepiolite Inorganic materials 0.000 description 1
- 235000019355 sepiolite Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000002336 sorption--desorption measurement Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000000629 steam reforming Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000009897 systematic effect Effects 0.000 description 1
- ZCUFMDLYAMJYST-UHFFFAOYSA-N thorium dioxide Chemical compound O=[Th]=O ZCUFMDLYAMJYST-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
- 239000012808 vapor phase Substances 0.000 description 1
- 239000002699 waste material 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
- C10G65/00—Treatment of hydrocarbon oils by two or more hydrotreatment processes only
- C10G65/02—Treatment of hydrocarbon oils by two or more hydrotreatment processes only plural serial stages only
- C10G65/04—Treatment of hydrocarbon oils by two or more hydrotreatment processes only plural serial stages only including only refining steps
- C10G65/043—Treatment of hydrocarbon oils by two or more hydrotreatment processes only plural serial stages only including only refining steps at least one step being a change in the structural skeleton
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- General Preparation And Processing Of Foods (AREA)
- Carbon And Carbon Compounds (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Steroid Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US6276287A | 1987-06-15 | 1987-06-15 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH01221334A JPH01221334A (ja) | 1989-09-04 |
| JPH0639406B2 true JPH0639406B2 (ja) | 1994-05-25 |
Family
ID=22044632
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP63145605A Expired - Lifetime JPH0639406B2 (ja) | 1987-06-15 | 1988-06-15 | 異性化の方法及び装置 |
Country Status (11)
| Country | Link |
|---|---|
| EP (1) | EP0295638B1 (https=) |
| JP (1) | JPH0639406B2 (https=) |
| AT (1) | ATE67234T1 (https=) |
| AU (1) | AU602587B2 (https=) |
| CA (1) | CA1314568C (https=) |
| DE (1) | DE3864755D1 (https=) |
| DK (1) | DK322788A (https=) |
| ES (1) | ES2024591B3 (https=) |
| GR (1) | GR3002763T3 (https=) |
| IN (1) | IN171273B (https=) |
| NO (1) | NO882612L (https=) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2799202B1 (fr) * | 1999-09-30 | 2002-04-26 | Inst Francais Du Petrole | Procede de production d'essences a indice d'octane ameliore |
| US20050137443A1 (en) * | 2003-12-19 | 2005-06-23 | Gorawara Jayant K. | Regenerative removal of trace carbon monoxide |
| US7687674B2 (en) * | 2006-12-28 | 2010-03-30 | Uop Llc | Low temperature process for recovering and producing para-xylene and heat exchange network therefore |
| US9669382B2 (en) * | 2013-12-20 | 2017-06-06 | Uop Llc | Methods and apparatuses for isomerizing hydrocarbons |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4210771A (en) * | 1978-11-02 | 1980-07-01 | Union Carbide Corporation | Total isomerization process |
| GB8526812D0 (en) * | 1985-10-31 | 1985-12-04 | Shell Int Research | Separating branch-from unbranched hydrocarbons |
-
1988
- 1988-06-14 IN IN401/MAS/88A patent/IN171273B/en unknown
- 1988-06-14 CA CA000569447A patent/CA1314568C/en not_active Expired - Fee Related
- 1988-06-14 AU AU17655/88A patent/AU602587B2/en not_active Ceased
- 1988-06-14 DE DE8888109494T patent/DE3864755D1/de not_active Expired - Fee Related
- 1988-06-14 DK DK322788A patent/DK322788A/da not_active Application Discontinuation
- 1988-06-14 EP EP88109494A patent/EP0295638B1/en not_active Expired - Lifetime
- 1988-06-14 AT AT88109494T patent/ATE67234T1/de not_active IP Right Cessation
- 1988-06-14 NO NO882612A patent/NO882612L/no unknown
- 1988-06-14 ES ES88109494T patent/ES2024591B3/es not_active Expired - Lifetime
- 1988-06-15 JP JP63145605A patent/JPH0639406B2/ja not_active Expired - Lifetime
-
1991
- 1991-09-19 GR GR91401374T patent/GR3002763T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IN171273B (https=) | 1992-08-29 |
| DK322788A (da) | 1988-12-16 |
| DK322788D0 (da) | 1988-06-14 |
| EP0295638A1 (en) | 1988-12-21 |
| EP0295638B1 (en) | 1991-09-11 |
| ES2024591B3 (es) | 1992-03-01 |
| AU602587B2 (en) | 1990-10-18 |
| CA1314568C (en) | 1993-03-16 |
| NO882612D0 (no) | 1988-06-14 |
| JPH01221334A (ja) | 1989-09-04 |
| GR3002763T3 (en) | 1993-01-25 |
| ATE67234T1 (de) | 1991-09-15 |
| NO882612L (no) | 1988-12-16 |
| DE3864755D1 (de) | 1991-10-17 |
| AU1765588A (en) | 1988-12-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4210771A (en) | Total isomerization process | |
| US5332492A (en) | PSA process for improving the purity of hydrogen gas and recovery of liquefiable hydrocarbons from hydrocarbonaceous effluent streams | |
| US4956521A (en) | Adsorption and isomerization of normal and mono-methyl paraffins | |
| US4709117A (en) | Total isomerization process and apparatus | |
| US5055633A (en) | Adsorption and isomerization of normal and mono-methyl paraffins | |
| US5055634A (en) | Adsorption and isomerization of normal and mono-methyl paraffins | |
| EP0488757B1 (en) | Combination of C5 to C6 isomerisation and pressure swing adsorption | |
| US9303227B2 (en) | Process and apparatus for recovering LPG from PSA tail gas | |
| EP0251773B1 (en) | Hydrocarbon isomerization process and apparatus | |
| US5026951A (en) | Process for paraffin isomerization with liquid phase adsorptive product separation | |
| US5602291A (en) | Process for isomerizing C5 /C6 normal paraffins with recycling normal paraffins and methyl-pentanes | |
| US4167472A (en) | Hydrocarbon treating process | |
| US5245102A (en) | Isomerization with distillation and psa recycle streams | |
| US5453552A (en) | Isomerization and adsorption process with benzene saturation | |
| US4929799A (en) | Isomerization process | |
| EP0171451A1 (en) | Improved N-paraffin-isoparaffin separation process using wash of recycle purge gas | |
| US5792897A (en) | Hydrocardon recovery from corrosive effluent stream | |
| US3069349A (en) | Hydrocarbon isomerization process | |
| JP3358028B2 (ja) | ノルマルパラフィンの再循環を伴う、ｃ５／ｃ６ノルマルパラフィンの異性化方法 | |
| JPH0639406B2 (ja) | 異性化の方法及び装置 | |
| US4054510A (en) | Selective conversion of normal paraffins | |
| NO751732L (https=) | ||
| US3853745A (en) | Low temperature-low pressure naphtha reforming process | |
| US3294858A (en) | Selective conversion of normal paraffins | |
| US5292987A (en) | Hydrocarbon adsorption and isomerization process |