DK142150B - Fremgangsmåde til isomerisering af carbonhydrider. - Google Patents
Fremgangsmåde til isomerisering af carbonhydrider. Download PDFInfo
- Publication number
- DK142150B DK142150B DK188772AA DK188772A DK142150B DK 142150 B DK142150 B DK 142150B DK 188772A A DK188772A A DK 188772AA DK 188772 A DK188772 A DK 188772A DK 142150 B DK142150 B DK 142150B
- Authority
- DK
- Denmark
- Prior art keywords
- zone
- isomerization
- catalyst
- hydrogenation
- hydrogen chloride
- Prior art date
Links
- 238000006317 isomerization reaction Methods 0.000 title claims description 56
- 238000000034 method Methods 0.000 title claims description 27
- 229930195733 hydrocarbon Natural products 0.000 title claims description 24
- 150000002430 hydrocarbons Chemical class 0.000 title claims description 24
- 230000008569 process Effects 0.000 title claims description 16
- 239000003054 catalyst Substances 0.000 claims description 71
- 238000005984 hydrogenation reaction Methods 0.000 claims description 50
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 46
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 46
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims description 46
- 239000007789 gas Substances 0.000 claims description 35
- 239000000460 chlorine Substances 0.000 claims description 29
- 229910052801 chlorine Inorganic materials 0.000 claims description 26
- 239000001257 hydrogen Substances 0.000 claims description 26
- 229910052739 hydrogen Inorganic materials 0.000 claims description 26
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 25
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 22
- 239000007858 starting material Substances 0.000 claims description 22
- 150000001875 compounds Chemical class 0.000 claims description 18
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical group ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims description 16
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 14
- 229910052751 metal Inorganic materials 0.000 claims description 10
- 239000002184 metal Substances 0.000 claims description 10
- 238000011282 treatment Methods 0.000 claims description 9
- 239000002699 waste material Substances 0.000 claims description 8
- 239000004215 Carbon black (E152) Substances 0.000 claims description 6
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 4
- 238000000926 separation method Methods 0.000 claims description 4
- 238000001816 cooling Methods 0.000 claims description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical group [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 21
- 238000005660 chlorination reaction Methods 0.000 description 14
- 230000000694 effects Effects 0.000 description 13
- 150000001491 aromatic compounds Chemical class 0.000 description 11
- 229910052697 platinum Inorganic materials 0.000 description 11
- 239000000047 product Substances 0.000 description 11
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 230000003213 activating effect Effects 0.000 description 6
- 230000006641 stabilisation Effects 0.000 description 6
- 238000011105 stabilization Methods 0.000 description 6
- 229910052717 sulfur Inorganic materials 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 238000011065 in-situ storage Methods 0.000 description 5
- 238000011084 recovery Methods 0.000 description 5
- 239000011593 sulfur Substances 0.000 description 5
- 238000002347 injection Methods 0.000 description 4
- 239000007924 injection Substances 0.000 description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- 239000003570 air Substances 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 230000003197 catalytic effect Effects 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 230000000153 supplemental effect Effects 0.000 description 3
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical class CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 2
- 239000006096 absorbing agent Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 230000000977 initiatory effect Effects 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- 239000002574 poison Substances 0.000 description 2
