DE69100881T2 - Selektive Hydrierung von Diolefinen in Dampfcrackbenzin mittels Metall auf Trägerkatalysatoren, in welchen, bevor in den Reaktor angebracht, ein organisches Schwefel Komponent eingebracht worden ist. - Google Patents
Selektive Hydrierung von Diolefinen in Dampfcrackbenzin mittels Metall auf Trägerkatalysatoren, in welchen, bevor in den Reaktor angebracht, ein organisches Schwefel Komponent eingebracht worden ist.Info
- Publication number
- DE69100881T2 DE69100881T2 DE69100881T DE69100881T DE69100881T2 DE 69100881 T2 DE69100881 T2 DE 69100881T2 DE 69100881 T DE69100881 T DE 69100881T DE 69100881 T DE69100881 T DE 69100881T DE 69100881 T2 DE69100881 T2 DE 69100881T2
- Authority
- DE
- Germany
- Prior art keywords
- catalyst
- sulfur
- organic
- reactor
- process according
- 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
- 239000003054 catalyst Substances 0.000 title claims abstract description 63
- 238000005984 hydrogenation reaction Methods 0.000 title claims abstract description 18
- 150000001993 dienes Chemical class 0.000 title claims abstract description 10
- 238000004230 steam cracking Methods 0.000 title claims description 9
- 229910052751 metal Inorganic materials 0.000 title claims description 5
- 239000002184 metal Substances 0.000 title claims description 5
- 125000001741 organic sulfur group Chemical group 0.000 title claims 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 31
- 238000000034 method Methods 0.000 claims abstract description 23
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims abstract description 14
- 230000008569 process Effects 0.000 claims abstract description 14
- 229910052717 sulfur Inorganic materials 0.000 claims description 21
- 239000011593 sulfur Substances 0.000 claims description 21
- 229910052739 hydrogen Inorganic materials 0.000 claims description 13
- 239000001257 hydrogen Substances 0.000 claims description 13
- 239000003795 chemical substances by application Substances 0.000 claims description 10
- 230000004913 activation Effects 0.000 claims description 5
- 229910052759 nickel Inorganic materials 0.000 claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 4
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 3
- 150000008427 organic disulfides Chemical group 0.000 claims description 3
- 150000003568 thioethers Chemical group 0.000 claims description 3
- 150000003573 thiols Chemical group 0.000 claims description 2
- 125000002228 disulfide group Chemical group 0.000 claims 1
- 150000008116 organic polysulfides Chemical group 0.000 claims 1
- 230000000737 periodic effect Effects 0.000 claims 1
- 239000005864 Sulphur Substances 0.000 abstract description 10
- 150000002894 organic compounds Chemical class 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 23
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 21
- QMMFVYPAHWMCMS-UHFFFAOYSA-N Dimethyl sulfide Chemical compound CSC QMMFVYPAHWMCMS-UHFFFAOYSA-N 0.000 description 15
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 13
- -1 sulphur compound Chemical class 0.000 description 12
- 235000019441 ethanol Nutrition 0.000 description 11
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 8
- 238000011282 treatment Methods 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 229930195733 hydrocarbon Natural products 0.000 description 6
