US3691066A - Hydrogenation of unsaturated gasolines - Google Patents
Hydrogenation of unsaturated gasolines Download PDFInfo
- Publication number
- US3691066A US3691066A US71197A US3691066DA US3691066A US 3691066 A US3691066 A US 3691066A US 71197 A US71197 A US 71197A US 3691066D A US3691066D A US 3691066DA US 3691066 A US3691066 A US 3691066A
- Authority
- US
- United States
- Prior art keywords
- sulphur
- catalyst
- mercaptan
- hours
- feedstock
- 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
- 238000005984 hydrogenation reaction Methods 0.000 title description 20
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract description 59
- 239000005864 Sulphur Substances 0.000 abstract description 55
- 239000003054 catalyst Substances 0.000 abstract description 50
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 abstract description 46
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract description 41
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 abstract description 13
- 229910052624 sepiolite Inorganic materials 0.000 abstract description 10
- 239000004113 Sepiolite Substances 0.000 abstract description 9
- 238000009835 boiling Methods 0.000 abstract description 9
- 239000003112 inhibitor Substances 0.000 abstract description 9
- 235000019355 sepiolite Nutrition 0.000 abstract description 7
- 238000004227 thermal cracking Methods 0.000 abstract description 7
- 231100000572 poisoning Toxicity 0.000 abstract description 5
- 230000000607 poisoning effect Effects 0.000 abstract description 5
- 238000012545 processing Methods 0.000 abstract description 3
- 239000003208 petroleum Substances 0.000 abstract description 2
- 238000004326 stimulated echo acquisition mode for imaging Methods 0.000 abstract 1
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 34
- 150000001993 dienes Chemical class 0.000 description 31
- 239000000047 product Substances 0.000 description 31
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 24
- 229930192474 thiophene Natural products 0.000 description 24
- 239000001257 hydrogen Substances 0.000 description 22
- 229910052739 hydrogen Inorganic materials 0.000 description 22
- 238000000034 method Methods 0.000 description 22
- 230000000694 effects Effects 0.000 description 20
- 230000008569 process Effects 0.000 description 19
- 229910052759 nickel Inorganic materials 0.000 description 15
- WQAQPCDUOCURKW-UHFFFAOYSA-N butanethiol Chemical compound CCCCS WQAQPCDUOCURKW-UHFFFAOYSA-N 0.000 description 12
- 150000005673 monoalkenes Chemical class 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 7
- 150000003577 thiophenes Chemical class 0.000 description 7
- ZQRGREQWCRSUCI-UHFFFAOYSA-N [S].C=1C=CSC=1 Chemical compound [S].C=1C=CSC=1 ZQRGREQWCRSUCI-UHFFFAOYSA-N 0.000 description 6
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 238000005336 cracking Methods 0.000 description 5
- BDFAOUQQXJIZDG-UHFFFAOYSA-N 2-methylpropane-1-thiol Chemical compound CC(C)CS BDFAOUQQXJIZDG-UHFFFAOYSA-N 0.000 description 4
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- 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 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- -1 sulphur compound Chemical class 0.000 description 3
- OPLCSTZDXXUYDU-UHFFFAOYSA-N 2,4-dimethyl-6-tert-butylphenol Chemical compound CC1=CC(C)=C(O)C(C(C)(C)C)=C1 OPLCSTZDXXUYDU-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- HECLRDQVFMWTQS-UHFFFAOYSA-N Dicyclopentadiene Chemical compound C1C2C3CC=CC3C1C=C2 HECLRDQVFMWTQS-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- 241001071900 Scapanus orarius Species 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 150000005674 acyclic monoalkenes Chemical class 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 238000007689 inspection Methods 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- HZPNKQREYVVATQ-UHFFFAOYSA-L nickel(2+);diformate Chemical compound [Ni+2].