NO127975B - - Google Patents
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- Publication number
- NO127975B NO127975B NO03595/70A NO359570A NO127975B NO 127975 B NO127975 B NO 127975B NO 03595/70 A NO03595/70 A NO 03595/70A NO 359570 A NO359570 A NO 359570A NO 127975 B NO127975 B NO 127975B
- Authority
- NO
- Norway
- Prior art keywords
- catalyst
- sulfur
- starting material
- weight
- mercaptan
- Prior art date
Links
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 49
- 239000007858 starting material Substances 0.000 claims description 43
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 33
- 229910052717 sulfur Inorganic materials 0.000 claims description 26
- 239000011593 sulfur Substances 0.000 claims description 26
- 229910052759 nickel Inorganic materials 0.000 claims description 19
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 18
- 238000005984 hydrogenation reaction Methods 0.000 claims description 17
- 229910052739 hydrogen Inorganic materials 0.000 claims description 16
- 239000001257 hydrogen Substances 0.000 claims description 16
- 238000000034 method Methods 0.000 claims description 15
- 150000001993 dienes Chemical class 0.000 claims description 12
- 150000005673 monoalkenes Chemical class 0.000 claims description 8
- 150000003464 sulfur compounds Chemical class 0.000 claims description 7
- 150000001491 aromatic compounds Chemical class 0.000 claims description 6
- 230000008569 process Effects 0.000 claims description 6
- ZQRGREQWCRSUCI-UHFFFAOYSA-N [S].C=1C=CSC=1 Chemical compound [S].C=1C=CSC=1 ZQRGREQWCRSUCI-UHFFFAOYSA-N 0.000 claims description 4
- 238000009835 boiling Methods 0.000 claims description 3
- 239000004215 Carbon black (E152) Substances 0.000 claims description 2
- 229930195733 hydrocarbon Natural products 0.000 claims description 2
- 150000002430 hydrocarbons Chemical class 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 description 45
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 29
- 239000000047 product Substances 0.000 description 23
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 22
- 230000000694 effects Effects 0.000 description 19
- 229930192474 thiophene Natural products 0.000 description 18
- 238000002474 experimental method Methods 0.000 description 11
- 229910052624 sepiolite Inorganic materials 0.000 description 10
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 9
- 239000004113 Sepiolite Substances 0.000 description 9
- 235000019355 sepiolite Nutrition 0.000 description 8
- 239000005864 Sulphur Substances 0.000 description 7
- 238000005336 cracking Methods 0.000 description 7
- 150000003577 thiophenes Chemical class 0.000 description 7
- WQAQPCDUOCURKW-UHFFFAOYSA-N butanethiol Chemical compound CCCCS WQAQPCDUOCURKW-UHFFFAOYSA-N 0.000 description 6
- 238000004227 thermal cracking Methods 0.000 description 6
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000004458 analytical method Methods 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000003112 inhibitor Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- HZPNKQREYVVATQ-UHFFFAOYSA-L nickel(2+);diformate Chemical compound [Ni+2].[O-]C=O.[O-]C=O HZPNKQREYVVATQ-UHFFFAOYSA-L 0.000 description 3
- 230000009467 reduction Effects 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
- BDFAOUQQXJIZDG-UHFFFAOYSA-N 2-methylpropane-1-thiol Chemical compound CC(C)CS BDFAOUQQXJIZDG-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
- 150000005674 acyclic monoalkenes Chemical class 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 231100000572 poisoning Toxicity 0.000 description 2
- 230000000607 poisoning effect Effects 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 1
- 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
- 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
- 239000005909 Kieselgur Substances 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 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
- 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
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 238000004523 catalytic cracking Methods 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000002734 clay mineral Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 230000002431 foraging effect Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000001030 gas--liquid chromatography Methods 0.000 description 1
- 239000011551 heat transfer agent Substances 0.000 description 1
- 238000012432 intermediate storage Methods 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 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
- 230000000737 periodic effect Effects 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000005486 sulfidation Methods 0.000 description 1