- 150000002430 hydrocarbons Chemical class 0.000 description 6
- 150000001336 alkenes Chemical class 0.000 description 5
- 238000009835 boiling Methods 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 150000003254 radicals Chemical class 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 239000004215 Carbon black (E152) Substances 0.000 description 4
- UBJVUCKUDDKUJF-UHFFFAOYSA-N Diallyl sulfide Chemical compound C=CCSCC=C UBJVUCKUDDKUJF-UHFFFAOYSA-N 0.000 description 4
- 238000001994 activation Methods 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 150000002431 hydrogen Chemical class 0.000 description 4
- 229920001021 polysulfide Polymers 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- BZYUMXXOAYSFOW-UHFFFAOYSA-N 2,3-dimethylthiophene Chemical compound CC=1C=CSC=1C BZYUMXXOAYSFOW-UHFFFAOYSA-N 0.000 description 3
- HTIRHQRTDBPHNZ-UHFFFAOYSA-N Dibutyl sulfide Chemical compound CCCCSCCCC HTIRHQRTDBPHNZ-UHFFFAOYSA-N 0.000 description 3
- ZERULLAPCVRMCO-UHFFFAOYSA-N Dipropyl sulfide Chemical compound CCCSCCC ZERULLAPCVRMCO-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 229910000831 Steel Inorganic materials 0.000 description 3
- 150000001491 aromatic compounds Chemical class 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000010959 steel Substances 0.000 description 3
- YGKHJWTVMIMEPQ-UHFFFAOYSA-N 1,2-propanedithiol Chemical compound CC(S)CS YGKHJWTVMIMEPQ-UHFFFAOYSA-N 0.000 description 2
- XJIRSLHMKBUGMR-UHFFFAOYSA-N 1-ethylsulfanylbutane Chemical compound CCCCSCC XJIRSLHMKBUGMR-UHFFFAOYSA-N 0.000 description 2
- JCCCMAAJYSNBPR-UHFFFAOYSA-N 2-ethylthiophene Chemical compound CCC1=CC=CS1 JCCCMAAJYSNBPR-UHFFFAOYSA-N 0.000 description 2
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- LUFPJJNWMYZRQE-UHFFFAOYSA-N benzylsulfanylmethylbenzene Chemical compound C=1C=CC=CC=1CSCC1=CC=CC=C1 LUFPJJNWMYZRQE-UHFFFAOYSA-N 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- QKFJKGMPGYROCL-UHFFFAOYSA-N phenyl isothiocyanate Chemical compound S=C=NC1=CC=CC=C1 QKFJKGMPGYROCL-UHFFFAOYSA-N 0.000 description 2
- 239000005077 polysulfide Substances 0.000 description 2
- 150000008117 polysulfides Polymers 0.000 description 2
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
- 229930192474 thiophene Natural products 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- VYMPLPIFKRHAAC-UHFFFAOYSA-N 1,2-ethanedithiol Chemical compound SCCS VYMPLPIFKRHAAC-UHFFFAOYSA-N 0.000 description 1
- JBYHSSAVUBIJMK-UHFFFAOYSA-N 1,4-oxathiane Chemical compound C1CSCCO1 JBYHSSAVUBIJMK-UHFFFAOYSA-N 0.000 description 1
- ZOASGOXWEHUTKZ-UHFFFAOYSA-N 1-(Methylthio)-propane Chemical compound CCCSC ZOASGOXWEHUTKZ-UHFFFAOYSA-N 0.000 description 1
- NUTVORGGYDQIDD-UHFFFAOYSA-N 1-ethylsulfanylethanol Chemical compound CCSC(C)O NUTVORGGYDQIDD-UHFFFAOYSA-N 0.000 description 1
- KYNFOMQIXZUKRK-UHFFFAOYSA-N 2,2'-dithiodiethanol Chemical compound OCCSSCCO KYNFOMQIXZUKRK-UHFFFAOYSA-N 0.000 description 1
- XVSJTVAPLGSCSK-UHFFFAOYSA-N 2,3,6-trimethylbenzenethiol Chemical compound CC1=CC=C(C)C(S)=C1C XVSJTVAPLGSCSK-UHFFFAOYSA-N 0.000 description 1
- QCLJODDRBGKIRW-UHFFFAOYSA-N 2,6-dimethylbenzenethiol Chemical compound CC1=CC=CC(C)=C1S QCLJODDRBGKIRW-UHFFFAOYSA-N 0.000 description 1
- DSCJETUEDFKYGN-UHFFFAOYSA-N 2-Methoxybenzenethiol Chemical compound COC1=CC=CC=C1S DSCJETUEDFKYGN-UHFFFAOYSA-N 0.000 description 1