[O-]C=O.[O-]C=O HZPNKQREYVVATQ-UHFFFAOYSA-L 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- 230000000737 periodic effect Effects 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- IRUDSQHLKGNCGF-UHFFFAOYSA-N 2-methylhex-1-ene Chemical class CCCCC(C)=C IRUDSQHLKGNCGF-UHFFFAOYSA-N 0.000 description 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-AKLPVKDBSA-N Sulfur-35 Chemical compound [35S] NINIDFKCEFEMDL-AKLPVKDBSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- SMZOGRDCAXLAAR-UHFFFAOYSA-N aluminium isopropoxide Chemical compound [Al+3].CC(C)[O-].CC(C)[O-].CC(C)[O-] SMZOGRDCAXLAAR-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- VXAUWWUXCIMFIM-UHFFFAOYSA-M aluminum;oxygen(2-);hydroxide Chemical compound [OH-].[O-2].[Al+3] VXAUWWUXCIMFIM-UHFFFAOYSA-M 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 238000004523 catalytic cracking Methods 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000002734 clay mineral Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 239000011551 heat transfer agent Substances 0.000 description 1
- 238000012432 intermediate storage Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 150000004986 phenylenediamines Chemical class 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- WWNBZGLDODTKEM-UHFFFAOYSA-N sulfanylidenenickel Chemical compound [Ni]=S WWNBZGLDODTKEM-UHFFFAOYSA-N 0.000 description 1
- 150000004763 sulfides Chemical class 0.000 description 1
- 238000005406 washing Methods 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
- C10G45/00—Refining of hydrocarbon oils using hydrogen or hydrogen-generating compounds
- C10G45/32—Selective hydrogenation of the diolefin or acetylene compounds
- C10G45/34—Selective hydrogenation of the diolefin or acetylene compounds characterised by the catalyst used
- C10G45/36—Selective hydrogenation of the diolefin or acetylene compounds characterised by the catalyst used containing nickel or cobalt metal, or compounds thereof
-
- 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
Definitions
- the most likely gasolines to be treated by the present invention are thus those produced by the thermal cracking of feedstocks boiling above 200 C. and containing at least 0.15% wt. of sulphur.
- the gasolines produced will normally contain appreciable amounts of thiophenic as well as mercaptan sulphur (e.g. from 0.03 to 1.0% wt. of thiophene sulphur) and the total sulphur content will be, as indicated above, in the range 0.01 to 1.5% wt.
- the feedstock was Ie-run steam cracker gasoline having the following inspection data:
- Table 2 gives a GLC analysis of a portion of the product at 613-637 hours on stream confirming that the catalyst was selectively hydrogenating diolefins without significant hydrogenation of mono-olefins.
- the feedstock was a re-run steam cracker gasoline having the following inspection data:
- the feedstock actually processed was the original feed to which 2,000 p.p.m. o1 thiophene and 100 p.p.m. mercaptan sulphur (as n-butyl mercaptan) had been added.
- a nickel formate on sepio-lite catalyst (10 percent wt. Ni) was reduced to elemental nickel on sepiolite in the manner described in Example 2. This catalyst was then used directly to process re-run steam-cracker gasoline containing 100 p.p.m. weight mercaptan sulphur (added as n-butyl mercaptan) without any presulphiding with thiophene.
- the feedstock containing the 100 p.p.m. of mercaptan sulphur was fed over the reduced catalyst at ambient temperature and low hydrogen pressure (690 kN/m. g.) and the severity of the operating conditions gradually increased over 80 hours on stream until the following conditions were attained:
- Hydrogen treating rate mol/m. lO,500 (1400 s.c.f./
- the support is a refractory oxide or other refractory compound of metals of Groups II, III and IV of the Periodic Table.