- 231100000614 poison Toxicity 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- 238000007086 side reaction Methods 0.000 description 2
- 150000003464 sulfur compounds Chemical class 0.000 description 2
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 1
- 229910000873 Beta-alumina solid electrolyte Inorganic materials 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical class C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Chemical class 0.000 description 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- -1 alumina Chemical class 0.000 description 1
- OTIJDYHLLCTUJA-UHFFFAOYSA-N aluminum oxygen(2-) platinum(2+) Chemical compound [Pt+2].[O-2].[Al+3] OTIJDYHLLCTUJA-UHFFFAOYSA-N 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 230000002238 attenuated effect Effects 0.000 description 1
- 229910001680 bayerite Inorganic materials 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000012159 carrier gas Substances 0.000 description 1
- 239000012320 chlorinating reagent Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 230000009849 deactivation Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000006477 desulfuration reaction Methods 0.000 description 1
- 230000023556 desulfurization Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000011221 initial treatment Methods 0.000 description 1
- 229910052809 inorganic oxide Inorganic materials 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052763 palladium Inorganic materials 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
- 238000002407 reforming Methods 0.000 description 1
- 239000011949 solid catalyst Substances 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 238000000844 transformation Methods 0.000 description 1
- 150000004684 trihydrates Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/22—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by isomerisation
- C07C5/27—Rearrangement of carbon atoms in the hydrocarbon skeleton
- C07C5/2702—Catalytic processes not covered by C07C5/2732 - C07C5/31; Catalytic processes covered by both C07C5/2732 and C07C5/277 simultaneously
- C07C5/2724—Catalytic processes not covered by C07C5/2732 - C07C5/31; Catalytic processes covered by both C07C5/2732 and C07C5/277 simultaneously with metals
-
- 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
- C10G2400/00—Products obtained by processes covered by groups C10G9/00 - C10G69/14
- C10G2400/02—Gasoline
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB978771 | 1971-04-19 | ||
| GB978771 | 1971-04-19 | ||
| GB3743771 | 1971-08-10 | ||
| GB3743771 | 1971-08-10 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DK142150B true DK142150B (da) | 1980-09-08 |
| DK142150C DK142150C (en:Method) | 1981-02-02 |
Family
ID=26243177
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK188772AA DK142150B (da) | 1971-04-19 | 1972-04-18 | Fremgangsmåde til isomerisering af carbonhydrider. |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US3791960A (en:Method) |
| JP (1) | JPS5036843B1 (en:Method) |
| AT (1) | AT317398B (en:Method) |
| BE (1) | BE782322A (en:Method) |
| CA (1) | CA975384A (en:Method) |
| CH (1) | CH582114A5 (en:Method) |
| CS (1) | CS177824B2 (en:Method) |
| DE (1) | DE2218666C3 (en:Method) |
| DK (1) | DK142150B (en:Method) |
| FR (1) | FR2133611B1 (en:Method) |
| IE (1) | IE36230B1 (en:Method) |
| IT (1) | IT952646B (en:Method) |
| NL (1) | NL7205243A (en:Method) |
| NO (1) | NO137356C (en:Method) |
| SE (1) | SE390962B (en:Method) |
| YU (1) | YU36749B (en:Method) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3974061A (en) * | 1974-12-16 | 1976-08-10 | Texaco Inc. | Isomerization of C5 and C6 isomerizable hydrocarbons |
| US4804803A (en) * | 1987-12-07 | 1989-02-14 | Uop Inc. | Isomerization with once-through hydrogen |
| US5026950A (en) * | 1988-12-30 | 1991-06-25 | Uop | Hydrotreatment-isomerization without hydrogen recycle |
