JP2009509728A - メチルイソプロピルケトン製造用触媒 - Google Patents
メチルイソプロピルケトン製造用触媒 Download PDFInfo
- Publication number
- JP2009509728A JP2009509728A JP2008532461A JP2008532461A JP2009509728A JP 2009509728 A JP2009509728 A JP 2009509728A JP 2008532461 A JP2008532461 A JP 2008532461A JP 2008532461 A JP2008532461 A JP 2008532461A JP 2009509728 A JP2009509728 A JP 2009509728A
- Authority
- JP
- Japan
- Prior art keywords
- catalyst
- group
- ketone
- titanium dioxide
- weight
- 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.)
- Ceased
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 66
- SYBYTAAJFKOIEJ-UHFFFAOYSA-N 3-Methylbutan-2-one Chemical compound CC(C)C(C)=O SYBYTAAJFKOIEJ-UHFFFAOYSA-N 0.000 title claims abstract description 18
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 7
- 230000000737 periodic effect Effects 0.000 claims abstract description 11
- 229910052751 metal Inorganic materials 0.000 claims abstract description 8
- 239000002184 metal Substances 0.000 claims abstract description 8
- 150000003839 salts Chemical class 0.000 claims abstract description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims abstract description 6
- 229910052782 aluminium Inorganic materials 0.000 claims abstract description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims abstract description 3
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 63
- 150000002576 ketones Chemical class 0.000 claims description 28
- 239000000203 mixture Substances 0.000 claims description 24
- 150000001735 carboxylic acids Chemical class 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 16
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 claims description 14
- 239000004408 titanium dioxide Substances 0.000 claims description 14
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 9
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 claims description 6
- 229910000000 metal hydroxide Inorganic materials 0.000 claims description 4
- 150000004692 metal hydroxides Chemical class 0.000 claims description 4
- 230000003647 oxidation Effects 0.000 claims 1
- 238000007254 oxidation reaction Methods 0.000 claims 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 abstract description 2
- 229910052719 titanium Inorganic materials 0.000 abstract description 2
- 239000010936 titanium Substances 0.000 abstract description 2
- 238000006243 chemical reaction Methods 0.000 description 18
- 239000000463 material Substances 0.000 description 13
- 230000008929 regeneration Effects 0.000 description 10
- 238000011069 regeneration method Methods 0.000 description 10
- 239000007858 starting material Substances 0.000 description 10
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 8
- 239000007789 gas Substances 0.000 description 8
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 229910001868 water Inorganic materials 0.000 description 6
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 5
- 239000006227 byproduct Substances 0.000 description 5
- 229960004424 carbon dioxide Drugs 0.000 description 5
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- 239000001569 carbon dioxide Substances 0.000 description 4
- 229910002092 carbon dioxide Inorganic materials 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000003701 inert diluent Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- -1 oxides Chemical class 0.000 description 3