- 238000005406 washing Methods 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
- 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
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 |
|---|---|
| NO127975B true NO127975B (en)) | 1973-09-10 |
Family
ID=10442563
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO03595/70A NO127975B (en)) | 1969-09-23 | 1970-09-22 |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US3691066A (en)) |
| JP (1) | JPS5028083B1 (en)) |
| BE (1) | BE756546A (en)) |
| CA (1) | CA938574A (en)) |
| CS (1) | CS182762B2 (en)) |
| DE (1) | DE2046170A1 (en)) |
| DK (1) | DK137281B (en)) |
| FR (1) | FR2062962B1 (en)) |
| GB (1) | GB1301477A (en)) |
| NL (1) | NL7013914A (en)) |
| NO (1) | NO127975B (en)) |
| SE (1) | SE372034B (en)) |
| ZA (1) | ZA706112B (en)) |
Families Citing this family (23)
| 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 |
| US4113603A (en) * | 1977-10-19 | 1978-09-12 | The Lummus Company | Two-stage hydrotreating of pyrolysis gasoline to remove mercaptan sulfur and dienes |
| DE3038118A1 (de) * | 1980-10-09 | 1982-05-13 | EC Erdölchemie GmbH, 5000 Köln | Hochoctanige fahrbenzinschnitte, verfahren zu ihrer herstellung und ihre verwendung |
| 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 |
| SA95160068B1 (ar) * | 1994-12-13 | 2006-05-28 | كيميكال ريسيرتش اند ليسنسنج كومباني | عملية لإزالة المركبتانات mercaptans وكبرتيد هيدروجين hydrogen sulfide من تيارات هيدروكربون hydrocarbon |
| US5807477A (en) * | 1996-09-23 | 1998-09-15 | Catalytic Distillation Technologies | Process for the treatment of light naphtha hydrocarbon streams |
| DE69812225T2 (de) * | 1997-06-09 | 2003-12-04 | Institut Francais Du Petrole, Rueil Malmaison | Verfahren zur Behandlung von Diolefinen, Styrolverbindungen und gegebenenfalls Mercaptanen enthaltenden Benzinschnitten |
| FR2764299B1 (fr) * | 1997-06-09 | 1999-07-16 | Inst Francais Du Petrole | Procede de traitement de coupes essences contenant des diolefines, des composes styreniques et des mercaptans |
| FR2764210B1 (fr) * | 1997-06-09 | 1999-07-16 | Inst Francais Du Petrole | Catalyseur d'hydrogenation selective utilisable pour le traitement des coupes essences contenant des diolefines et des composes styreniques |
| FR2797639B1 (fr) | 1999-08-19 | 2001-09-21 | Inst Francais Du Petrole | Procede de production d'essences a faible teneur en soufre |
| FR2807061B1 (fr) | 2000-03-29 | 2002-05-31 | 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 |
| 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 |
| US6824676B1 (en) * | 2002-03-08 | 2004-11-30 | Catalytic Distillation Technologies | Process for the selective desulfurization of a mid range gasoline cut |
| 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 |
| WO2009039020A1 (en) * | 2007-09-18 | 2009-03-26 | Shell Oil Company | Process for the deep desulfurization of heavy pyrolysis gasoline |
| RU2543717C2 (ru) | 2009-06-11 | 2015-03-10 | Шелл Интернэшнл Рисерч Маатсхаппий Б.В. | Способ селективного гидрирования и гидрообессеривания пиролизного бензина как исходного материала |
| CN102911714B (zh) * | 2011-08-01 | 2014-06-25 | 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 |
| EA034710B1 (ru) | 2015-01-29 | 2020-03-10 | Ламмус Текнолоджи Инк. | Производство олефинов c5 из потока углеводородов c5 установки парового крекинга |
| AU2020314880B2 (en) * | 2019-07-15 | 2023-03-09 | Sabic Global Technologies B.V. | System and method for producing un-hydrogenated and hydrogenated C9+ compounds |
| AU2023429402A1 (en) | 2023-02-08 | 2025-07-10 | Topsoe A/S | Low temperature stabilization of liquid oils |
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 |
| NL284526A (en)) * | 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 FR FR707034265A patent/FR2062962B1/fr not_active Expired
- 1970-09-22 CS CS7000006442A patent/CS182762B2/cs unknown
- 1970-09-22 SE SE7012853A patent/SE372034B/xx unknown
- 1970-09-22 NO NO03595/70A patent/NO127975B/no unknown
- 1970-09-23 DK DK486670AA patent/DK137281B/da unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CS182762B2 (en) | 1978-05-31 |
| FR2062962A1 (en)) | 1971-07-02 |
| GB1301477A (en)) | 1972-12-29 |
| CA938574A (en) | 1973-12-18 |
| US3691066A (en) | 1972-09-12 |
| DK137281B (da) | 1978-02-13 |
| DK137281C (en)) | 1978-07-10 |
| DE2046170A1 (de) | 1971-03-25 |
| NL7013914A (en)) | 1971-03-25 |
| FR2062962B1 (en)) | 1973-07-13 |
| JPS5028083B1 (en)) | 1975-09-12 |
| BE756546A (fr) | 1971-03-23 |
| SE372034B (en)) | 1974-12-09 |
| ZA706112B (en) | 1971-05-27 |
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