CA2293649C - Hydrogenation catalyst with high sulphur tolerance - Google Patents
Hydrogenation catalyst with high sulphur tolerance Download PDFInfo
- Publication number
- CA2293649C CA2293649C CA002293649A CA2293649A CA2293649C CA 2293649 C CA2293649 C CA 2293649C CA 002293649 A CA002293649 A CA 002293649A CA 2293649 A CA2293649 A CA 2293649A CA 2293649 C CA2293649 C CA 2293649C
- Authority
- CA
- Canada
- Prior art keywords
- containing compound
- support
- silicon
- aluminium
- catalyst 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 - Fee Related
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 112
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 title claims abstract description 68
- 239000005864 Sulphur Substances 0.000 title claims abstract description 64
- 238000005984 hydrogenation reaction Methods 0.000 title claims abstract description 28
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims abstract description 95
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 89
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical group [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims abstract description 78
- 150000001875 compounds Chemical class 0.000 claims abstract description 50
- 229910052782 aluminium Inorganic materials 0.000 claims abstract description 46
- 239000004411 aluminium Substances 0.000 claims abstract description 43
- 239000000377 silicon dioxide Substances 0.000 claims abstract description 42
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims abstract description 41
- 239000002210 silicon-based material Substances 0.000 claims abstract description 34
- 239000003570 air Substances 0.000 claims abstract description 25
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 17
- 229910052751 metal Inorganic materials 0.000 claims abstract description 13
- 239000002184 metal Substances 0.000 claims abstract description 13
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 8
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 8
- 239000001301 oxygen Substances 0.000 claims abstract description 8
- 150000002739 metals Chemical class 0.000 claims abstract description 7
- 229910052697 platinum Inorganic materials 0.000 claims description 33
- 238000000034 method Methods 0.000 claims description 27
- 230000004048 modification Effects 0.000 claims description 25
- 238000012986 modification Methods 0.000 claims description 25
- 150000003377 silicon compounds Chemical class 0.000 claims description 25
- 229910052710 silicon Inorganic materials 0.000 claims description 24
- 238000006243 chemical reaction Methods 0.000 claims description 22
- 238000011282 treatment Methods 0.000 claims description 22
- 239000007789 gas Substances 0.000 claims description 19
- 239000010703 silicon Substances 0.000 claims description 19
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 16
- 150000001399 aluminium compounds Chemical class 0.000 claims description 16
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 11
- FFUAGWLWBBFQJT-UHFFFAOYSA-N hexamethyldisilazane Chemical compound C[Si](C)(C)N[Si](C)(C)C FFUAGWLWBBFQJT-UHFFFAOYSA-N 0.000 claims description 11
- 230000008569 process Effects 0.000 claims description 10
- LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Chemical class [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 claims description 8
- 229940077746 antacid containing aluminium compound Drugs 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 7
- 229910052814 silicon oxide Inorganic materials 0.000 claims description 7
- 229910052763 palladium Inorganic materials 0.000 claims description 6
- -1 silicon alkoxides Chemical class 0.000 claims description 6
- 239000007864 aqueous solution Substances 0.000 claims description 5
- 238000009833 condensation Methods 0.000 claims description 5
- 230000005494 condensation Effects 0.000 claims description 5
- 238000010438 heat treatment Methods 0.000 claims description 5
- 239000002243 precursor Substances 0.000 claims description 5