- XNLICIUVMPYHGG-UHFFFAOYSA-N pentan-2-one Chemical compound CCCC(C)=O XNLICIUVMPYHGG-UHFFFAOYSA-N 0.000 description 3
- HXVNBWAKAOHACI-UHFFFAOYSA-N 2,4-dimethyl-3-pentanone Chemical compound CC(C)C(=O)C(C)C HXVNBWAKAOHACI-UHFFFAOYSA-N 0.000 description 2
- WEGYGNROSJDEIW-UHFFFAOYSA-N 3-Acetylpyridine Chemical compound CC(=O)C1=CC=CN=C1 WEGYGNROSJDEIW-UHFFFAOYSA-N 0.000 description 2
- HCFAJYNVAYBARA-UHFFFAOYSA-N 4-heptanone Chemical compound CCCC(=O)CCC HCFAJYNVAYBARA-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- HYTRYEXINDDXJK-UHFFFAOYSA-N Ethyl isopropyl ketone Chemical compound CCC(=O)C(C)C HYTRYEXINDDXJK-UHFFFAOYSA-N 0.000 description 2
- 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 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 229910052786 argon Inorganic materials 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 229910052788 barium Inorganic materials 0.000 description 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 229910002091 carbon monoxide Inorganic materials 0.000 description 2
- 229910002090 carbon oxide Inorganic materials 0.000 description 2
- 238000004939 coking Methods 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical compound O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 description 2
- 239000001307 helium Substances 0.000 description 2
- 229910052734 helium Inorganic materials 0.000 description 2
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 2
- 125000001072 heteroaryl group Chemical group 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 229910052754 neon Inorganic materials 0.000 description 2
- GKAOGPIIYCISHV-UHFFFAOYSA-N neon atom Chemical compound [Ne] GKAOGPIIYCISHV-UHFFFAOYSA-N 0.000 description 2
- 239000007800 oxidant agent Substances 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 238000007086 side reaction Methods 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 229910052712 strontium Inorganic materials 0.000 description 2
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 2
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 2
- TUFOJIVMBHBZRQ-UHFFFAOYSA-N 1-(1h-imidazol-5-yl)ethanone Chemical compound CC(=O)C1=CN=CN1 TUFOJIVMBHBZRQ-UHFFFAOYSA-N 0.000 description 1
- SSGVCJCDGSZFJI-UHFFFAOYSA-N 1-(1h-pyrazol-4-yl)ethanone Chemical compound CC(=O)C=1C=NNC=1 SSGVCJCDGSZFJI-UHFFFAOYSA-N 0.000 description 1
- RIFKADJTWUGDOV-UHFFFAOYSA-N 1-cyclohexylethanone Chemical compound CC(=O)C1CCCCC1 RIFKADJTWUGDOV-UHFFFAOYSA-N 0.000 description 1
- BSMGLVDZZMBWQB-UHFFFAOYSA-N 2-methyl-1-phenylpropan-1-one Chemical compound CC(C)C(=O)C1=CC=CC=C1 BSMGLVDZZMBWQB-UHFFFAOYSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000011149 active material Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- FFSAXUULYPJSKH-UHFFFAOYSA-N butyrophenone Chemical compound CCCC(=O)C1=CC=CC=C1 FFSAXUULYPJSKH-UHFFFAOYSA-N 0.000 description 1
- 229910052792 caesium Inorganic materials 0.000 description 1
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 1
- 238000001354 calcination Methods 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000000975 co-precipitation Methods 0.000 description 1
- 239000000571 coke Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- CGZZMOTZOONQIA-UHFFFAOYSA-N cycloheptanone Chemical compound O=C1CCCCCC1 CGZZMOTZOONQIA-UHFFFAOYSA-N 0.000 description 1
- BMFYCFSWWDXEPB-UHFFFAOYSA-N cyclohexyl(phenyl)methanone Chemical compound C=1C=CC=CC=1C(=O)C1CCCCC1 BMFYCFSWWDXEPB-UHFFFAOYSA-N 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000033444 hydroxylation Effects 0.000 description 1
