DE1468743A1 - Kohlenwasserstoff-Umwandlungsverfahren und dafuer verwendbare Katalysatoren - Google Patents
Kohlenwasserstoff-Umwandlungsverfahren und dafuer verwendbare KatalysatorenInfo
- Publication number
- DE1468743A1 DE1468743A1 DE19631468743 DE1468743A DE1468743A1 DE 1468743 A1 DE1468743 A1 DE 1468743A1 DE 19631468743 DE19631468743 DE 19631468743 DE 1468743 A DE1468743 A DE 1468743A DE 1468743 A1 DE1468743 A1 DE 1468743A1
- Authority
- DE
- Germany
- Prior art keywords
- catalyst
- mass
- platinum
- chloride
- alumina
- 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.)
- Withdrawn
Links
- 239000003054 catalyst Substances 0.000 title claims description 49
- 229930195733 hydrocarbon Natural products 0.000 title claims description 17
- 150000002430 hydrocarbons Chemical class 0.000 title claims description 17
- 238000000034 method Methods 0.000 title claims description 15
- 239000004215 Carbon black (E152) Substances 0.000 title claims description 12
- 238000006243 chemical reaction Methods 0.000 title description 3
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 26
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 17
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 14
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 14
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims description 14
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 14
- 229910052697 platinum Inorganic materials 0.000 claims description 13
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 12
- 230000003213 activating effect Effects 0.000 claims description 12
- 239000000460 chlorine Substances 0.000 claims description 12
- 229910052801 chlorine Inorganic materials 0.000 claims description 12
- 239000003795 chemical substances by application Substances 0.000 claims description 11
- 238000006317 isomerization reaction Methods 0.000 claims description 11
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 239000007788 liquid Substances 0.000 claims description 6
- 239000004927 clay Substances 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 description 14
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 12
- HNRMPXKDFBEGFZ-UHFFFAOYSA-N 2,2-dimethylbutane Chemical compound CCC(C)(C)C HNRMPXKDFBEGFZ-UHFFFAOYSA-N 0.000 description 9
- 230000000694 effects Effects 0.000 description 9
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical class CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 7
- 230000009849 deactivation Effects 0.000 description 6
- 239000007789 gas Substances 0.000 description 6
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 6
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 6
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- 150000001805 chlorine compounds Chemical class 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000001348 alkyl chlorides Chemical class 0.000 description 3
- 235000013844 butane Nutrition 0.000 description 3
- 239000001282 iso-butane Substances 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000001273 butane Substances 0.000 description 2
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 2
- 238000000151 deposition Methods 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000012808 vapor phase Substances 0.000 description 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- 206010035148 Plague Diseases 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000001354 calcination Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- -1 e.g. Chemical class 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 150000003057 platinum Chemical class 0.000 description 1
- 150000003058 platinum compounds Chemical class 0.000 description 1
- SSVFCHUBLIJAMI-UHFFFAOYSA-N platinum;hydrochloride Chemical compound Cl.[Pt] SSVFCHUBLIJAMI-UHFFFAOYSA-N 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 235000015096 spirit Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 150000004684 trihydrates Chemical class 0.000 description 1
- 230000035899 viability Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/06—Halogens; Compounds thereof
- B01J27/128—Halogens; Compounds thereof with iron group metals or platinum group metals
- B01J27/13—Platinum group metals
-
- 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
- C07C5/2206—Catalytic processes not covered by C07C5/23 - C07C5/31
- C07C5/226—Catalytic processes not covered by C07C5/23 - C07C5/31 with metals
-
- 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
- C07C5/2767—Changing the number of side-chains
- C07C5/277—Catalytic processes
- C07C5/2791—Catalytic processes with metals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
- C07C2521/02—Boron or aluminium; Oxides or hydroxides thereof
- C07C2521/04—Alumina
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of noble metals
- C07C2523/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of noble metals of the platinum group metals
- C07C2523/42—Platinum
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US242886A US3242228A (en) | 1962-12-07 | 1962-12-07 | Hydrocarbon isomerization process and catalyst |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1468743A1 true DE1468743A1 (de) | 1968-12-19 |
Family
ID=22916537
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19631468743 Withdrawn DE1468743A1 (de) | 1962-12-07 | 1963-12-06 | Kohlenwasserstoff-Umwandlungsverfahren und dafuer verwendbare Katalysatoren |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US3242228A (https=) |
| BE (1) | BE678620A (https=) |
| DE (1) | DE1468743A1 (https=) |
| GB (1) | GB1021587A (https=) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3322689A (en) * | 1964-08-10 | 1967-05-30 | Gulf Research Development Co | Isomerization catalysts and method of preparation |
| US3389191A (en) * | 1964-11-17 | 1968-06-18 | Texaco Inc | Hydroisomerization process wherein the catalyst is treated with hydrogen at non-flowing conditions |
| US3466250A (en) * | 1965-10-20 | 1969-09-09 | Gulf Research Development Co | Method for activating alumina catalysts |
| US3419503A (en) * | 1966-06-30 | 1968-12-31 | Gulf Research Development Co | Activating a composite catalyst with hcl prior to a carbon chloride treatment |
| US3440301A (en) * | 1966-09-27 | 1969-04-22 | Texaco Inc | Dynamic stabilization of a platinum-alumina catalyst in an isomerization reaction |
| US3440300A (en) * | 1966-09-27 | 1969-04-22 | Texaco Inc | Dynamic stabilization of a platinum-alumina catalyst in an isomerization reaction |
| US3549718A (en) * | 1969-05-08 | 1970-12-22 | Texaco Inc | Hydrocarbon conversion process |
| FR2158741A5 (https=) * | 1971-10-29 | 1973-06-15 | Inst Francais Du Petrole | |
| US4008288A (en) * | 1974-04-08 | 1977-02-15 | Phillips Petroleum Company | Hydrocarbon isomerization process using platinum/alumina catalyst activated and cooled with HCl |
| US3970589A (en) * | 1974-04-08 | 1976-07-20 | Phillips Petroleum Company | Activation and treatment during cooling of platinum/alumina catalyst with HCl |
| US4014948A (en) * | 1975-02-03 | 1977-03-29 | Phillips Petroleum Company | Hydrocarbon conversion process utilizing group VIII metal/alumina catalysts activated with hydrogen halide/halosilane/organic halide |
| US4038173A (en) * | 1976-03-05 | 1977-07-26 | Phillips Petroleum Company | Hydrocracking process using platinum/alumina catalyst activated and cooled with hcl |
| US4094920A (en) * | 1977-02-08 | 1978-06-13 | Phillips Petroleum Company | Hydroalkylation using multi metallic zeolite catalyst |
| US4783575A (en) * | 1987-12-17 | 1988-11-08 | Uop Inc. | Isomerization with cyclic hydrocarbon conversion |
| US4877919A (en) * | 1988-04-25 | 1989-10-31 | Uop | Butane isomerization in the presence of C5 and C6 hydrocarbons |
| US5082989A (en) * | 1989-12-29 | 1992-01-21 | Uop | Integrated process for C4, C5 and C6 isomerization |
| US6121186A (en) * | 1995-06-28 | 2000-09-19 | Institut Francais Du Petrole | Catalyst based on a halogenated alumina, its preparation and use for the isomerization of normal C4 -C6 paraffins |
| US5707921A (en) * | 1995-09-15 | 1998-01-13 | Phillips Petroleum Company | Method of preparing isomerization catalyst composition |
| US9573109B2 (en) * | 2012-03-29 | 2017-02-21 | Uop Llc | Methods and apparatuses for isomerization of paraffins |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2481253A (en) * | 1947-09-19 | 1949-09-06 | Standard Oil Dev Co | Method of removing contaminants from cracking catalysts |
| US2479110A (en) * | 1947-11-28 | 1949-08-16 | Universal Oil Prod Co | Process of reforming a gasoline with an alumina-platinum-halogen catalyst |
| US2642384A (en) * | 1949-07-22 | 1953-06-16 | Universal Oil Prod Co | Process for reforming of hydrocarbons boiling within the gasoline range utilizing a platinum-alumina-halide catalyst |
| BE536508A (https=) * | 1954-03-15 | |||
| US2798105A (en) * | 1954-04-05 | 1957-07-02 | Houdry Process Corp | Isomerization of nu-butane and nu-pentane |
| US2880168A (en) * | 1956-12-20 | 1959-03-31 | Standard Oil Co | Maintenance of catalyst activity using methyl cloride |
| US2966528A (en) * | 1957-11-08 | 1960-12-27 | Universal Oil Prod Co | Combination process of isomerization and a sorption process followed by selective frationation |
| US2944097A (en) * | 1957-12-31 | 1960-07-05 | Gulf Research Development Co | Process for isomerizing light straight chain paraffins |
| US2952716A (en) * | 1958-02-27 | 1960-09-13 | Universal Oil Prod Co | Hydroisomerization process |
| US3147229A (en) * | 1958-06-10 | 1964-09-01 | Exxon Research Engineering Co | Catalyst preparation and activation process |
| US3041272A (en) * | 1959-12-15 | 1962-06-26 | Sinclair Refining Co | Process for activating a noble-metalalumina-aluminum halide catalyst |
| FR1299388A (fr) * | 1961-09-05 | 1962-07-20 | British Petroleum Co | Procédé d'isomérisation d'hydrocarbures paraffiniques en c4 ou supérieurs |
-
1962
- 1962-12-07 US US242886A patent/US3242228A/en not_active Expired - Lifetime
-
1963
- 1963-12-02 GB GB47494/63A patent/GB1021587A/en not_active Expired
- 1963-12-06 DE DE19631468743 patent/DE1468743A1/de not_active Withdrawn
-
1966
- 1966-03-29 BE BE678620D patent/BE678620A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GB1021587A (en) | 1966-03-02 |
| BE678620A (https=) | 1966-09-29 |
| US3242228A (en) | 1966-03-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| E77 | Valid patent as to the heymanns-index 1977 | ||
| EGA | New person/name/address of the applicant | ||
| EHJ | Ceased/non-payment of the annual fee |