- 239000000243 solution Substances 0.000 claims description 5
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 4
- RBAKORNXYLGSJB-UHFFFAOYSA-N azane;platinum(2+);dinitrate Chemical compound N.N.N.N.[Pt+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O RBAKORNXYLGSJB-UHFFFAOYSA-N 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 150000002902 organometallic compounds Chemical class 0.000 claims description 4
- 230000000087 stabilizing effect Effects 0.000 claims description 4
- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 claims description 3
- REDXJYDRNCIFBQ-UHFFFAOYSA-N aluminium(3+) Chemical compound [Al+3] REDXJYDRNCIFBQ-UHFFFAOYSA-N 0.000 claims description 3
- 150000002894 organic compounds Chemical class 0.000 claims description 3
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 claims description 3
- JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 claims description 3
- VEJOYRPGKZZTJW-FDGPNNRMSA-N (z)-4-hydroxypent-3-en-2-one;platinum Chemical compound [Pt].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O VEJOYRPGKZZTJW-FDGPNNRMSA-N 0.000 claims description 2
- VXEGSRKPIUDPQT-UHFFFAOYSA-N 4-[4-(4-methoxyphenyl)piperazin-1-yl]aniline Chemical compound C1=CC(OC)=CC=C1N1CCN(C=2C=CC(N)=CC=2)CC1 VXEGSRKPIUDPQT-UHFFFAOYSA-N 0.000 claims description 2
- 239000007983 Tris buffer Substances 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- JPUHCPXFQIXLMW-UHFFFAOYSA-N aluminium triethoxide Chemical compound CCO[Al](OCC)OCC JPUHCPXFQIXLMW-UHFFFAOYSA-N 0.000 claims description 2
- KHCPSOMSJYAQSY-UHFFFAOYSA-L azane;dichloroplatinum Chemical compound N.N.N.N.Cl[Pt]Cl KHCPSOMSJYAQSY-UHFFFAOYSA-L 0.000 claims description 2
- 238000000151 deposition Methods 0.000 claims description 2
- 239000005049 silicon tetrachloride Substances 0.000 claims description 2
- 239000011248 coating agent Substances 0.000 claims 3
- 238000000576 coating method Methods 0.000 claims 3
- 238000000354 decomposition reaction Methods 0.000 claims 3
- 229910000510 noble metal Inorganic materials 0.000 description 32
- 239000012071 phase Substances 0.000 description 17
- 229910021536 Zeolite Inorganic materials 0.000 description 16
- 239000010457 zeolite Substances 0.000 description 16
- 238000005470 impregnation Methods 0.000 description 13
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 10
- 230000000694 effects Effects 0.000 description 10
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 229910052799 carbon Inorganic materials 0.000 description 7
- 150000001491 aromatic compounds Chemical class 0.000 description 6
- 239000007791 liquid phase Substances 0.000 description 6
- 239000011148 porous material Substances 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 5
- 229910052739 hydrogen Inorganic materials 0.000 description 5
- 239000001257 hydrogen Substances 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- JLDSOYXADOWAKB-UHFFFAOYSA-N aluminium nitrate Chemical compound [Al+3].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O JLDSOYXADOWAKB-UHFFFAOYSA-N 0.000 description 4
- 229910052759 nickel Inorganic materials 0.000 description 4
- 230000001105 regulatory effect Effects 0.000 description 4
- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 description 4
- 229910002651 NO3 Inorganic materials 0.000 description 3
- 230000003197 catalytic effect Effects 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000005342 ion exchange Methods 0.000 description 3
- MRELNEQAGSRDBK-UHFFFAOYSA-N lanthanum(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[La+3].[La+3] MRELNEQAGSRDBK-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- FCEHBMOGCRZNNI-UHFFFAOYSA-N 1-benzothiophene Chemical compound C1=CC=C2SC=CC2=C1 FCEHBMOGCRZNNI-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 2
- 239000011959 amorphous silica alumina Substances 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- AJNVQOSZGJRYEI-UHFFFAOYSA-N digallium;oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Ga+3].[Ga+3] AJNVQOSZGJRYEI-UHFFFAOYSA-N 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 238000002429 nitrogen sorption measurement Methods 0.000 description 2
