DE19959064A1 - Trägerkatalysator zur Selektivhydrierung von Alkinen und Dienen - Google Patents
Trägerkatalysator zur Selektivhydrierung von Alkinen und DienenInfo
- Publication number
- DE19959064A1 DE19959064A1 DE19959064A DE19959064A DE19959064A1 DE 19959064 A1 DE19959064 A1 DE 19959064A1 DE 19959064 A DE19959064 A DE 19959064A DE 19959064 A DE19959064 A DE 19959064A DE 19959064 A1 DE19959064 A1 DE 19959064A1
- Authority
- DE
- Germany
- Prior art keywords
- metal
- group
- catalyst
- carrier
- eleventh
- 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.)
- Withdrawn
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 106
- 238000005984 hydrogenation reaction Methods 0.000 title claims abstract description 53
- 150000001993 dienes Chemical class 0.000 title claims abstract description 21
- 150000001345 alkine derivatives Chemical class 0.000 title claims description 22
- 229910052751 metal Inorganic materials 0.000 claims abstract description 98
- 239000002184 metal Substances 0.000 claims abstract description 98
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 26
- 150000001336 alkenes Chemical class 0.000 claims abstract description 21
- 239000000203 mixture Substances 0.000 claims abstract description 20
- 230000000737 periodic effect Effects 0.000 claims abstract description 19
- 150000002739 metals Chemical class 0.000 claims abstract description 18
- 150000001875 compounds Chemical class 0.000 claims abstract description 13
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims abstract description 12
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims abstract description 10
- 229910052725 zinc Inorganic materials 0.000 claims abstract description 10
- 239000011701 zinc Substances 0.000 claims abstract description 10
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims abstract description 8
- 238000004519 manufacturing process Methods 0.000 claims abstract description 6
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical class [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000004408 titanium dioxide Substances 0.000 claims abstract description 5
- -1 zinc aluminates Chemical class 0.000 claims abstract description 5
- 229910001928 zirconium oxide Inorganic materials 0.000 claims abstract description 4
- 229910000323 aluminium silicate Inorganic materials 0.000 claims abstract description 3
- 239000000126 substance Substances 0.000 claims abstract 2
- 238000000034 method Methods 0.000 claims description 56
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 47
- 230000008569 process Effects 0.000 claims description 35
- 229910052763 palladium Inorganic materials 0.000 claims description 21
- 229910052709 silver Inorganic materials 0.000 claims description 14
- 239000004332 silver Substances 0.000 claims description 14
- 239000000377 silicon dioxide Substances 0.000 claims description 12
- 235000012239 silicon dioxide Nutrition 0.000 claims description 8
- 238000005336 cracking Methods 0.000 claims description 7
- 229910052566 spinel group Inorganic materials 0.000 claims description 3
- 238000004898 kneading Methods 0.000 claims 1
- 230000003197 catalytic effect Effects 0.000 abstract description 6
- 239000002245 particle Substances 0.000 abstract description 5
- 150000003839 salts Chemical class 0.000 abstract description 5
- 150000001337 aliphatic alkines Chemical class 0.000 abstract 1
- 235000012211 aluminium silicate Nutrition 0.000 abstract 1
- 238000007598 dipping method Methods 0.000 abstract 1
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 24
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 13
- 239000007789 gas Substances 0.000 description 12
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 11
- 239000012876 carrier material Substances 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 238000007792 addition Methods 0.000 description 8
- 239000007791 liquid phase Substances 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 239000012071 phase Substances 0.000 description 7