- RFCQDOVPMUSZMN-UHFFFAOYSA-N 2-Naphthalenethiol Chemical compound C1=CC=CC2=CC(S)=CC=C21 RFCQDOVPMUSZMN-UHFFFAOYSA-N 0.000 description 1
- AHAIUNAIAHSWPG-UHFFFAOYSA-N 2-methylsulfanylpyrimidine-4,6-diamine Chemical compound CSC1=NC(N)=CC(N)=N1 AHAIUNAIAHSWPG-UHFFFAOYSA-N 0.000 description 1
- UECUPGFJVNJNQA-UHFFFAOYSA-N 2-phenylbenzenethiol Chemical compound SC1=CC=CC=C1C1=CC=CC=C1 UECUPGFJVNJNQA-UHFFFAOYSA-N 0.000 description 1
- KGBXHAVIEYXXRU-UHFFFAOYSA-N 2h-thiopyran 1-oxide Chemical compound O=S1CC=CC=C1 KGBXHAVIEYXXRU-UHFFFAOYSA-N 0.000 description 1
- CESBAYSBPMVAEI-UHFFFAOYSA-N 3,5-dimethylbenzenethiol Chemical compound CC1=CC(C)=CC(S)=C1 CESBAYSBPMVAEI-UHFFFAOYSA-N 0.000 description 1
- NDVLTZFQVDXFAN-UHFFFAOYSA-N 3-(2-cyanoethylsulfanyl)propanenitrile Chemical compound N#CCCSCCC#N NDVLTZFQVDXFAN-UHFFFAOYSA-N 0.000 description 1
- QMVAZEHZOPDGHA-UHFFFAOYSA-N 3-methoxybenzenethiol Chemical compound COC1=CC=CC(S)=C1 QMVAZEHZOPDGHA-UHFFFAOYSA-N 0.000 description 1
- IWNPWQRBFNOGHM-UHFFFAOYSA-N 9h-thioxanthen-9-ol Chemical compound C1=CC=C2C(O)C3=CC=CC=C3SC2=C1 IWNPWQRBFNOGHM-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- CUDSBWGCGSUXDB-UHFFFAOYSA-N Dibutyl disulfide Chemical compound CCCCSSCCCC CUDSBWGCGSUXDB-UHFFFAOYSA-N 0.000 description 1
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical group SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 1
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 1
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 1
- QIOZLISABUUKJY-UHFFFAOYSA-N Thiobenzamide Chemical compound NC(=S)C1=CC=CC=C1 QIOZLISABUUKJY-UHFFFAOYSA-N 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 150000004645 aluminates Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 150000005840 aryl radicals Chemical class 0.000 description 1
- 230000001174 ascending effect Effects 0.000 description 1
- ZWOASCVFHSYHOB-UHFFFAOYSA-N benzene-1,3-dithiol Chemical group SC1=CC=CC(S)=C1 ZWOASCVFHSYHOB-UHFFFAOYSA-N 0.000 description 1
- UIJGNTRUPZPVNG-UHFFFAOYSA-N benzenecarbothioic s-acid Chemical compound SC(=O)C1=CC=CC=C1 UIJGNTRUPZPVNG-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 150000004294 cyclic thioethers Chemical class 0.000 description 1
- LJSQFQKUNVCTIA-UHFFFAOYSA-N diethyl sulfide Chemical compound CCSCC LJSQFQKUNVCTIA-UHFFFAOYSA-N 0.000 description 1
- 125000004990 dihydroxyalkyl group Chemical group 0.000 description 1
- 229960001760 dimethyl sulfoxide Drugs 0.000 description 1
- LTYMSROWYAPPGB-UHFFFAOYSA-N diphenyl sulfide Chemical compound C=1C=CC=CC=1SC1=CC=CC=C1 LTYMSROWYAPPGB-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 150000002019 disulfides Chemical class 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- PVBRSNZAOAJRKO-UHFFFAOYSA-N ethyl 2-sulfanylacetate Chemical compound CCOC(=O)CS PVBRSNZAOAJRKO-UHFFFAOYSA-N 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 239000003863 metallic catalyst Substances 0.000 description 1
- MKIJJIMOAABWGF-UHFFFAOYSA-N methyl 2-sulfanylacetate Chemical compound COC(=O)CS MKIJJIMOAABWGF-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 150000002898 organic sulfur compounds Chemical class 0.000 description 1
- 229940117953 phenylisothiocyanate Drugs 0.000 description 1
- 231100000572 poisoning Toxicity 0.000 description 1