- GPNDARIEYHPYAY-UHFFFAOYSA-N palladium(ii) nitrate Chemical compound [Pd+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O GPNDARIEYHPYAY-UHFFFAOYSA-N 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 230000002441 reversible effect Effects 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 239000003784 tall oil Substances 0.000 description 2
- 229910052723 transition metal Inorganic materials 0.000 description 2
- 150000003624 transition metals Chemical class 0.000 description 2
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 2
- CZRCFAOMWRAFIC-UHFFFAOYSA-N 5-(tetradecyloxy)-2-furoic acid Chemical class CCCCCCCCCCCCCCOC1=CC=C(C(O)=O)O1 CZRCFAOMWRAFIC-UHFFFAOYSA-N 0.000 description 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- 229910021120 PdC12 Inorganic materials 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 229910003910 SiCl4 Inorganic materials 0.000 description 1
- 229910004738 SiO1 Inorganic materials 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- 125000005595 acetylacetonate group Chemical group 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 239000012687 aluminium precursor Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 238000000975 co-precipitation Methods 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 239000002283 diesel fuel Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 229910001195 gallium oxide Inorganic materials 0.000 description 1
- 238000010574 gas phase reaction Methods 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 229910052809 inorganic oxide Inorganic materials 0.000 description 1
- 238000005184 irreversible process Methods 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 239000002923 metal particle Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 229910052680 mordenite Inorganic materials 0.000 description 1
- 229910052758 niobium Inorganic materials 0.000 description 1
- 239000010955 niobium Substances 0.000 description 1
- GUCVJGMIXFAOAE-UHFFFAOYSA-N niobium atom Chemical compound [Nb] GUCVJGMIXFAOAE-UHFFFAOYSA-N 0.000 description 1
- 239000013110 organic ligand Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 150000002941 palladium compounds Chemical class 0.000 description 1
- PIBWKRNGBLPSSY-UHFFFAOYSA-L palladium(II) chloride Chemical compound Cl[Pd]Cl PIBWKRNGBLPSSY-UHFFFAOYSA-L 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 238000004375 physisorption Methods 0.000 description 1
- 150000003058 platinum compounds Chemical class 0.000 description 1
- 231100000572 poisoning Toxicity 0.000 description 1
- 230000000607 poisoning effect Effects 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- FDNAPBUWERUEDA-UHFFFAOYSA-N silicon tetrachloride Chemical compound Cl[Si](Cl)(Cl)Cl FDNAPBUWERUEDA-UHFFFAOYSA-N 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 150000003613 toluenes Chemical class 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 229910052726 zirconium Inorganic materials 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
- B01J37/08—Heat treatment
- B01J37/082—Decomposition and pyrolysis
- B01J37/086—Decomposition of an organometallic compound, a metal complex or a metal salt of a carboxylic acid
-
- 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
- B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
- B01J21/12—Silica and alumina
-
- 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
- B01J37/02—Impregnation, coating or precipitation
- B01J37/0201—Impregnation
- B01J37/0203—Impregnation the impregnation liquid containing organic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Physics & Mathematics (AREA)
- Thermal Sciences (AREA)
- Inorganic Chemistry (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Peptides Or Proteins (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Road Signs Or Road Markings (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FI972545A FI102730B (fi) | 1997-06-16 | 1997-06-16 | Hyvän rikinsietokyvyn omaava hydrauskatalyytti |