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 6
- 239000005977 Ethylene Substances 0.000 description 6
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 229930195733 hydrocarbon Natural products 0.000 description 6
- 150000002430 hydrocarbons Chemical class 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 239000011148 porous material Substances 0.000 description 6
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 description 6
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 5
- 239000004215 Carbon black (E152) Substances 0.000 description 5
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 5
- WFYPICNXBKQZGB-UHFFFAOYSA-N butenyne Chemical group C=CC#C WFYPICNXBKQZGB-UHFFFAOYSA-N 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Substances [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 5
- XNMQEEKYCVKGBD-UHFFFAOYSA-N 2-butyne Chemical compound CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 4
- KDKYADYSIPSCCQ-UHFFFAOYSA-N but-1-yne Chemical compound CCC#C KDKYADYSIPSCCQ-UHFFFAOYSA-N 0.000 description 4
- 239000006227 byproduct Substances 0.000 description 4
- 238000000605 extraction Methods 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000012535 impurity Substances 0.000 description 4
- 239000010410 layer Substances 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 3
- 230000009849 deactivation Effects 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 238000005470 impregnation Methods 0.000 description 3
- GPNDARIEYHPYAY-UHFFFAOYSA-N palladium(ii) nitrate Chemical compound [Pd+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O GPNDARIEYHPYAY-UHFFFAOYSA-N 0.000 description 3
- 229910052697 platinum Inorganic materials 0.000 description 3
- MWWATHDPGQKSAR-UHFFFAOYSA-N propyne Chemical compound CC#C MWWATHDPGQKSAR-UHFFFAOYSA-N 0.000 description 3
- 108090000623 proteins and genes Proteins 0.000 description 3
- 229910001961 silver nitrate Inorganic materials 0.000 description 3
- 238000002791 soaking Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
- 241001026509 Kata Species 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 229910004298 SiO 2 Inorganic materials 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 229910000611 Zinc aluminium Inorganic materials 0.000 description 2
- 150000000475 acetylene derivatives Chemical class 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 2
- IYABWNGZIDDRAK-UHFFFAOYSA-N allene Chemical compound C=C=C IYABWNGZIDDRAK-UHFFFAOYSA-N 0.000 description 2
- HXFVOUUOTHJFPX-UHFFFAOYSA-N alumane;zinc Chemical compound [AlH3].[Zn] HXFVOUUOTHJFPX-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 150000001491 aromatic compounds Chemical class 0.000 description 2
- QNRMTGGDHLBXQZ-UHFFFAOYSA-N buta-1,2-diene Chemical compound CC=C=C QNRMTGGDHLBXQZ-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- IAQRGUVFOMOMEM-ARJAWSKDSA-N cis-but-2-ene Chemical compound C\C=C/C IAQRGUVFOMOMEM-ARJAWSKDSA-N 0.000 description 2
- 239000000571 coke Substances 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 238000001125 extrusion Methods 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 239000003209 petroleum derivative Substances 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- IAQRGUVFOMOMEM-ONEGZZNKSA-N trans-but-2-ene Chemical compound C\C=C\C IAQRGUVFOMOMEM-ONEGZZNKSA-N 0.000 description 2
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 241000158147 Sator Species 0.000 description 1
- MCMNRKCIXSYSNV-UHFFFAOYSA-N ZrO2 Inorganic materials O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- 238000001354 calcination Methods 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 238000004523 catalytic cracking Methods 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000000975 co-precipitation Methods 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000035622 drinking Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 238000009904 heterogeneous catalytic hydrogenation reaction Methods 0.000 description 1
