US3190830A - Two stage hydrogenation process - Google Patents
Two stage hydrogenation process Download PDFInfo
- Publication number
- US3190830A US3190830A US261224A US26122463A US3190830A US 3190830 A US3190830 A US 3190830A US 261224 A US261224 A US 261224A US 26122463 A US26122463 A US 26122463A US 3190830 A US3190830 A US 3190830A
- Authority
- US
- United States
- Prior art keywords
- catalyst
- stage
- hydrogen
- nickel
- hydrogenation
- 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 claims description 34
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 67
- 229910052739 hydrogen Inorganic materials 0.000 claims description 53
- 239000001257 hydrogen Substances 0.000 claims description 53
- 239000003054 catalyst Substances 0.000 claims description 50
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical class [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 48
- 239000000470 constituent Substances 0.000 claims description 27
- 238000000034 method Methods 0.000 claims description 27
- 150000005673 monoalkenes Chemical class 0.000 claims description 16
- 150000001336 alkenes Chemical class 0.000 claims description 8
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 8
- 239000000376 reactant Substances 0.000 claims description 7
- 238000000926 separation method Methods 0.000 claims description 5
- 239000007789 gas Substances 0.000 description 32
- 239000000047 product Substances 0.000 description 32
- 229910052759 nickel Inorganic materials 0.000 description 22
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 14
- 150000001993 dienes Chemical class 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 10
- 239000000463 material Substances 0.000 description 10
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 9
- 239000005864 Sulphur Substances 0.000 description 9
- 229930195733 hydrocarbon Natural products 0.000 description 8
- 150000002430 hydrocarbons Chemical class 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- 229910000476 molybdenum oxide Inorganic materials 0.000 description 7
- PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical class [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 239000004113 Sepiolite Substances 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- ORMNPSYMZOGSSV-UHFFFAOYSA-N dinitrooxymercury Chemical compound [Hg+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ORMNPSYMZOGSSV-UHFFFAOYSA-N 0.000 description 6
- 238000004821 distillation Methods 0.000 description 6
- 230000005484 gravity Effects 0.000 description 6
- 229910052624 sepiolite Inorganic materials 0.000 description 6
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 5
- 238000002835 absorbance Methods 0.000 description 5
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 5
- 229910052794 bromium Inorganic materials 0.000 description 5
- 239000010941 cobalt Substances 0.000 description 5
- 229910017052 cobalt Inorganic materials 0.000 description 5
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 5
- 229910000428 cobalt oxide Inorganic materials 0.000 description 5
- IVMYJDGYRUAWML-UHFFFAOYSA-N cobalt(ii) oxide Chemical compound [Co]=O IVMYJDGYRUAWML-UHFFFAOYSA-N 0.000 description 5
- 150000002431 hydrogen Chemical class 0.000 description 5
- 238000007689 inspection Methods 0.000 description 5
- HZPNKQREYVVATQ-UHFFFAOYSA-L nickel(2+);diformate Chemical compound [Ni+2].[O-]C=O.[O-]C=O HZPNKQREYVVATQ-UHFFFAOYSA-L 0.000 description 5
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 4
- 238000005336 cracking Methods 0.000 description 4
- 238000005470 impregnation Methods 0.000 description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
- 230000004913 activation Effects 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- KYYSIVCCYWZZLR-UHFFFAOYSA-N cobalt(2+);dioxido(dioxo)molybdenum Chemical compound [Co+2].[O-][Mo]([O-])(=O)=O KYYSIVCCYWZZLR-UHFFFAOYSA-N 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 235000019355 sepiolite Nutrition 0.000 description 3
- 238000000638 solvent extraction Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical group CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000006378 damage Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 239000005995 Aluminium silicate Substances 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
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- 229910000323 aluminium silicate Inorganic materials 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- ASKVAEGIVYSGNY-UHFFFAOYSA-L cobalt(ii) hydroxide Chemical class [OH-].[OH-].[Co+2] ASKVAEGIVYSGNY-UHFFFAOYSA-L 0.000 description 1
- 238000006356 dehydrogenation reaction Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 230000006698 induction Effects 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- 150000002815 nickel Chemical class 0.000 description 1
- 229910000480 nickel oxide Inorganic materials 0.000 description 1
- KBJMLQFLOWQJNF-UHFFFAOYSA-N nickel(ii) nitrate Chemical compound [Ni+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O KBJMLQFLOWQJNF-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- UJHLGDUCOCXGBW-UHFFFAOYSA-N oxocobalt trioxomolybdenum Chemical compound O=[Co].O=[Mo](=O)=O UJHLGDUCOCXGBW-UHFFFAOYSA-N 0.000 description 1
- GNRSAWUEBMWBQH-UHFFFAOYSA-N oxonickel Chemical compound [Ni]=O GNRSAWUEBMWBQH-UHFFFAOYSA-N 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical class OCCOCCOCCO ZIBGPFATKBEMQZ-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
- C10G67/00—Treatment of hydrocarbon oils by at least one hydrotreatment process and at least one process for refining in the absence of hydrogen only
- C10G67/02—Treatment of hydrocarbon oils by at least one hydrotreatment process and at least one process for refining in the absence of hydrogen only plural serial stages only
- C10G67/04—Treatment of hydrocarbon oils by at least one hydrotreatment process and at least one process for refining in the absence of hydrogen only plural serial stages only including solvent extraction as the refining step in the absence of hydrogen
- C10G67/0409—Extraction of unsaturated hydrocarbons
- C10G67/0427—The hydrotreatment being a selective hydrogenation of diolefins or acetylenes
-
- 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
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/74—Iron group metals
- B01J23/755—Nickel
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/148—Purification; Separation; Use of additives by treatment giving rise to a chemical modification of at least one compound
- C07C7/163—Purification; Separation; Use of additives by treatment giving rise to a chemical modification of at least one compound by hydrogenation
-
- 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
Definitions
- the steam cracked gasoline may be given a mild hydrogenation treatment to remove part of the gumforming constituents before a distillation stage and thereafter a narrow cut, obtained by distillation, fed to a second hydrogenation over a nickel catalyst for the removal of substantially all of the remaining gum-forming constituents.
