DE1931952B2 - Verfahren zum hydrieren von schwefelhaltigem pyrolyseprodukt - Google Patents
Verfahren zum hydrieren von schwefelhaltigem pyrolyseproduktInfo
- Publication number
- DE1931952B2 DE1931952B2 DE19691931952 DE1931952A DE1931952B2 DE 1931952 B2 DE1931952 B2 DE 1931952B2 DE 19691931952 DE19691931952 DE 19691931952 DE 1931952 A DE1931952 A DE 1931952A DE 1931952 B2 DE1931952 B2 DE 1931952B2
- Authority
- DE
- Germany
- Prior art keywords
- hydrogen
- fraction
- reaction
- gasoline
- olefins
- 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
- 238000000197 pyrolysis Methods 0.000 title claims description 20
- 238000000034 method Methods 0.000 title claims description 9
- 230000000887 hydrating effect Effects 0.000 title 1
- 238000006243 chemical reaction Methods 0.000 claims description 62
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 28
- 229910052739 hydrogen Inorganic materials 0.000 claims description 28
- 239000001257 hydrogen Substances 0.000 claims description 28
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 23
- 239000003054 catalyst Substances 0.000 claims description 23
- 150000001993 dienes Chemical class 0.000 claims description 20
- 150000001336 alkenes Chemical class 0.000 claims description 19
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 18
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 18
- 229930195733 hydrocarbon Natural products 0.000 claims description 18
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 15
- 150000002430 hydrocarbons Chemical class 0.000 claims description 14
- -1 hydrogen sulphide olefins Chemical class 0.000 claims description 11
- 239000000463 material Substances 0.000 claims description 11
- 229910052763 palladium Inorganic materials 0.000 claims description 10
- 239000004215 Carbon black (E152) Substances 0.000 claims description 9
- 239000007788 liquid Substances 0.000 claims description 9
- 125000003118 aryl group Chemical group 0.000 claims description 8
- 238000005984 hydrogenation reaction Methods 0.000 claims description 7
- 229910052744 lithium Inorganic materials 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 7
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 7
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims description 6
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 6
- 230000015572 biosynthetic process Effects 0.000 claims description 6
- 150000003464 sulfur compounds Chemical class 0.000 claims description 6
- 239000008096 xylene Substances 0.000 claims description 6
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 5
- 229910000037 hydrogen sulfide Inorganic materials 0.000 claims description 5
- 229920006395 saturated elastomer Polymers 0.000 claims description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 4
- 238000009835 boiling Methods 0.000 claims description 4
- 150000005673 monoalkenes Chemical class 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 239000011593 sulfur Substances 0.000 claims description 4
- NLPVCCRZRNXTLT-UHFFFAOYSA-N dioxido(dioxo)molybdenum;nickel(2+) Chemical compound [Ni+2].[O-][Mo]([O-])(=O)=O NLPVCCRZRNXTLT-UHFFFAOYSA-N 0.000 claims description 3
- 239000000446 fuel Substances 0.000 claims description 3
- 229920000642 polymer Polymers 0.000 claims description 3
- 241000158147 Sator Species 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 239000003085 diluting agent Substances 0.000 claims description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 3
- 239000005977 Ethylene Substances 0.000 claims 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical group [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 238000005336 cracking Methods 0.000 claims 2
- 230000009089 cytolysis Effects 0.000 claims 2
- 238000000605 extraction Methods 0.000 claims 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims 2
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 claims 2
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims 1
- 229910052782 aluminium Inorganic materials 0.000 claims 1
- 230000003197 catalytic effect Effects 0.000 claims 1
- 150000002009 diols Chemical class 0.000 claims 1
- 238000003780 insertion Methods 0.000 claims 1
- 230000037431 insertion Effects 0.000 claims 1
- 238000005259 measurement Methods 0.000 claims 1
- MEFBJEMVZONFCJ-UHFFFAOYSA-N molybdate Chemical compound [O-][Mo]([O-])(=O)=O MEFBJEMVZONFCJ-UHFFFAOYSA-N 0.000 claims 1
- 239000012188 paraffin wax Substances 0.000 claims 1
- 239000003208 petroleum Substances 0.000 claims 1
- 239000001294 propane Substances 0.000 claims 1
- 238000011084 recovery Methods 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims 1
- 238000004227 thermal cracking Methods 0.000 claims 1
- 238000000926 separation method Methods 0.000 description 7
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 4
- 238000006477 desulfuration reaction Methods 0.000 description 4
- 230000023556 desulfurization Effects 0.000 description 4
- 238000005194 fractionation Methods 0.000 description 4
- 238000001035 drying Methods 0.000 description 3
- 238000005470 impregnation Methods 0.000 description 3
- 238000001354 calcination Methods 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 150000001721 carbon Chemical class 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000013256 coordination polymer Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 150000003738 xylenes Chemical class 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
- C10G65/06—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 selective hydrogenation of the diolefins