- 229910052809 inorganic oxide Inorganic materials 0.000 description 1
- 230000010354 integration Effects 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 238000006384 oligomerization reaction Methods 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000004230 steam cracking Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000002344 surface layer Substances 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000007306 turnover Effects 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
Classifications
-
- 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
-
- 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
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/48—Silver or gold
-
- 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
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/48—Silver or gold
- B01J23/50—Silver
-
- 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
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/54—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/66—Silver or gold
-
- 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
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/19—Catalysts containing parts with different compositions
-
- 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
- B01J37/0009—Use of binding agents; Moulding; Pressing; Powdering; Granulating; Addition of materials ameliorating the mechanical properties of the product catalyst
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/02—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by hydrogenation
-
- 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
- C07C7/167—Purification; Separation; Use of additives by treatment giving rise to a chemical modification of at least one compound by hydrogenation for removal of compounds containing a triple carbon-to-carbon bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
- C07C2521/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
- C07C2521/08—Silica
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of noble metals
- C07C2523/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of noble metals of the platinum group metals
- C07C2523/44—Palladium
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of noble metals
- C07C2523/48—Silver or gold
- C07C2523/50—Silver
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Analytical Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Water Supply & Treatment (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Priority Applications (16)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19959064A DE19959064A1 (de) | 1999-12-08 | 1999-12-08 | Trägerkatalysator zur Selektivhydrierung von Alkinen und Dienen |
| CA002393984A CA2393984C (en) | 1999-12-08 | 2000-12-06 | Carrier catalytic converter for the selective hydrogenation of alkines and dienes |
| AT00990659T ATE333935T1 (de) | 1999-12-08 | 2000-12-06 | Pd-ag trägerkatalysator zur selektivhydrierung von alkinen und dienen |
| PCT/EP2000/012283 WO2001041922A1 (de) | 1999-12-08 | 2000-12-06 | Trägerkatalysator zur selektivhydrierung von alkinen und dienen |
| EP00990659A EP1242181B1 (de) | 1999-12-08 | 2000-12-06 | Pd-ag trägerkatalysator zur selektivhydrierung von alkinen und dienen |
| DE50013242T DE50013242D1 (de) | 1999-12-08 | 2000-12-06 | Pd-ag trägerkatalysator zur selektivhydrierung von alkinen und dienen |
| ES00990659T ES2269224T3 (es) | 1999-12-08 | 2000-12-06 | Catalizador soportado a base de pd-ag para la hidrogenacion selectiva de alquinos y de dienos. |
| JP2001543258A JP2003516225A (ja) | 1999-12-08 | 2000-12-06 | アルキン及びジエンの選択水素化担持触媒 |
| AU30067/01A AU3006701A (en) | 1999-12-08 | 2000-12-06 | Carrier catalytic converter for the selective hydrogenation of alkines and dienes |
| CNB008168849A CN1178743C (zh) | 1999-12-08 | 2000-12-06 | 用于炔烃和双烯的选择氢化的负载型催化剂 |