- a major constituent of the gum-forming material will usually be in the form of dienes; these, under the hydrogenating conditions for the removal of gum-forming materials, will be mainly converted to mono-olefins.
- hydrogenation may be carried out using a gas consisting of hydrogen together with inert constituents.
- the gas contains at least mol percent of hydrogen, the proportion suitably lying within the range 2590 mol percent of hydrogen.
- a preferred gas is a platforrner tail gas.
- a gas is employed containing 70 mol percent of hydrogen.
- a typical gas will consist of 70 mol percent of hydrogen and mol percent of methane.
- Other suitable gases are steam cracker tail gas, catalytic cracker tail gas and tail gas derived from the dehydrogenation of hydrocarbons.
- the olefin-removing stage is carried out in the presence of a catalyst comprising cobalt oxide and molybdenum oxides on a support.
- a catalyst comprising cobalt oxide and molybdenum oxides on a support.
- the support is alumina.
- the catalyst contains 1 to 10% Wt. of cobalt oxide, expressed as C00 and 5 to wt. of molybdenum oxide, expressed as M00
- the catalyst comprising cobalt oxide and molybdenum oxide is preferably used within the following ranges:
- Pressure 100 to 1000 p.s.i.g. Temperature 150 to 480 C. Space velocity 0.5 to 8.0 v./v./hr. Gas recycle rate 500 to 8000 s.c.f./b.
- the conditions of operation of the olefin-removing stage are selective to favour the desulphurisation of the feedstock which is fed to this stage.
- the product being mainly a mixture of parafiins and aromatics, is very suitable for further treatment by solvent extraction, for example, by means of dior tri-ethylene glycols, for the recovery of an extract of high aromatic content.
- the stabilised gasoline product had the following characteristics: Spccific gravity 60/60 F 0.817.
- Type Nickel and cobalt hydroxides supported on aluminium silicate.
- Reaction pressure 445 lbs./s in. gauge.
- Table 2 o q Mean catalyst bed temperature--- 223 F. 1 Space velocity t 1.75 v./v./hr.
- Recycle gas hydrogen content (H 3 free) 92-95 percent mol.
- Hydrogen consumption was initially 160 s.c.f./b.; this value declined rapidly to zero at 336 hours on stream. During this run the pressure differential across the catalyst bed increased rapidly until the termination of the run at 336 hours. On examination of the reactor it was found that substantial blockage had occurred in the pre-heating zone prior to the catalyst bed. The catalyst was coated with polymer which probably accounted for the nil hydrogen consumption immediately prior to shut-down.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Materials Engineering (AREA)
- Analytical Chemistry (AREA)
- Water Supply & Treatment (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB8773/62A GB979257A (en) | 1962-03-10 | 1962-03-10 | Multi-stage hydrogenation process |
Publications (1)
Publication Number | Publication Date |
---|---|
US3190830A true US3190830A (en) | 1965-06-22 |
Family
ID=9859000
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US261224A Expired - Lifetime US3190830A (en) | 1962-03-10 | 1963-02-26 | Two stage hydrogenation process |
Country Status (10)
Country | Link |
---|---|
US (1) | US3190830A (en, 2012) |
AT (1) | AT242839B (en, 2012) |
BE (1) | BE629307A (en, 2012) |
CS (1) | CS151428B2 (en, 2012) |
DE (1) | DE1470495B2 (en, 2012) |
DK (1) | DK113661B (en, 2012) |
FR (1) | FR1352360A (en, 2012) |
GB (1) | GB979257A (en, 2012) |
LU (1) | LU43302A1 (en, 2012) |
NL (1) | NL289907A (en, 2012) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3287259A (en) * | 1963-12-17 | 1966-11-22 | Exxon Research Engineering Co | Electrical insulating oil |
US3428697A (en) * | 1966-07-21 | 1969-02-18 | Air Prod & Chem | Hydrogenation process |
US3484496A (en) * | 1965-10-04 | 1969-12-16 | British Petroleum Co | Desulphurisation and hydrogenation of aromatic 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 |
US3511771A (en) * | 1967-07-24 | 1970-05-12 | Exxon Research Engineering Co | Integrated hydrofining,hydrodesulfurization and steam cracking process |