-
- 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)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US634554A US3451922A (en) | 1967-04-28 | 1967-04-28 | Method for hydrogenation |
| GB31060/69A GB1236341A (en) | 1967-04-28 | 1969-06-19 | Hydrogenation process |
| CA055112A CA923062A (en) | 1967-04-28 | 1969-06-23 | Hydrogenation process |
| FR6920936A FR2104631B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1967-04-28 | 1969-06-23 | |
| DE19691931952 DE1931952B2 (de) | 1967-04-28 | 1969-06-24 | Verfahren zum hydrieren von schwefelhaltigem pyrolyseprodukt |
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US63455467A | 1967-04-28 | 1967-04-28 | |
| GB31060/69A GB1236341A (en) | 1967-04-28 | 1969-06-19 | Hydrogenation process |
| CA055112A CA923062A (en) | 1967-04-28 | 1969-06-23 | Hydrogenation process |
| FR6920936A FR2104631B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1967-04-28 | 1969-06-23 | |
| DE19691931952 DE1931952B2 (de) | 1967-04-28 | 1969-06-24 | Verfahren zum hydrieren von schwefelhaltigem pyrolyseprodukt |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE1931952A1 DE1931952A1 (de) | 1971-01-07 |
| DE1931952B2 true DE1931952B2 (de) | 1973-02-15 |
Family
ID=33163175
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19691931952 Pending DE1931952B2 (de) | 1967-04-28 | 1969-06-24 | Verfahren zum hydrieren von schwefelhaltigem pyrolyseprodukt |
Country Status (5)
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3764521A (en) * | 1971-10-18 | 1973-10-09 | Dow Chemical Co | Process for the upgrading of heavy cracking residues by hydrogenation |
| US3873440A (en) * | 1973-11-14 | 1975-03-25 | Universal Oil Prod Co | Startup method for exothermic catalytic reaction zones |
| US3969222A (en) * | 1974-02-15 | 1976-07-13 | Universal Oil Products Company | Hydrogenation and hydrodesulfurization of hydrocarbon distillate with a catalytic composite |
| DE2512714C2 (de) * | 1975-03-22 | 1984-05-24 | Ainslie Old Trafford Manchester Walthew | Zündspule für eine Brennkraftmaschine |
| US4097370A (en) * | 1977-04-14 | 1978-06-27 | The Lummus Company | Hydrotreating of pyrolysis gasoline |
| US4110202A (en) * | 1977-11-18 | 1978-08-29 | Uop Inc. | Hydrogenation process for pyrolysis liquids |
| US4295499A (en) * | 1978-12-12 | 1981-10-20 | Kabushiki Kaisha Toyoda Jidoshokki Seisakusho | Detection of weft in shuttleless loom |
| US4486297A (en) * | 1980-01-12 | 1984-12-04 | Jgc Corporation | Process for desulfurizing and refining hydrocarbon fraction containing large quantities of aromatic components |
| US4342070A (en) * | 1980-03-18 | 1982-07-27 | Emhart Industries, Inc. | Anchoring apparatus for an electrical device |
| FR2629094B1 (fr) * | 1988-03-23 | 1991-01-04 | Inst Francais Du Petrole | Procede d'hydrogenation catalytique selective en phase liquide d'une charge normalement gazeuse contenant de l'ethylene, de l'acetylene et de l'essence |
| EP0582723A1 (de) * | 1992-08-04 | 1994-02-16 | NEUMANN + STALLHERM GmbH | Verfahren zur Aufbereitung von Rohbenzol |
| FR2753717B1 (fr) * | 1996-09-24 | 1998-10-30 | Procede et installation pour la production d'essences de craquage catalytique a faible teneur en soufre | |
| DK29598A (da) * | 1998-03-04 | 1999-09-05 | Haldor Topsoe As | Fremgangsmåde til afsvovlning af FCC-tung benzin |
| US6090270A (en) * | 1999-01-22 | 2000-07-18 | Catalytic Distillation Technologies | Integrated pyrolysis gasoline treatment process |
| US20150119613A1 (en) * | 2013-10-25 | 2015-04-30 | Uop Llc | Pyrolysis gasoline treatment process |
| US20150119615A1 (en) * | 2013-10-25 | 2015-04-30 | Uop Llc | Pyrolysis gasoline treatment process |
| US9822317B2 (en) * | 2014-10-10 | 2017-11-21 | Uop Llc | Process and apparatus for selectively hydrogenating naphtha |
| FR3035117B1 (fr) * | 2015-04-15 | 2019-04-19 | IFP Energies Nouvelles | Procede d'adoucissement en composes du type sulfure d'une essence olefinique |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3133013A (en) * | 1961-01-23 | 1964-05-12 | Universal Oil Prod Co | Hydrorefining of coke-forming hydrocarbon distillates |
| US3221078A (en) * | 1961-07-06 | 1965-11-30 | Engelhard Ind Inc | Selective hydrogenation of olefins in dripolene |
| US3239454A (en) * | 1963-01-14 | 1966-03-08 | Socony Mobil Oil Co | Selective multistage hydrogenation of hydrocarbons |
| US3161586A (en) * | 1962-12-21 | 1964-12-15 | Universal Oil Prod Co | Hydrorefining of coke-forming hydrocarbon distillates |
| US3388055A (en) * | 1966-04-15 | 1968-06-11 | Air Prod & Chem | Catalytic hydrogenation of unsaturated hydrocarbons |
| US3494859A (en) * | 1967-06-07 | 1970-02-10 | Universal Oil Prod Co | Two-stage hydrogenation of an aromatic hydrocarbon feedstock containing diolefins,monoolefins and sulfur compounds |
-
1967
- 1967-04-28 US US634554A patent/US3451922A/en not_active Expired - Lifetime
-
1969
- 1969-06-19 GB GB31060/69A patent/GB1236341A/en not_active Expired
- 1969-06-23 FR FR6920936A patent/FR2104631B1/fr not_active Expired
- 1969-06-23 CA CA055112A patent/CA923062A/en not_active Expired
- 1969-06-24 DE DE19691931952 patent/DE1931952B2/de active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| US3451922A (en) | 1969-06-24 |
| DE1931952A1 (de) | 1971-01-07 |
| FR2104631B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1973-12-07 |
| FR2104631A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1972-04-21 |
| CA923062A (en) | 1973-03-20 |
| GB1236341A (en) | 1971-06-23 |
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