DE1493051A1 - Hydrierverfahren - Google Patents
HydrierverfahrenInfo
- Publication number
- DE1493051A1 DE1493051A1 DE19651493051 DE1493051A DE1493051A1 DE 1493051 A1 DE1493051 A1 DE 1493051A1 DE 19651493051 DE19651493051 DE 19651493051 DE 1493051 A DE1493051 A DE 1493051A DE 1493051 A1 DE1493051 A1 DE 1493051A1
- Authority
- DE
- Germany
- Prior art keywords
- reaction
- hydrogenation
- reaction area
- catalyst
- hydrocarbons
- 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.)
- Pending
Links
- 238000005984 hydrogenation reaction Methods 0.000 title claims description 47
- 238000006243 chemical reaction Methods 0.000 claims description 135
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 92
- 239000003054 catalyst Substances 0.000 claims description 72
- 238000000034 method Methods 0.000 claims description 53
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 51
- 239000007791 liquid phase Substances 0.000 claims description 47
- 229910052697 platinum Inorganic materials 0.000 claims description 46
- 239000001257 hydrogen Substances 0.000 claims description 43
- 229910052739 hydrogen Inorganic materials 0.000 claims description 43
- -1 monocyclic aromatic hydrocarbons Chemical class 0.000 claims description 43
- 229930195733 hydrocarbon Natural products 0.000 claims description 42
- 150000002430 hydrocarbons Chemical class 0.000 claims description 42
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 35
- 230000008569 process Effects 0.000 claims description 30
- 239000004215 Carbon black (E152) Substances 0.000 claims description 22
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 21
- 239000007788 liquid Substances 0.000 claims description 21
- 239000007792 gaseous phase Substances 0.000 claims description 20
- 231100000331 toxic Toxicity 0.000 claims description 19
- 230000002588 toxic effect Effects 0.000 claims description 19
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 claims description 12
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 11
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 10
- 150000002431 hydrogen Chemical class 0.000 claims description 10
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 9
- 231100000614 poison Toxicity 0.000 claims description 9
- 238000000926 separation method Methods 0.000 claims description 9
- 239000011593 sulfur Substances 0.000 claims description 9
- 229910052717 sulfur Inorganic materials 0.000 claims description 9
- 230000000694 effects Effects 0.000 claims description 7
- 238000009835 boiling Methods 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 6
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 claims description 6
- 230000001105 regulatory effect Effects 0.000 claims description 6
- 238000005336 cracking Methods 0.000 claims description 5
- 230000009471 action Effects 0.000 claims description 4
- 231100000572 poisoning Toxicity 0.000 claims description 4
- 230000000607 poisoning effect Effects 0.000 claims description 4
- 230000007096 poisonous effect Effects 0.000 claims description 4
- 150000007824 aliphatic compounds Chemical class 0.000 claims description 3
- 230000015572 biosynthetic process Effects 0.000 claims description 3
- 238000005899 aromatization reaction Methods 0.000 claims description 2
- 230000001771 impaired effect Effects 0.000 claims 1
- 238000002407 reforming Methods 0.000 claims 1
- 239000000047 product Substances 0.000 description 17
- 150000001491 aromatic compounds Chemical class 0.000 description 12
- 125000002950 monocyclic group Chemical group 0.000 description 8
- 239000000126 substance Substances 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 239000012535 impurity Substances 0.000 description 6
- 125000003118 aryl group Chemical group 0.000 description 5
- 239000002574 poison Substances 0.000 description 5
- 150000003464 sulfur compounds Chemical class 0.000 description 4
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 3
- 238000007792 addition Methods 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 229930195734 saturated hydrocarbon Natural products 0.000 description 3
- 239000002699 waste material Substances 0.000 description 3
- 230000003197 catalytic effect Effects 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000003350 kerosene Substances 0.000 description 2
- 231100000252 nontoxic Toxicity 0.000 description 2
- 230000003000 nontoxic effect Effects 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 238000011069 regeneration method Methods 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- RGEMJCLUPGZKTQ-WAUHAFJUSA-N (3s,8r,9s,10r,13s,14s)-3-[2-(dimethylamino)ethoxy]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one Chemical compound C([C@@H]12)C[C@]3(C)C(=O)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OCCN(C)C)C1 RGEMJCLUPGZKTQ-WAUHAFJUSA-N 0.000 description 1
- XUKUURHRXDUEBC-KAYWLYCHSA-N Atorvastatin Chemical compound C=1C=CC=CC=1C1=C(C=2C=CC(F)=CC=2)N(CC[C@@H](O)C[C@@H](O)CC(O)=O)C(C(C)C)=C1C(=O)NC1=CC=CC=C1 XUKUURHRXDUEBC-KAYWLYCHSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 241001505295 Eros Species 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 208000002193 Pain Diseases 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 238000005273 aeration Methods 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 230000033558 biomineral tissue development Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000006731 degradation 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