| FI972545 | 1997-06-16 | ||
| PCT/FI1998/000521 WO1998057742A1 (en) | 1997-06-16 | 1998-06-16 | Hydrogenation catalyst with high sulphur tolerance |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2293649A1 CA2293649A1 (en) | 1998-12-23 |
| CA2293649C true CA2293649C (en) | 2007-10-02 |
Family
ID=8549058
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002293649A Expired - Fee Related CA2293649C (en) | 1997-06-16 | 1998-06-16 | Hydrogenation catalyst with high sulphur tolerance |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US6288007B1 (enExample) |
| EP (1) | EP0993338B1 (enExample) |
| JP (1) | JP4222637B2 (enExample) |
| CN (1) | CN1104948C (enExample) |
| AT (1) | ATE407734T1 (enExample) |
| AU (1) | AU7770698A (enExample) |
| CA (1) | CA2293649C (enExample) |
| DE (1) | DE69839995D1 (enExample) |
| FI (1) | FI102730B (enExample) |
| NO (1) | NO996220L (enExample) |
| WO (1) | WO1998057742A1 (enExample) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7226884B2 (en) * | 2002-02-07 | 2007-06-05 | China Petroleum & Chemical Corporation | Composite for catalytic distillation and its preparation |
| JP2005218958A (ja) * | 2004-02-05 | 2005-08-18 | Tottori Univ | 芳香族化合物の水素化反応触媒および芳香族化合物の水素化方法 |
| US7462338B2 (en) * | 2004-12-28 | 2008-12-09 | Umicore Ag & Co. Kg | Boron-alumina catalyst support |
| CA2665177C (en) * | 2006-10-06 | 2016-10-25 | W.R. Grace & Co.-Conn. | Sulfur tolerant alumina catalyst support |
| CA2665997C (en) | 2006-10-06 | 2016-11-08 | W.R. Grace & Co.-Conn. | Sulfur tolerant alumina catalyst support |
| US20090098032A1 (en) * | 2007-10-11 | 2009-04-16 | Basf Catalysts Llc | Methods of making aluminosilicate coated alumina |
| US9365664B2 (en) | 2009-01-29 | 2016-06-14 | W. R. Grace & Co. -Conn. | Catalyst on silica clad alumina support |
| CA2750535A1 (en) * | 2009-01-29 | 2010-08-05 | W.R. Grace & Co.-Conn. | Catalyst on silica clad alumina support |
| US9409149B2 (en) | 2009-10-08 | 2016-08-09 | W. R. Grace & Co.-Conn. | Sulfur resistant cladded titania—alumina supports |
| US9303096B2 (en) | 2010-04-20 | 2016-04-05 | Rhodia Operations | Expandable elastomeric material in the presence of water or oil |
| KR20130120487A (ko) * | 2010-11-16 | 2013-11-04 | 로디아 오퍼레이션스 | 내황성 알루미나 촉매 지지체 |
| CN103071491B (zh) * | 2011-10-26 | 2015-03-11 | 中国石油化工股份有限公司 | 具有大比表面和低酸量的加氢催化剂及其应用 |
| KR101375541B1 (ko) | 2012-02-02 | 2014-03-26 | 희성촉매 주식회사 | 알루미나 지지체로의 촉매 활성성분 열적 고정 공정 개선 |
| JP6444265B2 (ja) * | 2014-06-02 | 2018-12-26 | 株式会社豊田中央研究所 | 排ガス浄化触媒、その製造方法、及び、それを用いた排ガス浄化方法 |
| US10227535B2 (en) | 2014-06-09 | 2019-03-12 | Exxonmobil Research And Engineering Company | Method and system for producing low aromatic hydrocarbon products |
| US10023814B2 (en) * | 2014-06-09 | 2018-07-17 | Exxonmobil Research And Engineering Company | Noble metal hydrogenation catalysts with low cracking activity |
| US10227539B2 (en) * | 2014-06-09 | 2019-03-12 | Exxonmobil Research And Engineering Company | Noble metal hydrogenation catalysts and aromatic saturation methods |
| US11426717B2 (en) | 2014-11-17 | 2022-08-30 | The Regents Of The University Of Colorado, A Body Corporate | Catalyst, structures, reactors, and methods of forming same |
| CN106607066B (zh) * | 2015-10-23 | 2019-10-18 | 上海浦景化工技术股份有限公司 | 一种用于加氢制乙醛的催化剂及其制备方法和应用 |
| EP3478799B1 (en) | 2016-06-30 | 2021-04-28 | ExxonMobil Research and Engineering Company | Method for producing a lubricant |
| CN115920950B (zh) * | 2021-08-23 | 2024-06-14 | 中国石油化工股份有限公司 | 一种低生焦多产btx的催化裂化催化剂制备方法 |
| EP4527499A1 (en) | 2023-09-19 | 2025-03-26 | Indian Oil Corporation Limited | A catalyst for hydrogenation of unsaturated hydrocarbons and a method for preparation thereof |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB790476A (en) * | 1953-04-27 | 1958-02-12 | Socony Mobil Oil Co Inc | Catalytic reforming |
| BE642626A (enExample) * | 1963-04-11 | |||