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)
- Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB4677969 | 1969-09-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3691066A true US3691066A (en) | 1972-09-12 |
Family
ID=10442563
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US71197A Expired - Lifetime US3691066A (en) | 1969-09-23 | 1970-09-10 | Hydrogenation of unsaturated gasolines |
Country Status (13)
Cited By (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4131537A (en) * | 1977-10-04 | 1978-12-26 | Exxon Research & Engineering Co. | Naphtha hydrofining process |
| NL7806288A (nl) * | 1977-10-19 | 1979-04-23 | Lummus Co | Werkwijze voor het behandelen van pyrolyse-benzine met waterstof. |
| US4152250A (en) * | 1975-12-09 | 1979-05-01 | Chiyoda Chemical Engineering & Construction | Demetallation of hydrocarbons with catalysts supported on sepiolite |
| US5211839A (en) * | 1989-07-26 | 1993-05-18 | Texaco Inc. | Controlling hydrogen partial pressure to yield 650 ° F.- boiling range material in an ebullated bed process |
| US5807477A (en) * | 1996-09-23 | 1998-09-15 | Catalytic Distillation Technologies | Process for the treatment of light naphtha hydrocarbon streams |
| FR2764299A1 (fr) * | 1997-06-09 | 1998-12-11 | Inst Francais Du Petrole | Procede de traitement de coupes essences contenant des diolefines, des composes styreniques et des mercaptans |
| FR2764210A1 (fr) * | 1997-06-09 | 1998-12-11 | Inst Francais Du Petrole | Catalyseur d'hydrogenation selective utilisable pour le traitement des coupes essences contenant des diolefines et des composes styreniques |
| EP0884373A1 (fr) * | 1997-06-09 | 1998-12-16 | Institut Français du Pétrole | Procédé de traitement de coupes essences contenant des dioléfines, des composés styréniques et éventuellement des mercaptans |
| EP0826021A4 (en) * | 1994-12-13 | 1999-01-13 | Chemical Res & Licensin | PROCESS FOR EXTRACTING MERCAPTANS AND SULFHYDRIC ACID FROM HYDROCARBON STREAMS |
| EP1138749A1 (fr) * | 2000-03-29 | 2001-10-04 | Institut Francais Du Petrole | Procédé de desulfuration d'essence comprenant une desulfuration des fractions lourde et intermediaire issues d'un fractionnement en au moins trois coupes |
| US20020175108A1 (en) * | 2001-03-12 | 2002-11-28 | Institut Francais Du Petrole | Process for the production of a desulfurized gasoline from a gasoline fraction that contains conversion gasoline |
| US20040099574A1 (en) * | 2002-11-22 | 2004-05-27 | Catalytic Distillation Technologies | Process for the desulfurization of light FCC naphtha |
| US20040195151A1 (en) * | 2002-03-08 | 2004-10-07 | Podrebarac Gary G. | Process for the selective desulfurization of a mid range gasoline cut |
| US20050038303A1 (en) * | 2003-08-11 | 2005-02-17 | Webber Kenneth M. | Dihydrodicyclopentadiene production |
| WO2009039020A1 (en) * | 2007-09-18 | 2009-03-26 | Shell Oil Company | Process for the deep desulfurization of heavy pyrolysis gasoline |
| EP2169032A1 (fr) | 1999-08-19 | 2010-03-31 | Institut Français du Pétrole | Catalyseur permettant de décomposer ou d'hydrogéner au moins partiellement les composes soufres insaturés |
| CN102911714A (zh) * | 2011-08-01 | 2013-02-06 | 中国石油化工股份有限公司 | 乙烯裂解副产物c5馏分选择性加氢方法 |
| US20150231611A1 (en) * | 2014-02-19 | 2015-08-20 | Uop Llc | Methods and apparatuses for regenerating catalysts for hydrocarbon production |
| US9260670B2 (en) | 2009-06-11 | 2016-02-16 | Shell Oil Company | Process for the selective hydrogenation and hydrodesulferization of a pyrolysis gasoline feedstock |
| US10035125B2 (en) | 2015-01-29 | 2018-07-31 | Lummus Technology Inc. | Producing C5 olefins from steam cracker C5 feeds |
| US20220315847A1 (en) * | 2019-07-15 | 2022-10-06 | Sabic Global Technologies B.V. | System and method for producing un-hydrogenated and hydrogenated c9+ compounds |
| WO2024165222A1 (en) | 2023-02-08 | 2024-08-15 | Topsoe A/S | Low temperature stabilization of liquid oils |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3038118A1 (de) * | 1980-10-09 | 1982-05-13 | EC Erdölchemie GmbH, 5000 Köln | Hochoctanige fahrbenzinschnitte, verfahren zu ihrer herstellung und ihre verwendung |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB942493A (en) * | 1961-05-10 | 1963-11-20 | British Petroleum Co | Improvements relating to the hydrogenation of petroleum hydrocarbons |
| BE623777A (enrdf_load_stackoverflow) * | 1961-10-20 |
-
0
- BE BE756546D patent/BE756546A/xx unknown
-
1969
- 1969-09-23 GB GB4677969A patent/GB1301477A/en not_active Expired
-
1970
- 1970-09-08 ZA ZA706112A patent/ZA706112B/xx unknown
- 1970-09-09 CA CA092629A patent/CA938574A/en not_active Expired
- 1970-09-10 US US71197A patent/US3691066A/en not_active Expired - Lifetime
- 1970-09-18 DE DE19702046170 patent/DE2046170A1/de active Pending
- 1970-09-21 JP JP45082872A patent/JPS5028083B1/ja active Pending
- 1970-09-21 NL NL7013914A patent/NL7013914A/xx not_active Application Discontinuation
- 1970-09-22 SE SE7012853A patent/SE372034B/xx unknown
- 1970-09-22 CS CS7000006442A patent/CS182762B2/cs unknown
- 1970-09-22 FR FR707034265A patent/FR2062962B1/fr not_active Expired
- 1970-09-22 NO NO03595/70A patent/NO127975B/no unknown
- 1970-09-23 DK DK486670AA patent/DK137281B/da unknown
Cited By (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4152250A (en) * | 1975-12-09 | 1979-05-01 | Chiyoda Chemical Engineering & Construction | Demetallation of hydrocarbons with catalysts supported on sepiolite |
| US4131537A (en) * | 1977-10-04 | 1978-12-26 | Exxon Research & Engineering Co. | Naphtha hydrofining process |
| NL7806288A (nl) * | 1977-10-19 | 1979-04-23 | Lummus Co | Werkwijze voor het behandelen van pyrolyse-benzine met waterstof. |
| FR2406662A1 (fr) * | 1977-10-19 | 1979-05-18 | Lummus Co | Hydrotraitement d'essences de pyrolyse |
| US5211839A (en) * | 1989-07-26 | 1993-05-18 | Texaco Inc. | Controlling hydrogen partial pressure to yield 650 ° F.- boiling range material in an ebullated bed process |
| EP0826021A4 (en) * | 1994-12-13 | 1999-01-13 | Chemical Res & Licensin | PROCESS FOR EXTRACTING MERCAPTANS AND SULFHYDRIC ACID FROM HYDROCARBON STREAMS |
| US5807477A (en) * | 1996-09-23 | 1998-09-15 | Catalytic Distillation Technologies | Process for the treatment of light naphtha hydrocarbon streams |
| FR2764299A1 (fr) * | 1997-06-09 | 1998-12-11 | Inst Francais Du Petrole | Procede de traitement de coupes essences contenant des diolefines, des composes styreniques et des mercaptans |
| EP0884102A1 (fr) * | 1997-06-09 | 1998-12-16 | Institut Français du Pétrole | Catalyseur pour le traitement de coupes essences contenant des dioléfines, des composés styréniques et éventuellement des mercaptans |
| EP0884373A1 (fr) * | 1997-06-09 | 1998-12-16 | Institut Français du Pétrole | Procédé de traitement de coupes essences contenant des dioléfines, des composés styréniques et éventuellement des mercaptans |
| FR2764210A1 (fr) * | 1997-06-09 | 1998-12-11 | Inst Francais Du Petrole | Catalyseur d'hydrogenation selective utilisable pour le traitement des coupes essences contenant des diolefines et des composes styreniques |
| US6686309B1 (en) | 1997-06-09 | 2004-02-03 | Institut Francais Du Petrole | Catalyst for treating gasoline cuts containing diolefins, styrenic compounds and possibly mercaptans |
| EP2169032A1 (fr) | 1999-08-19 | 2010-03-31 | Institut Français du Pétrole | Catalyseur permettant de décomposer ou d'hydrogéner au moins partiellement les composes soufres insaturés |
| US6830678B2 (en) | 2000-03-29 | 2004-12-14 | Institut Francais Dupetrole | Process of desulphurizing gasoline comprising desulphurization of the heavy and intermediate fractions resulting from fractionation into at least three cuts |
| FR2807061A1 (fr) * | 2000-03-29 | 2001-10-05 | Inst Francais Du Petrole | Procede de desulfuration d'essence comprenant une desulfuration des fractions lourde et intermediaire issues d'un fractionnement en au moins trois coupes |