- 238000007865 diluting Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 230000000887 hydrating effect Effects 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 125000005575 polycyclic aromatic hydrocarbon group Chemical group 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000008707 rearrangement Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 230000004043 responsiveness Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C10G65/08—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 hydrogenation of the aromatic hydrocarbons
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S585/00—Chemistry of hydrocarbon compounds
- Y10S585/8995—Catalyst and recycle considerations
- Y10S585/903—Catalyst and recycle considerations with hydrocarbon recycle to control synthesis reaction, e.g. by cooling, quenching
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S585/00—Chemistry of hydrocarbon compounds
- Y10S585/8995—Catalyst and recycle considerations
- Y10S585/906—Catalyst preservation or manufacture, e.g. activation before use
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)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US366220A US3304338A (en) | 1964-05-05 | 1964-05-05 | Two-stage hydrogenation of aromatic hydrocarbons |
Publications (1)
Publication Number | Publication Date |
---|---|
DE1493051A1 true DE1493051A1 (de) | 1969-04-03 |
Family
ID=23442133
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19651493051 Pending DE1493051A1 (de) | 1964-05-05 | 1965-05-04 | Hydrierverfahren |
Country Status (6)
Country | Link |
---|---|
US (1) | US3304338A (enrdf_load_stackoverflow) |
BE (1) | BE663356A (enrdf_load_stackoverflow) |
DE (1) | DE1493051A1 (enrdf_load_stackoverflow) |
ES (1) | ES311888A1 (enrdf_load_stackoverflow) |
GB (1) | GB1032838A (enrdf_load_stackoverflow) |
NL (1) | NL6505400A (enrdf_load_stackoverflow) |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL6413156A (enrdf_load_stackoverflow) * | 1964-11-12 | 1966-05-13 | ||
US3369998A (en) * | 1965-04-30 | 1968-02-20 | Gulf Research Development Co | Production of high quality jet fuels by two-stage hydrogenation |
GB1141808A (en) * | 1965-10-04 | 1969-02-05 | British Petroleum Co | Improvements relating to the operation of reactor systems |
US3996304A (en) * | 1974-06-19 | 1976-12-07 | Universal Oil Products Company | Hydroprocessing of hydrocarbons |
JPS52140473A (en) * | 1976-05-19 | 1977-11-24 | Idemitsu Petrochemical Co | Catalytic reaction method |
US4605490A (en) * | 1984-10-05 | 1986-08-12 | Exxon Research And Engineering Co. | Process for the hydrogenation of aromatic hydrocarbons |
US4610779A (en) * | 1984-10-05 | 1986-09-09 | Exxon Research And Engineering Co. | Process for the hydrogenation of aromatic hydrocarbons |
DE19524969A1 (de) * | 1995-07-08 | 1997-01-09 | Huels Chemische Werke Ag | Verfahren zur Herstellung von 3.3.5-Trimethylcyclohexanon |
DE19524971A1 (de) * | 1995-07-08 | 1997-01-09 | Huels Chemische Werke Ag | Verfahren zur katalytischen Selektivhydrierung von mehrfach ungesättigten organischen Substanzen |
DE19524970A1 (de) * | 1995-07-08 | 1997-01-09 | Huels Chemische Werke Ag | Verfahren zur Herstellung von 2-Ethylhexanal |
US5705052A (en) † | 1996-12-31 | 1998-01-06 | Exxon Research And Engineering Company | Multi-stage hydroprocessing in a single reaction vessel |
US7320745B2 (en) * | 2005-01-19 | 2008-01-22 | Catalytic Distillation Technologies | Energy efficient method for exothermic reactions |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3124523A (en) * | 1964-03-10 | Production of high octane gasolines from naphthas | ||
US2934573A (en) * | 1957-02-06 | 1960-04-26 | Ashland Oil Inc | Preparation of cyclohexane |
US2915452A (en) * | 1958-01-13 | 1959-12-01 | Sun Oil Co | Two-stage hydrogenation process for producing oxidation resistant lubricants |
NL260446A (enrdf_load_stackoverflow) * | 1960-01-25 | 1900-01-01 | ||
US3166489A (en) * | 1961-09-21 | 1965-01-19 | California Research Corp | Hydrocracking process |
US3175970A (en) * | 1962-03-20 | 1965-03-30 | Gulf Research Development Co | Process for preparing a jet fuel |
-
1964
- 1964-05-05 US US366220A patent/US3304338A/en not_active Expired - Lifetime
-
1965
- 1965-03-24 GB GB12445/65A patent/GB1032838A/en not_active Expired
- 1965-04-14 ES ES0311888A patent/ES311888A1/es not_active Expired
- 1965-04-28 NL NL6505400A patent/NL6505400A/xx unknown
- 1965-05-03 BE BE663356D patent/BE663356A/xx unknown
- 1965-05-04 DE DE19651493051 patent/DE1493051A1/de active Pending
Also Published As
Publication number | Publication date |
---|---|
US3304338A (en) | 1967-02-14 |
GB1032838A (en) | 1966-06-15 |
ES311888A1 (es) | 1965-06-16 |
NL6505400A (enrdf_load_stackoverflow) | 1965-11-08 |
BE663356A (enrdf_load_stackoverflow) | 1965-09-01 |
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