- 238000005805 hydroxylation reaction Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 150000002826 nitrites Chemical class 0.000 description 1
- NZGDDIUIXYFYFO-UHFFFAOYSA-N octane-2,7-dione Chemical compound CC(=O)CCCCC(C)=O NZGDDIUIXYFYFO-UHFFFAOYSA-N 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 1
- QCCDLTOVEPVEJK-UHFFFAOYSA-N phenylacetone Chemical compound CC(=O)CC1=CC=CC=C1 QCCDLTOVEPVEJK-UHFFFAOYSA-N 0.000 description 1
- PJGSXYOJTGTZAV-UHFFFAOYSA-N pinacolone Chemical compound CC(=O)C(C)(C)C PJGSXYOJTGTZAV-UHFFFAOYSA-N 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000011027 product recovery Methods 0.000 description 1
- KRIOVPPHQSLHCZ-UHFFFAOYSA-N propiophenone Chemical compound CCC(=O)C1=CC=CC=C1 KRIOVPPHQSLHCZ-UHFFFAOYSA-N 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 229910052701 rubidium Inorganic materials 0.000 description 1
- IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- XKGLSKVNOSHTAD-UHFFFAOYSA-N valerophenone Chemical compound CCCCC(=O)C1=CC=CC=C1 XKGLSKVNOSHTAD-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
- B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
- B01J21/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
-
- 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
- B01J23/02—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the alkali- or alkaline earth metals or beryllium
- B01J23/04—Alkali metals
-
- 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
- B01J21/02—Boron or aluminium; Oxides or hydroxides thereof
- B01J21/04—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
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/02—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the alkali- or alkaline earth metals or beryllium
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
- C07C45/48—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation involving decarboxylation
-
- 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
- B01J21/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
- B01J21/063—Titanium; Oxides or hydroxides thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US71987305P | 2005-09-23 | 2005-09-23 | |
| PCT/US2006/037145 WO2007038370A1 (en) | 2005-09-23 | 2006-09-22 | Catalyst for the production of methyl isopropyl ketone |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2009509728A true JP2009509728A (ja) | 2009-03-12 |
| JP2009509728A5 JP2009509728A5 (enExample) | 2009-10-01 |
Family
ID=37684450
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008532461A Ceased JP2009509728A (ja) | 2005-09-23 | 2006-09-22 | メチルイソプロピルケトン製造用触媒 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US7501379B2 (enExample) |
| EP (1) | EP1957436A1 (enExample) |
| JP (1) | JP2009509728A (enExample) |
| KR (1) | KR20080047561A (enExample) |
| CN (1) | CN101273002A (enExample) |
| WO (1) | WO2007038370A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2023503602A (ja) * | 2020-10-27 | 2023-01-31 | コリア クンホ ペトロケミカル カンパニー リミテッド | 触媒成形体、その製造方法及びこれを用いた環状ケトンの製造方法 |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009509729A (ja) * | 2005-09-23 | 2009-03-12 | イーストマン ケミカル カンパニー | カルボン酸の混合物からの混成ケトンの製造に選択的な触媒 |
| US8779208B2 (en) | 2012-05-18 | 2014-07-15 | Eastman Chemical Company | Process for reducing emissions of volatile organic compounds from the ketonization of carboxylic acids |