| US4929794A (en) * | 1988-12-30 | 1990-05-29 | Uop | Hydrotreatment-isomerization without hydrogen recycle |
| US5003118A (en) * | 1989-12-29 | 1991-03-26 | Uop | Isomerization of benzene-containing feedstocks |
| FR2686096B1 (fr) * | 1992-01-15 | 1994-04-29 | Inst Francais Du Petrole | Reduction de la teneur en benzene dans les essences. |
| ES2137974T3 (es) * | 1992-01-15 | 2000-01-01 | Inst Francais Du Petrole | Reduccion del contenido en benceno en las gasolinas. |
| FR2686095B1 (fr) * | 1992-01-15 | 1994-04-29 | Inst Francais Du Petrole | Production de base pour carburant exempt de benzene, presentant un indice d'octane eleve. |
| FR2686094B1 (fr) * | 1992-01-15 | 1994-04-29 | Inst Francais Du Petrole | Production de base pour carburant exempt de benzene, presentant un indice d'octane eleve. |
| FR2694565B1 (fr) * | 1992-08-04 | 1994-09-30 | Inst Francais Du Petrole | Réduction de la teneur en benzène dans les essences. |
| FR2695648B1 (fr) * | 1992-09-14 | 1994-11-04 | Inst Francais Du Petrole | Utilisation d'un catalyseur pour la diminution de la teneur en benzène d'une charge hydrocarbonée. |
| FR2714388B1 (fr) * | 1993-12-29 | 1996-02-02 | Inst Francais Du Petrole | Procédé de réduction de la teneur en benzène dans les essences. |
| FR2715931B1 (fr) * | 1994-02-08 | 1996-04-26 | Total Raffinage Distribution | Procédé d'isomérisation de n-paraffines en isoparaffines. |
| FR2744458B1 (fr) | 1996-02-05 | 1998-03-27 | Inst Francais Du Petrole | Procede d'isomerisation de paraffines par distillation reactive |
| FR2744441B1 (fr) | 1996-02-05 | 1998-03-27 | Inst Francais Du Petrole | Procede d'isomerisation de paraffines |
| EP0953626A1 (de) * | 1998-04-27 | 1999-11-03 | FE Forschungs & Entwicklung GmbH | Verfahren zur Herstellung eines benzolarmen, hochoktanigen Kohlenwasserstoffgemischs |
| AT5202U3 (de) * | 2002-01-18 | 2003-01-27 | Plasser Bahnbaumasch Franz | Stopfpickel |
| US20140171704A1 (en) * | 2012-12-13 | 2014-06-19 | Uop Llc | Methods and apparatuses for producing ethylene and propylene from naphtha feedstock |
| CN115672392B (zh) * | 2021-07-23 | 2024-06-28 | 中国石油天然气股份有限公司 | 加氢异构催化剂及其制备方法与应用 |
-
1972
- 1972-03-23 CA CA137,892A patent/CA975384A/en not_active Expired
- 1972-03-27 IE IE396/72A patent/IE36230B1/xx unknown
- 1972-03-29 US US00239232A patent/US3791960A/en not_active Expired - Lifetime
- 1972-04-07 FR FR7212283A patent/FR2133611B1/fr not_active Expired
- 1972-04-07 JP JP47035052A patent/JPS5036843B1/ja active Pending
- 1972-04-11 CS CS2415A patent/CS177824B2/cs unknown
- 1972-04-14 AT AT328472A patent/AT317398B/de not_active IP Right Cessation
- 1972-04-14 IT IT49629/72A patent/IT952646B/it active
- 1972-04-18 DK DK188772AA patent/DK142150B/da not_active IP Right Cessation
- 1972-04-18 CH CH573472A patent/CH582114A5/xx not_active IP Right Cessation
- 1972-04-18 DE DE2218666A patent/DE2218666C3/de not_active Expired
- 1972-04-18 SE SE7204984A patent/SE390962B/xx unknown
- 1972-04-18 NO NO1348/72A patent/NO137356C/no unknown
- 1972-04-19 NL NL7205243A patent/NL7205243A/xx not_active Application Discontinuation
- 1972-04-19 BE BE782322A patent/BE782322A/xx not_active IP Right Cessation
- 1972-05-18 YU YU1044/72A patent/YU36749B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BE782322A (fr) | 1972-10-19 |
| FR2133611B1 (en:Method) | 1974-12-06 |
| DK142150C (en:Method) | 1981-02-02 |
| NO137356B (no) | 1977-11-07 |
| NL7205243A (en:Method) | 1972-10-23 |
| IE36230L (en) | 1972-10-19 |
| CS177824B2 (en:Method) | 1977-08-31 |
| IE36230B1 (en) | 1976-09-15 |
| FR2133611A1 (en:Method) | 1972-12-01 |
| NO137356C (no) | 1978-02-15 |
| DE2218666A1 (de) | 1972-11-09 |
| DE2218666B2 (de) | 1974-06-20 |
| YU104472A (en) | 1982-06-18 |
| CA975384A (en) | 1975-09-30 |
| SE390962B (sv) | 1977-01-31 |
| IT952646B (it) | 1973-07-30 |
| AT317398B (de) | 1974-08-26 |
| DE2218666C3 (de) | 1975-02-06 |
| YU36749B (en) | 1984-08-31 |
| JPS5036843B1 (en:Method) | 1975-11-28 |
| US3791960A (en) | 1974-02-12 |
| CH582114A5 (en:Method) | 1976-11-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PBP | Patent lapsed |