- 230000000607 poisoning effect Effects 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- WHMDPDGBKYUEMW-UHFFFAOYSA-N pyridine-2-thiol Chemical group SC1=CC=CC=N1 WHMDPDGBKYUEMW-UHFFFAOYSA-N 0.000 description 1
- HBCQSNAFLVXVAY-UHFFFAOYSA-N pyrimidine-2-thiol Chemical group SC1=NC=CC=N1 HBCQSNAFLVXVAY-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- VOVUARRWDCVURC-UHFFFAOYSA-N thiirane Chemical compound C1CS1 VOVUARRWDCVURC-UHFFFAOYSA-N 0.000 description 1
- 150000007970 thio esters Chemical class 0.000 description 1
- YUKQRDCYNOVPGJ-UHFFFAOYSA-N thioacetamide Chemical compound CC(N)=S YUKQRDCYNOVPGJ-UHFFFAOYSA-N 0.000 description 1
- DLFVBJFMPXGRIB-UHFFFAOYSA-N thioacetamide Natural products CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 1
- 150000003556 thioamides Chemical class 0.000 description 1
- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 150000003577 thiophenes Chemical class 0.000 description 1
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/20—Sulfiding
-
- 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
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- General Chemical & Material Sciences (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9009079A FR2664610A1 (fr) | 1990-07-13 | 1990-07-13 | Hydrogenation selective des essences de vapocraquage sur des catalyseurs a base d'un metal supporte dans lesquels un compose organique a ete incorpore avant chargement dans le reacteur. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69100881D1 DE69100881D1 (de) | 1994-02-10 |
| DE69100881T2 true DE69100881T2 (de) | 1994-07-28 |
Family
ID=9398791
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69100881T Expired - Lifetime DE69100881T2 (de) | 1990-07-13 | 1991-07-08 | Selektive Hydrierung von Diolefinen in Dampfcrackbenzin mittels Metall auf Trägerkatalysatoren, in welchen, bevor in den Reaktor angebracht, ein organisches Schwefel Komponent eingebracht worden ist. |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US5417844A (https=) |
| EP (1) | EP0466567B1 (https=) |
| JP (1) | JP3002756B2 (https=) |
| AT (1) | ATE99354T1 (https=) |
| DE (1) | DE69100881T2 (https=) |
| FR (1) | FR2664610A1 (https=) |
Families Citing this family (55)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2729968B1 (fr) * | 1995-01-27 | 1997-04-11 | Inst Francais Du Petrole | Procede d'hydrogenation des diolefines et eventuellement des olefines de coupes hydrocarbures riches en composes aromatiques sur des catalyseurs metalliques impregenes de composes organiques soufres |
| FR2730728B1 (fr) * | 1995-02-21 | 1997-05-23 | Inst Francais Du Petrole | Procede de separation du p-xylene comportant un pretraitement par hydrogenation selective et par de la terre activee |
| FR2743512B1 (fr) * | 1996-01-17 | 1998-03-13 | Eurecat Europ Retrait Catalys | Procede d'incorporation de soufre dans la porosite d'un catalyseur de traitement d'hydrocarbures |
| DE19608241A1 (de) * | 1996-03-04 | 1997-09-18 | Basf Ag | Verfahren zur selektiven Hydrierung von Dienen |
| CN1045099C (zh) * | 1996-09-11 | 1999-09-15 | 中国石油化工总公司 | 一种润滑油加氢补充精制工艺 |
| FR2770421B1 (fr) * | 1997-10-31 | 1999-12-10 | Inst Francais Du Petrole | Procede de preparation de catalyseurs utilisables dans les reactions de transformation de composes organiques |
| FR2770521B1 (fr) * | 1997-10-31 | 1999-12-10 | Inst Francais Du Petrole | Procede de deshydrogenation d'hydrocarbures aliphatiques satures en hydrocarbures olefiniques |
| FR2770520B1 (fr) * | 1997-10-31 | 1999-12-10 | Inst Francais Du Petrole | Procede d'hydrogenation selective des composes insatures |
| US6368496B1 (en) * | 1998-02-03 | 2002-04-09 | Exxonmobil Oil Corporation | Decreasing bi-reactive contaminants |
| FR2785833B1 (fr) * | 1998-11-18 | 2000-12-08 | Inst Francais Du Petrole | Catalyseur comprenant du nickel et son utilisation dans un procede d'hydrodesulfuration de charges hydrocarbonees |
| US6977317B1 (en) | 2002-06-25 | 2005-12-20 | Uop Llc | Process for the selective hydrogenation of olefins |
| US6740788B1 (en) | 2002-12-19 | 2004-05-25 | Uop Llc | Integrated process for aromatics production |
| FR2854335B1 (fr) * | 2003-04-30 | 2009-03-20 | Eurecat Sa | Traitement hors site de catalyseurs d'hydrogenation |
| US7169368B1 (en) | 2004-09-08 | 2007-01-30 | Uop Llc | Integrated apparatus for aromatics production |
| US7179434B1 (en) | 2004-09-08 | 2007-02-20 | Uop Llc | Integrated apparatus for aromatics production |
| CN101300213B (zh) * | 2005-11-10 | 2011-05-11 | 环球油品公司 | 烯烃的选择性加氢方法 |
| US7517824B2 (en) * | 2005-12-06 | 2009-04-14 | Exxonmobil Chemical Company | Process for steam stripping hydrocarbons from a bromine index reduction catalyst |
| US7268263B1 (en) | 2006-05-18 | 2007-09-11 | Uop Llc | Integrated process for aromatics production |
| US7304193B1 (en) | 2006-05-18 | 2007-12-04 | Uop Llc | Integrated process for aromatics production |
| US7288687B1 (en) | 2006-05-18 | 2007-10-30 | Uop Llc | Integrated process for aromatics production |
| US7687674B2 (en) | 2006-12-28 | 2010-03-30 | Uop Llc | Low temperature process for recovering and producing para-xylene and heat exchange network therefore |
| FR2936962B1 (fr) * | 2008-10-10 | 2011-05-06 | Eurecat Sa | Procede de regeneration de catalyseurs de traitement d'hydrocarbures. |
| WO2010072836A1 (en) * | 2008-12-24 | 2010-07-01 | Shell Internationale Research Maatschappij B.V. | Process for selectively sulfiding a supported nickel catalyst |
| WO2010123694A2 (en) * | 2009-04-22 | 2010-10-28 | Exxonmobil Chemical Patents Inc. | Start up procedure in a process for purifying aromatic streams |
| US8329971B2 (en) * | 2009-04-22 | 2012-12-11 | Exxonmobil Chemical Patents Inc. | Regeneration of catalyst used in purification of aromatic streams |
| FR2949077B1 (fr) | 2009-08-17 | 2011-07-22 | Inst Francais Du Petrole | Procede de preparation d'un catalyseur supporte a base de ni et d'un metal du groupe ib pour l'hydrogenation selective d'hydrocarbures polyinsatures |
| FR2949078B1 (fr) | 2009-08-17 | 2011-07-22 | Inst Francais Du Petrole | Procede de preparation d'un catalyseur supporte ni/sn pour l'hydrogenation selective d'hydrocarbures polyinsatures |
| FR2963344B1 (fr) | 2010-07-29 | 2012-07-27 | IFP Energies Nouvelles | Procede d'hydrogenation selective en presence d'un catalyseur a base d'un metal du groupe viii prepare au moyen d'au moins un oligosaccharide cyclique |
| CN102618328B (zh) * | 2011-01-31 | 2015-02-11 | 北京安耐吉能源工程技术有限公司 | 一种汽油加工方法 |
| FR2984761B1 (fr) | 2011-12-21 | 2014-12-26 | IFP Energies Nouvelles | Procede de preparation d'un catalyseur a base d'un metal du groupe viii prepare au moyen d'au moins un additif organique et procede d'hydrogenation selective mettant en oeuvre ledit catalyseur |
| FR2990882B1 (fr) * | 2012-05-24 | 2015-05-15 | IFP Energies Nouvelles | Procede de preparation d'un catalyseur a base d'un metal du groupe viii et contenant du silicium et procede d'hydrogenation selective mettant en oeuvre ledit catalyseur |
| FR3022160B1 (fr) | 2014-06-13 | 2021-05-07 | Ifp Energies Now | Catalyseur a phase active de nickel comalaxee mesoporeux et macroporeux ayant un diametre median macroporeux compris entre 50 et 300 nm et son utilisation en hydrogenation |
| FR3025728B1 (fr) | 2014-09-11 | 2018-04-20 | IFP Energies Nouvelles | Catalyseur mesoporeux a base de nickel et son utilisation en hydrogenation. |
| MY174443A (en) | 2015-01-29 | 2020-04-19 | Lummus Technology Inc | Producing c5 olefins from steam cracker c5 feeds |
| US10336665B2 (en) * | 2015-03-03 | 2019-07-02 | Uop Llc | Yields in xylene isomerization using layer MFI zeolites |
| US9643897B2 (en) | 2015-03-03 | 2017-05-09 | Uop Llc | Enhanced propylene production in OTO process with modified zeolites |
| US10010878B2 (en) | 2015-03-03 | 2018-07-03 | Uop Llc | High meso-surface area, low Si/Al ratio pentasil zeolite |
| US9688587B2 (en) | 2015-03-03 | 2017-06-27 | Uop Llc | Process for oxygenate to olefin conversion using 2-D pentasil zeolite |
| US9890094B2 (en) | 2015-03-03 | 2018-02-13 | Uop Llc | High meso-surface area and high acid site density pentasil zeolite for use in xylene conversion |
| FR3061197A1 (fr) | 2016-12-22 | 2018-06-29 | IFP Energies Nouvelles | Procede d'hydrogenation selective mettant en œuvre un catalyseur a base de nickel prepare au moyen d'un additif comprenant une fonction ester |
| FR3061195B1 (fr) * | 2016-12-22 | 2019-06-28 | IFP Energies Nouvelles | Procede d'hydrogenation selective mettant en œuvre un catalyseur de nickel prepare au moyen d'un additif comprenant une fonction amine, amide, ou un acide amine |
| DE102017130369A1 (de) | 2016-12-22 | 2018-06-28 | IFP Energies Nouvelles | Verfahren zur selektiven hydrierung unter verwendung eines nickel-katalysators, hergestellt mittels eines additivs, umfassend eine amin- oder amid-funktion, oder eine aminosäure |
| FR3061196A1 (fr) * | 2016-12-22 | 2018-06-29 | IFP Energies Nouvelles | Procede d'hydrogenation selective mettant en œuvre un catalyseur a base de nickel prepare au moyen d'un additif comprenant une fonction alcool |
| FR3061194B1 (fr) | 2016-12-22 | 2019-06-28 | IFP Energies Nouvelles | Procede d'hydrogenation selective mettant en œuvre un catalyseur a base de nickel prepare au moyen d'un additif comprenant une fonction acide carboxylique |
| FR3064500A1 (fr) | 2017-03-29 | 2018-10-05 | IFP Energies Nouvelles | Catalyseur en multicouches d'hyrogenation selective |
| FR3068983B1 (fr) | 2017-07-13 | 2019-07-12 | IFP Energies Nouvelles | Procede d'hydrogenation selective mettant en œuvre un catalyseur obtenu par impregnation comprenant un support specifique |
| FR3068984B1 (fr) | 2017-07-13 | 2020-01-17 | IFP Energies Nouvelles | Procede d'hydrogenation des aromatiques mettant en œuvre un catalyseur obtenu par impregnation comprenant un support specifique. |
| FR3068982A1 (fr) | 2017-07-13 | 2019-01-18 | IFP Energies Nouvelles | Procede d'hydrogenation selective mettant en œuvre un catalyseur obtenu par comalaxage comprenant un support specifique |
| FR3068985A1 (fr) | 2017-07-13 | 2019-01-18 | IFP Energies Nouvelles | Procede d’hydrogenation des aromatiques mettant en oeuvre un catalyseur obtenu par comalaxage comprenant un support specifique |
| FR3076747B1 (fr) | 2018-01-15 | 2022-06-10 | Ifp Energies Now | Procede de preparation d'un catalyseur particulier d'hydrogenation selective et d'hydrogenation des aromatiques par malaxage |
| FR3087787B1 (fr) | 2018-10-25 | 2020-12-18 | Ifp Energies Now | Procede d’hydrogenation comprenant un catalyseur prepare par addition d’un compose organique en phase gazeuse |
| US11459513B2 (en) * | 2021-01-28 | 2022-10-04 | Saudi Arabian Oil Company | Steam cracking process integrating oxidized disulfide oil additive |
| EP4424796A1 (de) | 2023-03-02 | 2024-09-04 | OMV Downstream GmbH | Verfahren zur reinigung eines synthetischen rohölstroms |
| EP4424797A1 (de) * | 2023-03-02 | 2024-09-04 | OMV Downstream GmbH | Verfahren zur reinigung eines synthetischen rohölstroms |
| FR3163283A1 (fr) | 2024-06-18 | 2025-12-19 | IFP Energies Nouvelles | Catalyseur comprenant du cuivre, du nickel et du soufre pour le traitement de reformat |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE623777A (https=) * | 1961-10-20 | |||
| DE1190127B (de) * | 1963-06-21 | 1965-04-01 | Bayer Ag | Verfahren zur selektiven Hydrierung von Pyrolysebenzin oder dessen Fraktionen |
| OA02047A (fr) * | 1965-02-13 | 1970-05-05 | Inst Francais Du Petrole | Procédé d'hydrogenation selective des diolefines. |
| US3893944A (en) * | 1972-05-16 | 1975-07-08 | Exxon Research Engineering Co | Catalyst for hydrogenation of organic compounds |
| US3919341A (en) * | 1973-02-16 | 1975-11-11 | Universal Oil Prod Co | Olefin isomerization process |
| FR2413127A1 (fr) * | 1978-01-02 | 1979-07-27 | Inst Francais Du Petrole | Procede de preparation d'un catalyseur de metal noble du groupe viii presentant une resistance amelioree au soufre, catalyseur obtenu et son utilisation pour l'hydrogenation d'hydrocarbures aromatiques |
| FR2548205B1 (fr) * | 1983-06-30 | 1985-11-29 | Eurecat Europ Retrait Catalys | Procede de presulfuration de catalyseur de traitement d'hydrocarbures |
| DE3562987D1 (en) * | 1984-10-30 | 1988-07-07 | Eurecat Europ Retrait Catalys | Method for presulfiding a catalyst for the treatment of hydrocarbons |
| US4734540A (en) * | 1986-12-22 | 1988-03-29 | Uop Inc. | Catalyst for the selective hydrogenation of polyunsaturated organics |
| FR2627105B3 (fr) * | 1988-02-16 | 1990-06-08 | Inst Francais Du Petrole | Procede de presulfuration de catalyseur de traitement d'hydrocarbures |
-
1990
- 1990-07-13 FR FR9009079A patent/FR2664610A1/fr active Granted
-
1991
- 1991-07-08 AT AT91401879T patent/ATE99354T1/de not_active IP Right Cessation
- 1991-07-08 EP EP91401879A patent/EP0466567B1/fr not_active Expired - Lifetime
- 1991-07-08 DE DE69100881T patent/DE69100881T2/de not_active Expired - Lifetime
- 1991-07-12 JP JP3172332A patent/JP3002756B2/ja not_active Expired - Lifetime
-
1992
- 1992-11-18 US US07/978,074 patent/US5417844A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| EP0466567B1 (fr) | 1993-12-29 |
| FR2664610B1 (https=) | 1994-07-13 |
| ATE99354T1 (de) | 1994-01-15 |
| DE69100881D1 (de) | 1994-02-10 |
| EP0466567A1 (fr) | 1992-01-15 |
| JP3002756B2 (ja) | 2000-01-24 |
| FR2664610A1 (fr) | 1992-01-17 |
| JPH04226592A (ja) | 1992-08-17 |
| US5417844A (en) | 1995-05-23 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE69100881T2 (de) | Selektive Hydrierung von Diolefinen in Dampfcrackbenzin mittels Metall auf Trägerkatalysatoren, in welchen, bevor in den Reaktor angebracht, ein organisches Schwefel Komponent eingebracht worden ist. | |
| DE60028285T2 (de) | Verfahren zur Sulfidierung von Wasserstoffbehandlungskatalysatoren | |
| DE69616197T2 (de) | Verfahren zur Entschwefelung von Benzin von katalytischen Kracken | |
| DE3872402T2 (de) | Vorschwefelungszusammensetzung fuer wasserstoffbehandlungskatalysatoren. | |
| DE1568816C3 (de) | Verfahren zur selektiven Hydrierung eines Diolefins | |
| DE69800644T2 (de) | Verfahren zur vorbehandlung von katalysatoren mit schwefel | |
| US5569806A (en) | Olefin isomerisation process using metallic catalysts impregnated with organic sulphur-containing compounds before loading into the reactor | |
| KR20060129390A (ko) | 소모된 수소처리 촉매의 촉매 활성을 복원하는 방법, 그결과 복원된 촉매 및 수소처리 방법 | |
| US5045518A (en) | Process for the preparation of a sulfided catalyst | |
| DE2851145A1 (de) | Verfahren zur selektiven hydrierung von benzinen, die gleichzeitig gummibildende verbindungen und unerwuenschte schwefelverbindungen enthalten | |
| DE69932896T2 (de) | Verfahren zur Vorsulfidierung eines Entschwefelungskatalysators zur Verwendung in einer Hydroentschwefelungsanlage einer Erdölraffinerie und Hydroentschwefelungspromotor | |
| US3140994A (en) | Method of reducing nitrogen to not more than 1 p. p. m. in reformer feed | |
| EP0636677B1 (fr) | Procédé d'isomérisation d'oléfines externes en oléfines internes conjointement à l'hydrogénation de dioléfines | |
| US5821397A (en) | Process for the hydrogenation of diolefins in aromatic-rich hydrocarbons using metallic catalysts impregnated with organic sulphur-containing compounds | |
| FR2661114A1 (fr) | Catalyseur d'hydroraffinage de charges hydrocarbonnees renfermant du trisulfure: de niobium et procede d'hydroraffinage utilisant ledit catalyseur. | |
| DE69633069T2 (de) | Dampfkracken von kohlenwasserstoffen | |
| US9353054B2 (en) | Hydrotreating catalyst sulphiding agent and its use for in situ and ex situ presulphidation | |
| BR112015027004B1 (pt) | Processo para preparar um catalisador sulfurado e processo para hidrotratar uma matéria-prima de hidrocarboneto contendo enxofre | |
| DE69001433T2 (de) | Verfahren zur vorsulfidierung von kohlenwasserstoffbehandlungskatalysatoren. | |
| EP0338897A1 (fr) | Procédé de présulfuration de catalyseur de traitement d'hydrocarbures | |
| DE3115111A1 (de) | Verfahren zur hydrobehandlung von kohlenstoffhaltigem material | |
| DE2065553C3 (https=) | ||
| KR100305983B1 (ko) | 외부올레핀을내부올레핀으로이성질화 시키는동시에디올레핀을수소화시키는방법 | |
| DE1814043A1 (de) | Verfahren zur katalytischen Hydrodesulfurierung von Kohlenwasserstoffen,insbesondereRohr- und Restschweroelen | |
| DE1593730C (de) | Verfahren zur Entfernung von Acety lenen, organischer Schwefelverbindungen und Sauerstoff aus Niedngolefin Gasen |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8364 | No opposition during term of opposition | ||
| 8327 | Change in the person/name/address of the patent owner |
Owner name: IFP ENERGIES NOUVELLES, RUEIL-MALMAISON, FR |
|
| 8328 | Change in the person/name/address of the agent |
Representative=s name: VONNEMANN, KLOIBER & KOLLEGEN, 81667 MUENCHEN |