| US9382491B2 (en) | 2012-07-03 | 2016-07-05 | Sartec Corporation | Hydrocarbon synthesis methods, apparatus, and systems |
| WO2014008355A1 (en) | 2012-07-03 | 2014-01-09 | Mcneff Clayton V | Hydrocarbon synthesis methods, apparatus, and systems |
| US8748670B1 (en) * | 2013-03-15 | 2014-06-10 | Massachusetts Institute Of Technology | Highly active oxide catalysts for the catalytic ketonization of carboxylic acids |
| PL3071538T3 (pl) * | 2013-11-20 | 2021-09-06 | Lummus Technology Llc | Katalizator izomeryzacji podwójnego wiązania olefiny o wysokiej odporności na zatrucie |
| US10239812B2 (en) | 2017-04-27 | 2019-03-26 | Sartec Corporation | Systems and methods for synthesis of phenolics and ketones |
| US10544381B2 (en) | 2018-02-07 | 2020-01-28 | Sartec Corporation | Methods and apparatus for producing alkyl esters from a reaction mixture containing acidified soap stock, alcohol feedstock, and acid |
| US10696923B2 (en) | 2018-02-07 | 2020-06-30 | Sartec Corporation | Methods and apparatus for producing alkyl esters from lipid feed stocks, alcohol feedstocks, and acids |
| CN113559843B (zh) * | 2021-07-09 | 2023-08-11 | 江苏恒兴新材料科技股份有限公司 | 一种合成2-戊酮用催化剂的制备方法与用途 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6025541A (ja) * | 1983-07-22 | 1985-02-08 | Takeda Chem Ind Ltd | 触媒組成物 |
| JPH0273031A (ja) * | 1988-07-29 | 1990-03-13 | Basf Ag | ケトンの製法 |
| US6265618B1 (en) * | 2000-07-13 | 2001-07-24 | Eastman Chemical Company | Process for the conversion of carboxylic acids to ketones |
| JP2003508196A (ja) * | 1999-09-02 | 2003-03-04 | イーグルビュー・テクノロジーズ・インコーポレーテッド | 活性金属の単分子層を有する触媒、その調製及びケトン製造のためのその使用 |
Family Cites Families (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2943081A (en) * | 1956-04-30 | 1960-06-28 | Du Pont | Olefin polymerization and catalyst composition therefor |
| US3410909A (en) * | 1966-06-27 | 1968-11-12 | Eastman Kodak Co | Catalytic synthesis of ketones from aldehydes |
| US3466334A (en) * | 1966-08-05 | 1969-09-09 | Eastman Kodak Co | Catalytic synthesis of ketones from a mixture of an aldehyde and an acid |
| DE1902175A1 (de) * | 1969-01-17 | 1970-07-30 | Bayer Ag | Verfahren zur Herstellung von hochmolekularen,linearen Polyestern |
| GB1301208A (en) * | 1969-12-12 | 1972-12-29 | African Explosives & Chem | Improvements in catalysts |
| US3697449A (en) * | 1970-12-14 | 1972-10-10 | Du Pont | Alkali moderation of supported ruthenium catalysts |
| JPS5727140A (en) * | 1980-07-23 | 1982-02-13 | Toyota Motor Corp | Manufacture of catalyst carrier |
| US4511668A (en) * | 1983-10-25 | 1985-04-16 | Catalysts & Chemicals Industries Co., Ltd. | Catalyst for use in hydrolysis of carbonyl sulfide |
| DE3709765A1 (de) * | 1987-03-25 | 1988-10-06 | Huels Chemische Werke Ag | Verfahren zur herstellung unsymmetrischer aliphatischer ketone |
| US5105053A (en) * | 1989-06-26 | 1992-04-14 | Exxon Research And Engineering Company | High surface area oxide compositions with a pyrochlore structure, methods for their preparation, and conversion processes utilizing same |
| US5180703A (en) * | 1991-04-24 | 1993-01-19 | W. R. Grace & Co.-Conn. | Sox/nox sorbent and process of use |
| US5177045A (en) * | 1991-08-28 | 1993-01-05 | The United States Of America As Represented By The United States Department Of Energy | Crystalline titanate catalyst supports |
| US5739074A (en) * | 1993-07-19 | 1998-04-14 | Uop | Metal cation-modified alkylation catalysts |