| EP1138749A1 (fr) * | 2000-03-29 | 2001-10-04 | Institut Francais Du Petrole | Procédé de desulfuration d'essence comprenant une desulfuration des fractions lourde et intermediaire issues d'un fractionnement en au moins trois coupes |
| US8652321B2 (en) | 2001-03-12 | 2014-02-18 | IFP Energies Nouvelles | Process for the production of a desulfurized gasoline from a gasoline fraction that contains conversion gasoline |
| US20020175108A1 (en) * | 2001-03-12 | 2002-11-28 | Institut Francais Du Petrole | Process for the production of a desulfurized gasoline from a gasoline fraction that contains conversion gasoline |
| US20100307958A1 (en) * | 2001-03-12 | 2010-12-09 | Quentin Debuisschert | Process for the production of a desulfurized gasoline from a gasoline fraction that contains conversion gasoline |
| US20040195151A1 (en) * | 2002-03-08 | 2004-10-07 | Podrebarac Gary G. | Process for the selective desulfurization of a mid range gasoline cut |
| US6824676B1 (en) * | 2002-03-08 | 2004-11-30 | Catalytic Distillation Technologies | Process for the selective desulfurization of a mid range gasoline cut |
| US7351327B2 (en) | 2002-03-08 | 2008-04-01 | Catalytic Distillation Technologies | Process for the selective desulfurization of a mid range gasoline cut |
| US20040099574A1 (en) * | 2002-11-22 | 2004-05-27 | Catalytic Distillation Technologies | Process for the desulfurization of light FCC naphtha |
| US6984312B2 (en) | 2002-11-22 | 2006-01-10 | Catalytic Distillation Technologies | Process for the desulfurization of light FCC naphtha |
| US7078577B2 (en) * | 2003-08-11 | 2006-07-18 | Equistar Chemicals, Lp | DihydroDicyclopentadiene production |
| US20050038303A1 (en) * | 2003-08-11 | 2005-02-17 | Webber Kenneth M. | Dihydrodicyclopentadiene production |
| US20100288679A1 (en) * | 2007-09-18 | 2010-11-18 | Paul Benjerman Himelfarb | Process for the deep desulfurization of heavy pyrolysis gasoline |
| WO2009039020A1 (en) * | 2007-09-18 | 2009-03-26 | Shell Oil Company | Process for the deep desulfurization of heavy pyrolysis gasoline |
| US8163167B2 (en) | 2007-09-18 | 2012-04-24 | Shell Oil Company | Process for the deep desulfurization of heavy pyrolysis gasoline |
| EP3395929A1 (en) | 2007-09-18 | 2018-10-31 | Shell Internationale Research Maatschappij B.V. | Process for the deep desulfurization of heavy pyrolysis gasoline |
| US9260670B2 (en) | 2009-06-11 | 2016-02-16 | Shell Oil Company | Process for the selective hydrogenation and hydrodesulferization of a pyrolysis gasoline feedstock |
| CN102911714A (zh) * | 2011-08-01 | 2013-02-06 | 中国石油化工股份有限公司 | 乙烯裂解副产物c5馏分选择性加氢方法 |
| US20150231611A1 (en) * | 2014-02-19 | 2015-08-20 | Uop Llc | Methods and apparatuses for regenerating catalysts for hydrocarbon production |
| US10035125B2 (en) | 2015-01-29 | 2018-07-31 | Lummus Technology Inc. | Producing C5 olefins from steam cracker C5 feeds |
| US20220315847A1 (en) * | 2019-07-15 | 2022-10-06 | Sabic Global Technologies B.V. | System and method for producing un-hydrogenated and hydrogenated c9+ compounds |
| WO2024165222A1 (en) | 2023-02-08 | 2024-08-15 | Topsoe A/S | Low temperature stabilization of liquid oils |
Also Published As
| Publication number | Publication date |
|---|---|
| BE756546A (fr) | 1971-03-23 |
| GB1301477A (enrdf_load_stackoverflow) | 1972-12-29 |
| NL7013914A (enrdf_load_stackoverflow) | 1971-03-25 |
| SE372034B (enrdf_load_stackoverflow) | 1974-12-09 |
| FR2062962B1 (enrdf_load_stackoverflow) | 1973-07-13 |
| FR2062962A1 (enrdf_load_stackoverflow) | 1971-07-02 |
| DE2046170A1 (de) | 1971-03-25 |
| ZA706112B (en) | 1971-05-27 |
| DK137281B (da) | 1978-02-13 |
| DK137281C (enrdf_load_stackoverflow) | 1978-07-10 |
| CS182762B2 (en) | 1978-05-31 |
| JPS5028083B1 (enrdf_load_stackoverflow) | 1975-09-12 |
| NO127975B (enrdf_load_stackoverflow) | 1973-09-10 |
| CA938574A (en) | 1973-12-18 |
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