US3899412A (en) * | 1972-03-13 | 1975-08-12 | Ici Ltd | Aromatics extraction process |
US4113603A (en) * | 1977-10-19 | 1978-09-12 | The Lummus Company | Two-stage hydrotreating of pyrolysis gasoline to remove mercaptan sulfur and dienes |
US4392945A (en) * | 1982-02-05 | 1983-07-12 | Exxon Research And Engineering Co. | Two-stage hydrorefining process |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2872492A (en) * | 1956-03-29 | 1959-02-03 | Universal Oil Prod Co | Production of aromatics in the presence of nitrogen compounds |
US2953612A (en) * | 1958-03-03 | 1960-09-20 | American Oil Co | Catalytic hydrogenation of dripolene |
US3004914A (en) * | 1958-07-25 | 1961-10-17 | British Petroleum Co | Catalysts and hydrogenation processes using the catalyst |
US3098829A (en) * | 1960-05-04 | 1963-07-23 | British Petroleum Co | Supported nickel catalysts |
US3113096A (en) * | 1958-07-25 | 1963-12-03 | British Petroleum Co | Refining of petroleum hydrocarbons |
US3113097A (en) * | 1959-10-13 | 1963-12-03 | British Petroleum Co | Reactivation of catalysts |
US3116233A (en) * | 1960-01-14 | 1963-12-31 | Shell Oil Co | Low-temperature selective hydrogenation of dienes |
-
1962
- 1962-03-10 GB GB8773/62A patent/GB979257A/en not_active Expired
-
1963
- 1963-02-26 US US261224A patent/US3190830A/en not_active Expired - Lifetime
- 1963-02-28 DK DK92163AA patent/DK113661B/da unknown
- 1963-03-05 LU LU43302D patent/LU43302A1/xx unknown
- 1963-03-06 DE DE19631470495 patent/DE1470495B2/de active Pending
- 1963-03-07 AT AT179263A patent/AT242839B/de active
- 1963-03-07 CS CS1303A patent/CS151428B2/cs unknown
- 1963-03-07 FR FR927192A patent/FR1352360A/fr not_active Expired
- 1963-03-07 NL NL289907D patent/NL289907A/xx unknown
- 1963-03-07 BE BE629307D patent/BE629307A/xx unknown
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2872492A (en) * | 1956-03-29 | 1959-02-03 | Universal Oil Prod Co | Production of aromatics in the presence of nitrogen compounds |
US2953612A (en) * | 1958-03-03 | 1960-09-20 | American Oil Co | Catalytic hydrogenation of dripolene |
US3004914A (en) * | 1958-07-25 | 1961-10-17 | British Petroleum Co | Catalysts and hydrogenation processes using the catalyst |
US3113096A (en) * | 1958-07-25 | 1963-12-03 | British Petroleum Co | Refining of petroleum hydrocarbons |
US3113097A (en) * | 1959-10-13 | 1963-12-03 | British Petroleum Co | Reactivation of catalysts |
US3116233A (en) * | 1960-01-14 | 1963-12-31 | Shell Oil Co | Low-temperature selective hydrogenation of dienes |
US3098829A (en) * | 1960-05-04 | 1963-07-23 | British Petroleum Co | Supported nickel catalysts |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3287259A (en) * | 1963-12-17 | 1966-11-22 | Exxon Research Engineering Co | Electrical insulating oil |
US3484496A (en) * | 1965-10-04 | 1969-12-16 | British Petroleum Co | Desulphurisation and hydrogenation of aromatic hydrocarbons |
US3428697A (en) * | 1966-07-21 | 1969-02-18 | Air Prod & Chem | Hydrogenation process |
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 |
US3511771A (en) * | 1967-07-24 | 1970-05-12 | Exxon Research Engineering Co | Integrated hydrofining,hydrodesulfurization and steam cracking process |
US3899412A (en) * | 1972-03-13 | 1975-08-12 | Ici Ltd | Aromatics extraction process |
US4113603A (en) * | 1977-10-19 | 1978-09-12 | The Lummus Company | Two-stage hydrotreating of pyrolysis gasoline to remove mercaptan sulfur and dienes |
US4392945A (en) * | 1982-02-05 | 1983-07-12 | Exxon Research And Engineering Co. | Two-stage hydrorefining process |
Also Published As
Publication number | Publication date |
---|---|
AT242839B (de) | 1965-10-11 |
FR1352360A (fr) | 1964-02-14 |
DK113661B (da) | 1969-04-14 |
DE1470495B2 (de) | 1976-01-29 |
GB979257A (en) | 1965-01-01 |
NL289907A (en, 2012) | 1965-06-10 |
BE629307A (en, 2012) | 1963-10-21 |
DE1470495A1 (de) | 1968-12-19 |
LU43302A1 (en, 2012) | 1963-05-06 |
CS151428B2 (en, 2012) | 1973-10-19 |
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