| US5849977A (en) * | 1993-07-19 | 1998-12-15 | Uop | Metal cation-modified alkylation catalysts |
| US5332433A (en) * | 1993-11-24 | 1994-07-26 | Kerr-Mcgee Chemical Corporation | Titanium dioxide dispersibility |
| DE19506843A1 (de) * | 1995-02-28 | 1996-08-29 | Studiengesellschaft Kohle Mbh | Mikroporöse amorphe Mischmetalloxide für formselektive Katalyse |
| US6676913B2 (en) * | 1996-06-12 | 2004-01-13 | Guild Associates, Inc. | Catalyst composition and method of controlling PFC and HFC emissions |
| US5922294A (en) * | 1997-03-10 | 1999-07-13 | Ford Global Technologies, Inc. | High surface area, thermally stabilized titania automotive catalyst support |
| US5935894A (en) * | 1997-07-02 | 1999-08-10 | Laroche Industries, Inc. | Alumina based adsorbent containing alkali metal compounds |
| US6251823B1 (en) * | 1998-08-12 | 2001-06-26 | Sumitomo Metal Mining Co., Ltd. | Production of spherical catalyst carrier |
| DE19844758C1 (de) * | 1998-09-29 | 2000-07-06 | Siemens Ag | Verfahren zur Herstellung eines Katalysatorkörpers |
| US6511642B1 (en) * | 1999-01-12 | 2003-01-28 | Kabushiki Kaisha Toyota Chuo Kenkyusho | Porous material, catalyst, method of producing the porous material and method for purifying exhaust gas |
| DE19937107A1 (de) * | 1999-08-06 | 2001-02-08 | Basf Ag | Katalysator mit bimodaler Porenradienverteilung |
| US7208446B2 (en) * | 1999-08-11 | 2007-04-24 | Albemarle Netherlands B. V. | Quasi-crystalline boehmites containing additives |
| US6399540B1 (en) * | 1999-08-12 | 2002-06-04 | Sumitomo Chemical Co., Ltd. | Porous titania, catalyst comprising the porous titania |
| JP3858625B2 (ja) * | 2000-07-27 | 2006-12-20 | 株式会社豊田中央研究所 | 複合酸化物とその製造方法及び排ガス浄化用触媒とその製造方法 |
| JP4006976B2 (ja) * | 2000-11-15 | 2007-11-14 | 株式会社豊田中央研究所 | 複合酸化物粉末とその製造方法及び触媒 |
| KR100632591B1 (ko) * | 2000-12-16 | 2006-10-09 | 에스케이 주식회사 | 다이옥신 제거용 촉매 조성물 및 이의 제조 방법 |
| US6797669B2 (en) * | 2000-12-29 | 2004-09-28 | China Petroleum & Chemical Corporation | Catalyst for selective hydrogenation, its preparation process and application |
| US6517629B2 (en) * | 2001-02-05 | 2003-02-11 | Millennium Inorganic Chemicals, Inc. | Methods for making low volatile titanium dioxide pigments |
| US6677272B2 (en) * | 2001-08-15 | 2004-01-13 | Corning Incorporated | Material for NOx trap support |
| FR2862238B1 (fr) * | 2003-11-14 | 2006-11-17 | Solvay | Catalyseur a base d'alumine contenant du titane et procede en phase gazeuse utilisant un tel catalyseur |
| WO2005063618A1 (ja) * | 2003-12-25 | 2005-07-14 | Chiyoda Corporation | 積層多孔質酸化チタン及びその製造方法並びにこれを用いた触媒 |
| US20070100166A1 (en) * | 2005-09-23 | 2007-05-03 | Beavers William A | Catalyst and process for the preparation of unsymmetrical ketones |
| JP2009509729A (ja) * | 2005-09-23 | 2009-03-12 | イーストマン ケミカル カンパニー | カルボン酸の混合物からの混成ケトンの製造に選択的な触媒 |
| US20070088181A1 (en) * | 2005-09-23 | 2007-04-19 | Ignatchenko Alexey V | Catalyst for the preparation of ketones from carboxylic acids |
-
2006
- 2006-09-22 WO PCT/US2006/037145 patent/WO2007038370A1/en not_active Ceased
- 2006-09-22 EP EP06815266A patent/EP1957436A1/en not_active Withdrawn
- 2006-09-22 KR KR1020087006728A patent/KR20080047561A/ko not_active Withdrawn
- 2006-09-22 CN CNA2006800351891A patent/CN101273002A/zh active Pending
- 2006-09-22 US US11/525,103 patent/US7501379B2/en not_active Expired - Fee Related
- 2006-09-22 JP JP2008532461A patent/JP2009509728A/ja not_active Ceased
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6025541A (ja) * | 1983-07-22 | 1985-02-08 | Takeda Chem Ind Ltd | 触媒組成物 |
| JPH0273031A (ja) * | 1988-07-29 | 1990-03-13 | Basf Ag | ケトンの製法 |
| JP2003508196A (ja) * | 1999-09-02 | 2003-03-04 | イーグルビュー・テクノロジーズ・インコーポレーテッド | 活性金属の単分子層を有する触媒、その調製及びケトン製造のためのその使用 |
| US6265618B1 (en) * | 2000-07-13 | 2001-07-24 | Eastman Chemical Company | Process for the conversion of carboxylic acids to ketones |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2023503602A (ja) * | 2020-10-27 | 2023-01-31 | コリア クンホ ペトロケミカル カンパニー リミテッド | 触媒成形体、その製造方法及びこれを用いた環状ケトンの製造方法 |
| JP7455206B2 (ja) | 2020-10-27 | 2024-03-25 | コリア クンホ ペトロケミカル カンパニー リミテッド | 触媒成形体、その製造方法及びこれを用いた環状ケトンの製造方法 |
| US12478953B2 (en) | 2020-10-27 | 2025-11-25 | Korea Kumho Petrochemical Co., Ltd. | Molded catalyst, production method for same, and method for producing cyclic ketone using same |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101273002A (zh) | 2008-09-24 |
| EP1957436A1 (en) | 2008-08-20 |
| US7501379B2 (en) | 2009-03-10 |
| US20070088180A1 (en) | 2007-04-19 |
| KR20080047561A (ko) | 2008-05-29 |
| WO2007038370A1 (en) | 2007-04-05 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US7659432B2 (en) | Catalysts selective for the preparation of mixed ketones from a mixture of carboxylic acids | |
| US4224236A (en) | Process for the manufacture of oxygen-containing carbon compounds from synthesis gas | |
| JP2009509728A (ja) | メチルイソプロピルケトン製造用触媒 | |
| US20120095258A1 (en) | Method for preparation of dicarboxylic acids from saturated hydrocarbons or cycloaliphatic hydrocarbons by catalytic oxidation | |
| EP2407445B1 (en) | Oxidized organic compound manufacturing method | |
| EP0204046B1 (en) | Process and catalyst for the conversion of cyclohexanol to cyclohexanone | |
| JP4788022B2 (ja) | 芳香族ポリカルボン酸の製造法 | |
| JP2017218404A (ja) | ３，４−ジヒドロ−２ｈ−ピランの製造方法 | |
| US3845137A (en) | Process for the production of polyfunctional aromatic aldehydes | |
| JP2004175802A (ja) | シクロペンテノンの改良された調製方法 | |
| US20070088181A1 (en) | Catalyst for the preparation of ketones from carboxylic acids | |
| EP3915969A1 (en) | A process for the oxidation of primary alcohols to carboxylic acids | |
| US4351908A (en) | Process for the manufacture of acetic acid, acetic aldehyde and ethanol from synthesis gas | |
| US4250119A (en) | Process for the production of acetone from isobutyraldehyde | |
| JP4447255B2 (ja) | 環状脂肪族オキシムの製法 | |
| Greeley | Ignatchenko et a | |
| KR102110743B1 (ko) | 1,2-알케인다이올로부터의 포화 알데하이드 제조 방법 | |
| JPH021819B2 (enExample) | ||
| KR20020025026A (ko) | 메타크릴산 제조용 촉매의 재활성화 방법 | |
| GB2073181A (en) | Preparation of 1,1,1,3,3,3- hexafluoropropane-2-ol by Vapor Phase Hydrogenation of Hexafluoroacetone with Nickel Catalyst | |
| JP4432205B2 (ja) | エステルの製造法 | |
| JPS6340416B2 (enExample) | ||
| EP1714954A1 (en) | Method for producing alcohol and/or ketone | |
| JPH11292820A (ja) | イソブチルアルデヒドの製造方法 | |
| JP2005225779A (ja) | アルコール及び／又はケトンの製造法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20090814 |
|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20090814 |
|
| A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20120224 |
|
| A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20120306 |
|
| A045 | Written measure of dismissal of application [lapsed due to lack of payment] |
Free format text: JAPANESE INTERMEDIATE CODE: A045 Effective date: 20120731 |