| BR0016240-0A BR0016240A (pt) | 1999-12-08 | 2000-12-06 | Catalisador para a hidrogenação seletiva de alcinos e dienos em misturas de olefinas c2-c5+, e processos para a preparação do mesmo, e ,para a hidrogenação seletiva de alcinos e dienos em misturas de olefinas c2-c5+ |
| KR1020027007261A KR100693968B1 (ko) | 1999-12-08 | 2000-12-06 | 알킨 및 디엔의 선택적 수소화를 위한 담체 촉매 |
| US10/148,798 US7256153B2 (en) | 1999-12-08 | 2000-12-06 | Carrier catalytic converter for the selective hydrogenation of alkines and dienes |
| RU2002118603/04A RU2290258C2 (ru) | 1999-12-08 | 2000-12-06 | Катализатор на носителе для селективного гидрирования алкинов и диенов, способ его получения и способ селективного гидрирования алкинов и диенов |
| TW089126088A TWI243709B (en) | 1999-12-08 | 2000-12-07 | Supported catalyst for the selective hydrogenation of alkynes and dienes |
| US11/670,339 US7582805B2 (en) | 1999-12-08 | 2007-02-01 | Supported catalyst for the selective hydrogenation of alkynes and dienes |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19959064A DE19959064A1 (de) | 1999-12-08 | 1999-12-08 | Trägerkatalysator zur Selektivhydrierung von Alkinen und Dienen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE19959064A1 true DE19959064A1 (de) | 2001-06-13 |
Family
ID=7931787
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19959064A Withdrawn DE19959064A1 (de) | 1999-12-08 | 1999-12-08 | Trägerkatalysator zur Selektivhydrierung von Alkinen und Dienen |
| DE50013242T Expired - Lifetime DE50013242D1 (de) | 1999-12-08 | 2000-12-06 | Pd-ag trägerkatalysator zur selektivhydrierung von alkinen und dienen |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE50013242T Expired - Lifetime DE50013242D1 (de) | 1999-12-08 | 2000-12-06 | Pd-ag trägerkatalysator zur selektivhydrierung von alkinen und dienen |
Country Status (14)
| Country | Link |
|---|---|
| US (2) | US7256153B2 (enExample) |
| EP (1) | EP1242181B1 (enExample) |
| JP (1) | JP2003516225A (enExample) |
| KR (1) | KR100693968B1 (enExample) |
| CN (1) | CN1178743C (enExample) |
| AT (1) | ATE333935T1 (enExample) |
| AU (1) | AU3006701A (enExample) |
| BR (1) | BR0016240A (enExample) |
| CA (1) | CA2393984C (enExample) |
| DE (2) | DE19959064A1 (enExample) |
| ES (1) | ES2269224T3 (enExample) |
| RU (1) | RU2290258C2 (enExample) |
| TW (1) | TWI243709B (enExample) |
| WO (1) | WO2001041922A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004037409A1 (de) * | 2002-10-23 | 2004-05-06 | Basf Aktiengesellschaft | Verfahren zur regenerierung eines hydrierkatalysators |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6509292B1 (en) * | 2001-03-30 | 2003-01-21 | Sud-Chemie Inc. | Process for selective hydrogenation of acetylene in an ethylene purification process |
| US6762324B2 (en) * | 2002-05-01 | 2004-07-13 | Air Products And Chemicals, Inc. | Metal modified Pd/Ni catalysts |
| US6936568B2 (en) | 2002-06-12 | 2005-08-30 | Sud-Chemie Inc. | Selective hydrogenation catalyst |
| US9122387B1 (en) | 2002-07-17 | 2015-09-01 | The Mathworks, Inc. | User configured optimizer |
| FR2850101B1 (fr) * | 2003-01-22 | 2007-03-02 | Michelin Soc Tech | Procede d'obtention d'une coupe c5 "fcc" enrichie en isoprene et polymerisation selective de l'isoprene a partir de cette coupe |
| CN1325160C (zh) * | 2004-01-12 | 2007-07-11 | 四川大学 | 一种炔烃选择加氢用以二氧化钛为载体的担载钯催化剂 |
| US7408089B2 (en) | 2004-03-19 | 2008-08-05 | Catalytic Distillation Technologies | Ni catalyst, process for making catalysts and selective hydrogenation process |
| US20060166816A1 (en) * | 2004-06-23 | 2006-07-27 | Catalytic Solutions, Inc. | Catalysts and processes for selective hydrogenation of acetylene and dienes in light olefin feedstreams |
| DE102004059282A1 (de) * | 2004-10-13 | 2006-04-27 | Basf Ag | Selektivhydrierkatalysator |
| DE102004049940A1 (de) * | 2004-10-13 | 2006-04-20 | Basf Ag | Verfahren zur Herstellung eines C4-Olefin-Gemisches durch Selektivhydrierung und Metatheseverfahren zur Verwendung dieses Stroms |
| WO2006078926A1 (en) * | 2005-01-20 | 2006-07-27 | Sud-Chemie Inc. | Hydrogenation catalyst |
| US20090209407A1 (en) * | 2005-12-20 | 2009-08-20 | Gajda Gregory J | Selective Hydrogenation Process Using Layered Catalyst Composition and Preparation of Said Catalyst |
| RU2009122379A (ru) * | 2006-11-11 | 2010-12-20 | Юоп Ллк (Us) | Способы селективной гидрогенизации с применением каталитической композиции с функциональной поверхностью |
| DE102006058800A1 (de) * | 2006-12-13 | 2008-06-19 | Wacker Chemie Ag | Verfahren zur Herstellung von Katalysatoren und deren Verwendung für die Gasphasenoxidation von Olefinen |
| CN101254465B (zh) * | 2007-03-01 | 2010-05-19 | 中国石油化工股份有限公司 | 裂解碳五选择加氢催化剂 |
| FR2927267B1 (fr) * | 2008-02-07 | 2010-04-16 | Inst Francais Du Petrole | Catalyseur d'hydrogenation selective et son procede de preparation |
| RU2387477C1 (ru) * | 2008-12-03 | 2010-04-27 | Институт катализа им. Г.К. Борескова Сибирского отделения Российской академии наук (статус государственного учреждения) | Катализатор, способ его приготовления и способ очистки олефинов |
| US20100152026A1 (en) * | 2008-12-16 | 2010-06-17 | Gajda Gregory J | Layered Sphere Catalysts with High Accessibility Indexes |
| EP2204235A1 (en) * | 2008-12-19 | 2010-07-07 | Total Petrochemicals Research Feluy | Catalyst and process for selective hydrogenation of alkynes and dienes |
| EP2204236A1 (en) | 2008-12-19 | 2010-07-07 | Total Petrochemicals Research Feluy | Catalyst and process for hydrogenation of hydrocarbon feedstocks |
| EP2199269A1 (en) * | 2008-12-22 | 2010-06-23 | Total Petrochemicals Research Feluy | Method to purify olefin-containing hydrocarbon feedstocks |
| US20100273645A1 (en) * | 2009-04-24 | 2010-10-28 | Bedard Robert L | Functional Surface Catalyst Composition |
| 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 |
| CN102753266B (zh) * | 2009-12-15 | 2015-09-02 | 巴斯夫欧洲公司 | 用于氢化芳族化合物的催化剂和方法 |
| CN103664458A (zh) * | 2012-09-25 | 2014-03-26 | 中国石油化工股份有限公司 | 一种粗异戊烯选择性加氢的方法 |
| CN103566932B (zh) * | 2013-11-01 | 2016-05-11 | 山东新和成药业有限公司 | 一种粉状Pd/SiO2催化剂及其制备方法和应用 |
| US9701913B2 (en) * | 2013-12-17 | 2017-07-11 | Uop Llc | Fluid catalytic cracking process including adsorption of hydrogen and a catalyst for the process |
| RU2547258C1 (ru) * | 2014-01-09 | 2015-04-10 | Александр Адольфович Ламберов | Катализатор селективного гидрирования ацетиленовых и диеновых углеводородов в с2-с5+-углеводородных фракциях |
| US12180154B2 (en) * | 2021-04-27 | 2024-12-31 | Kellogg Brown & Root Llc | Upgrading streams comprising C3 and C4 hydrocarbons |
| CN114570363B (zh) * | 2022-03-03 | 2024-09-03 | 中化泉州能源科技有限责任公司 | 一种贵金属基碳五石油树脂加氢催化剂及其制备方法和应用 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE791364A (fr) * | 1971-11-15 | 1973-05-14 | Basf Ag | Procede pour hydrogener selectivement des petites quantites d'acetylenedans un melange gazeux contenant principalement de l'ethylene |
| JPS54141706A (en) * | 1978-04-21 | 1979-11-05 | Nippon Oil Co Ltd | Removal of acetylenes in 4c hydrocarbon mixture containing butadiene |
| FR2482953A1 (fr) | 1980-05-22 | 1981-11-27 | Inst Francais Du Petrole | Procede d'hydrogenation selective d'une di-olefine dans un melange d'hydrocarbures renfermant au moins 4 atomes de carbone et contenant une olefine -a |
| US4404124A (en) * | 1981-05-06 | 1983-09-13 | Phillips Petroleum Company | Selective hydrogenation catalyst |
| SU1057486A1 (ru) * | 1981-09-04 | 1983-11-30 | Предприятие П/Я В-8873 | Способ очистки дивинила от ацетиленовых углеводородов |
| EP0686615B2 (fr) | 1994-06-09 | 2007-06-27 | Institut Francais Du Petrole | Procédé d'hydrogénation catalytique et catalyseur utilisable dans ce procédé |
| US5475173A (en) * | 1994-07-19 | 1995-12-12 | Phillips Petroleum Company | Hydrogenation process and catalyst therefor |
| US6054409A (en) | 1995-06-06 | 2000-04-25 | Institut Francais Du Petrole | Selective hydrogenation catalyst and a process using that catalyst |
| FR2742679B1 (fr) | 1995-12-22 | 1998-01-16 | Inst Francais Du Petrole | Catalyseur d'hydrogenation selective et procede utilisant ce catalyseur |
| DE19535402A1 (de) * | 1995-09-23 | 1997-03-27 | Basf Ag | Palladium-haltiger Trägerkatalysator zur selektiven katalytischen Hydrierung von Acetylen in Kohlenwasserstoffströmen |
| AU696631B2 (en) * | 1996-10-30 | 1998-09-17 | Phillips Petroleum Company | Catalyst composition useful for hydrogenating unsaturated hydrocarbons |
| US6127310A (en) * | 1997-02-27 | 2000-10-03 | Phillips Petroleum Company | Palladium containing hydrogenation catalysts |
| US6015769A (en) * | 1998-06-02 | 2000-01-18 | Celanese International Corporation | Vinyl acetate catalyst comprising metallic palladium, gold and copper supported on a carrier and prepared with potassium aurate |
| DE19839459A1 (de) * | 1998-08-29 | 2000-03-02 | Basf Ag | Katalysator und Verfahren zur Selektivhydrierung ungesättigter Verbindungen in Kohlenwasserstoffströmen |
| DE19840373A1 (de) | 1998-09-04 | 2000-03-09 | Basf Ag | Katalysator und Verfahren zur Selektivhydrierung ungesättigter Verbindungen in Kohlenwasserstoffströmen |
| DE19840372A1 (de) | 1998-09-04 | 2000-03-09 | Basf Ag | Katalysator und Verfahren zur Reinigung von Stoffströmen |
| US6358882B1 (en) * | 1998-12-08 | 2002-03-19 | The Standard Oil Company | Fluid bed vinyl acetate catalyst |
| US6420308B1 (en) * | 2000-07-07 | 2002-07-16 | Saudi Basic Industries Corp | Highly selective shell impregnated catalyst of improved space time yield for production of vinyl acetate |
-
1999
- 1999-12-08 DE DE19959064A patent/DE19959064A1/de not_active Withdrawn
-
2000
- 2000-12-06 CA CA002393984A patent/CA2393984C/en not_active Expired - Fee Related
- 2000-12-06 RU RU2002118603/04A patent/RU2290258C2/ru not_active IP Right Cessation
- 2000-12-06 BR BR0016240-0A patent/BR0016240A/pt not_active Application Discontinuation
- 2000-12-06 WO PCT/EP2000/012283 patent/WO2001041922A1/de not_active Ceased
- 2000-12-06 US US10/148,798 patent/US7256153B2/en not_active Expired - Fee Related
- 2000-12-06 EP EP00990659A patent/EP1242181B1/de not_active Expired - Lifetime
- 2000-12-06 JP JP2001543258A patent/JP2003516225A/ja not_active Withdrawn
- 2000-12-06 DE DE50013242T patent/DE50013242D1/de not_active Expired - Lifetime
- 2000-12-06 AU AU30067/01A patent/AU3006701A/en not_active Abandoned
- 2000-12-06 KR KR1020027007261A patent/KR100693968B1/ko not_active Expired - Fee Related
- 2000-12-06 CN CNB008168849A patent/CN1178743C/zh not_active Expired - Fee Related
- 2000-12-06 ES ES00990659T patent/ES2269224T3/es not_active Expired - Lifetime
- 2000-12-06 AT AT00990659T patent/ATE333935T1/de not_active IP Right Cessation
- 2000-12-07 TW TW089126088A patent/TWI243709B/zh active
-
2007
- 2007-02-01 US US11/670,339 patent/US7582805B2/en not_active Expired - Fee Related
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004037409A1 (de) * | 2002-10-23 | 2004-05-06 | Basf Aktiengesellschaft | Verfahren zur regenerierung eines hydrierkatalysators |
| US7622412B2 (en) | 2002-10-23 | 2009-11-24 | Basf Se | Method for regenerating a hydrogenation catalyst |
Also Published As
| Publication number | Publication date |
|---|---|
| TWI243709B (en) | 2005-11-21 |
| ATE333935T1 (de) | 2006-08-15 |
| US20030023121A1 (en) | 2003-01-30 |
| EP1242181A1 (de) | 2002-09-25 |
| CA2393984C (en) | 2009-09-08 |
| ES2269224T3 (es) | 2007-04-01 |
| RU2290258C2 (ru) | 2006-12-27 |
| DE50013242D1 (de) | 2006-09-07 |
| BR0016240A (pt) | 2002-08-27 |
| EP1242181B1 (de) | 2006-07-26 |
| CA2393984A1 (en) | 2001-06-14 |
| KR100693968B1 (ko) | 2007-03-12 |
| JP2003516225A (ja) | 2003-05-13 |
| AU3006701A (en) | 2001-06-18 |
| WO2001041922A1 (de) | 2001-06-14 |
| US20070142683A1 (en) | 2007-06-21 |
| KR20020059441A (ko) | 2002-07-12 |
| CN1409655A (zh) | 2003-04-09 |
| CN1178743C (zh) | 2004-12-08 |
| US7256153B2 (en) | 2007-08-14 |
| US7582805B2 (en) | 2009-09-01 |
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