| US3657153A (en) * | 1969-04-08 | 1972-04-18 | Inst De Cercetari Pentru Prelu | Process for the preparation of a catalyst for the reforming and aromatization of benzines |
| US3703461A (en) * | 1971-07-16 | 1972-11-21 | Union Oil Co | Hydrogenation process and catalyst |
| IT1001614B (it) | 1973-10-31 | 1976-04-30 | Snam Progetti | Procedimento per preparare materia li aventi proprieta meccaniche e termiche migliorate e materiali ottenuti |
| DE2617287A1 (de) * | 1976-04-21 | 1977-11-03 | Masljanskij | Katalysator zum hydrieren aromatischer kohlenwasserstoffe |
| US4538008A (en) * | 1982-11-10 | 1985-08-27 | Uop Inc. | Preparation of ortho-alkylated phenols |
| US4677095A (en) * | 1985-01-31 | 1987-06-30 | Engelhard Corporation | Stabilized alumina catalyst support coatings |
| CA1276002C (en) * | 1985-12-31 | 1990-11-06 | Lawrence L. Murrell | Catalysts comprising silica supported on alumina their preparation and use |
| US4721696A (en) * | 1987-03-11 | 1988-01-26 | Phillips Petroleum Company | Silica-modified alumina and process for its preparation |
| US4966682A (en) * | 1989-07-03 | 1990-10-30 | Exxon Research & Engineering Company | Reforming with modified alumina catalysts |
| FI84562C (fi) * | 1990-01-16 | 1991-12-27 | Neste Oy | Foerfarande och anordning foer framstaellning av heterogena katalysatorer. |
| FI87892C (fi) * | 1991-07-16 | 1993-03-10 | Neste Oy | Foerfarande foer framstaellning av heterogena katalysatorer med oenskad metallhalt |
| US5114562A (en) | 1990-08-03 | 1992-05-19 | Uop | Two-stage hydrodesulfurization and hydrogenation process for distillate hydrocarbons |
| IT1247813B (it) * | 1991-01-25 | 1995-01-02 | Ausimont Spa | Processo per la preparazione di peraloolefine |
| US5183556A (en) | 1991-03-13 | 1993-02-02 | Abb Lummus Crest Inc. | Production of diesel fuel by hydrogenation of a diesel feed |
| IT1252323B (it) * | 1991-07-18 | 1995-06-08 | Snam Progetti | Catalizzatore ottenuto mediante un particolare procedimento di preparazione e suo impiego in un procedimento per produrre olefine terziarie a partire da alchil-ter-alchil-eteri. |
| CN1087618A (zh) * | 1992-12-02 | 1994-06-08 | 华东化工学院 | 丙二醇醚合成催化精馏工艺 |
| DE69403885T2 (de) * | 1993-12-24 | 1998-01-29 | Mitsubishi Chem Corp | Verfahren zur Herstellung von Cycloolefinen |
| US5520799A (en) | 1994-09-20 | 1996-05-28 | Mobil Oil Corporation | Distillate upgrading process |
| IT1292390B1 (it) * | 1997-06-20 | 1999-02-08 | Snam Progetti | Sistema catalitico e procedimento per deidrogenare l'etilbenzene a stirene |
-
1997
- 1997-06-16 FI FI972545A patent/FI102730B/fi active
-
1998
- 1998-06-16 CA CA002293649A patent/CA2293649C/en not_active Expired - Fee Related
- 1998-06-16 US US09/446,035 patent/US6288007B1/en not_active Expired - Fee Related
- 1998-06-16 DE DE69839995T patent/DE69839995D1/de not_active Expired - Fee Related
- 1998-06-16 JP JP50384399A patent/JP4222637B2/ja not_active Expired - Fee Related
- 1998-06-16 CN CN98808172A patent/CN1104948C/zh not_active Expired - Fee Related
- 1998-06-16 AT AT98925684T patent/ATE407734T1/de not_active IP Right Cessation
- 1998-06-16 EP EP98925684A patent/EP0993338B1/en not_active Expired - Lifetime
- 1998-06-16 AU AU77706/98A patent/AU7770698A/en not_active Abandoned
- 1998-06-16 WO PCT/FI1998/000521 patent/WO1998057742A1/en not_active Ceased
-
1999
- 1999-12-15 NO NO996220A patent/NO996220L/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| FI972545L (fi) | 1998-12-17 |
| NO996220D0 (no) | 1999-12-15 |
| EP0993338A1 (en) | 2000-04-19 |
| FI102730B1 (fi) | 1999-02-15 |
| JP4222637B2 (ja) | 2009-02-12 |
| US6288007B1 (en) | 2001-09-11 |
| DE69839995D1 (de) | 2008-10-23 |
| JP2002504857A (ja) | 2002-02-12 |
| EP0993338B1 (en) | 2008-09-10 |
| NO996220L (no) | 1999-12-15 |
| CA2293649A1 (en) | 1998-12-23 |
| CN1267233A (zh) | 2000-09-20 |
| WO1998057742A1 (en) | 1998-12-23 |
| CN1104948C (zh) | 2003-04-09 |
| ATE407734T1 (de) | 2008-09-15 |
| FI972545A0 (fi) | 1997-06-16 |
| FI102730B (fi) | 1999-02-15 |
| AU7770698A (en) | 1999-01-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |