KR20080030116A - 과산화수소 제조 중의 유기화학물질 산화 - Google Patents
과산화수소 제조 중의 유기화학물질 산화 Download PDFInfo
- Publication number
- KR20080030116A KR20080030116A KR1020087005848A KR20087005848A KR20080030116A KR 20080030116 A KR20080030116 A KR 20080030116A KR 1020087005848 A KR1020087005848 A KR 1020087005848A KR 20087005848 A KR20087005848 A KR 20087005848A KR 20080030116 A KR20080030116 A KR 20080030116A
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- South Korea
- Prior art keywords
- hydrogen peroxide
- catalyst
- organic chemical
- reactor
- hydrogen
- Prior art date
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- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 title claims abstract description 157
- 238000007254 oxidation reaction Methods 0.000 title claims abstract description 65
- 230000003647 oxidation Effects 0.000 title claims abstract description 60
- 239000000126 substance Substances 0.000 title claims abstract description 54
- 238000004519 manufacturing process Methods 0.000 title abstract description 16
- 238000000034 method Methods 0.000 claims abstract description 86
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 47
- 239000001257 hydrogen Substances 0.000 claims abstract description 46
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 46
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 41
- 239000001301 oxygen Substances 0.000 claims abstract description 41
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 41
- 239000002904 solvent Substances 0.000 claims abstract description 28
- 229910000510 noble metal Inorganic materials 0.000 claims abstract description 25
- 230000001590 oxidative effect Effects 0.000 claims abstract description 25
- 239000007800 oxidant agent Substances 0.000 claims abstract description 18
- 230000003197 catalytic effect Effects 0.000 claims abstract description 11
- 239000003054 catalyst Substances 0.000 claims description 92
- 239000010970 precious metal Substances 0.000 claims description 30
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 27
- 239000013078 crystal Substances 0.000 claims description 22
- 239000000203 mixture Substances 0.000 claims description 21
- 229910052751 metal Inorganic materials 0.000 claims description 20
- 239000002184 metal Substances 0.000 claims description 20
- 239000010936 titanium Substances 0.000 claims description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical group [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 15
- 229910052719 titanium Inorganic materials 0.000 claims description 15
- 239000007789 gas Substances 0.000 claims description 14
- 239000002245 particle Substances 0.000 claims description 13
- 150000001298 alcohols Chemical class 0.000 claims description 12
- 238000000926 separation method Methods 0.000 claims description 12
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 11
- -1 molybdenum- vanadium-phosphate compound Chemical class 0.000 claims description 11
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 9
- 150000002978 peroxides Chemical class 0.000 claims description 9
- 229910021536 Zeolite Inorganic materials 0.000 claims description 7
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims description 7
- 239000010457 zeolite Substances 0.000 claims description 7
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical group [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 6
- 239000000463 material Substances 0.000 claims description 6
- 229910052763 palladium Inorganic materials 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 5
- 229910052697 platinum Inorganic materials 0.000 claims description 5
- 229920000642 polymer Polymers 0.000 claims description 5
- 239000000377 silicon dioxide Substances 0.000 claims description 5
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical group [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 4
- 150000001299 aldehydes Chemical class 0.000 claims description 4
- 150000001336 alkenes Chemical class 0.000 claims description 4
- 229910052804 chromium Inorganic materials 0.000 claims description 4
- 239000011651 chromium Substances 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- 150000002576 ketones Chemical class 0.000 claims description 4
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims description 3
- 229910052737 gold Inorganic materials 0.000 claims description 3
- 239000010931 gold Substances 0.000 claims description 3
- 229910052741 iridium Inorganic materials 0.000 claims description 3
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 claims description 3
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- 150000004706 metal oxides Chemical class 0.000 claims description 3
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- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 claims description 3
- 239000011541 reaction mixture Substances 0.000 claims description 3
- 229910052703 rhodium Inorganic materials 0.000 claims description 3
- 239000010948 rhodium Substances 0.000 claims description 3
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims description 3
- 229910052717 sulfur Inorganic materials 0.000 claims description 3
- 239000011593 sulfur Substances 0.000 claims description 3
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 2
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 2
- 229910010413 TiO 2 Inorganic materials 0.000 claims description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 2
- JXCYBYNKIPKNAE-UHFFFAOYSA-I [V+5].[O-]C(=O)c1ccccn1.[O-]C(=O)c1ccccn1.[O-]C(=O)c1ccccn1.[O-]C(=O)c1ccccn1.[O-]C(=O)c1ccccn1 Chemical compound [V+5].[O-]C(=O)c1ccccn1.[O-]C(=O)c1ccccn1.[O-]C(=O)c1ccccn1.[O-]C(=O)c1ccccn1.[O-]C(=O)c1ccccn1 JXCYBYNKIPKNAE-UHFFFAOYSA-I 0.000 claims description 2
- 150000001335 aliphatic alkanes Chemical group 0.000 claims description 2
- 229910052796 boron Inorganic materials 0.000 claims description 2
- 229910052732 germanium Inorganic materials 0.000 claims description 2
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 claims description 2
- 229910052758 niobium Inorganic materials 0.000 claims description 2
- 239000010955 niobium Substances 0.000 claims description 2
- GUCVJGMIXFAOAE-UHFFFAOYSA-N niobium atom Chemical compound [Nb] GUCVJGMIXFAOAE-UHFFFAOYSA-N 0.000 claims description 2
- 229910017464 nitrogen compound Inorganic materials 0.000 claims description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 2
- 229910052707 ruthenium Inorganic materials 0.000 claims description 2
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- 239000010703 silicon Substances 0.000 claims description 2
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- PORWMNRCUJJQNO-UHFFFAOYSA-N tellurium atom Chemical compound [Te] PORWMNRCUJJQNO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052725 zinc Inorganic materials 0.000 claims description 2
- 239000011701 zinc Substances 0.000 claims description 2
- MWUXSHHQAYIFBG-UHFFFAOYSA-N Nitric oxide Chemical compound O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 claims 3
- 125000003118 aryl group Chemical group 0.000 claims 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- 150000001735 carboxylic acids Chemical class 0.000 claims 1
- 235000014113 dietary fatty acids Nutrition 0.000 claims 1
- 150000002118 epoxides Chemical class 0.000 claims 1
- 239000000194 fatty acid Substances 0.000 claims 1
- 229930195729 fatty acid Natural products 0.000 claims 1
- 150000004665 fatty acids Chemical class 0.000 claims 1
- 239000013460 polyoxometalate Substances 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 235000000346 sugar Nutrition 0.000 claims 1
- 150000008163 sugars Chemical class 0.000 claims 1
- 238000011065 in-situ storage Methods 0.000 abstract description 17
- 238000006555 catalytic reaction Methods 0.000 abstract description 11
- 239000000047 product Substances 0.000 description 40
- 238000006243 chemical reaction Methods 0.000 description 27
- 239000000543 intermediate Substances 0.000 description 19
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 18
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 15
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 15
- 239000012071 phase Substances 0.000 description 14
- 239000000758 substrate Substances 0.000 description 14
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 13
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- 239000013081 microcrystal Substances 0.000 description 9
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- 230000015572 biosynthetic process Effects 0.000 description 8
- 125000004429 atom Chemical group 0.000 description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 239000011943 nanocatalyst Substances 0.000 description 6
- 150000002894 organic compounds Chemical class 0.000 description 6
- 150000001451 organic peroxides Chemical class 0.000 description 6
- 239000000243 solution Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 4
- 150000004056 anthraquinones Chemical class 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 229910002091 carbon monoxide Inorganic materials 0.000 description 4
- 238000004821 distillation Methods 0.000 description 4
- 239000002360 explosive Substances 0.000 description 4
- 239000006193 liquid solution Substances 0.000 description 4
- 239000012429 reaction media Substances 0.000 description 4
- 230000001105 regulatory effect Effects 0.000 description 4
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical class [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 3
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 3
- 229910002090 carbon oxide Inorganic materials 0.000 description 3
- 239000007791 liquid phase Substances 0.000 description 3
- 239000002923 metal particle Substances 0.000 description 3
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- 230000004048 modification Effects 0.000 description 3
- 238000011084 recovery Methods 0.000 description 3
- 238000004064 recycling Methods 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- 238000013459 approach Methods 0.000 description 2
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- 238000006735 epoxidation reaction Methods 0.000 description 2
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- 150000005217 methyl ethers Chemical class 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
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- 125000002524 organometallic group Chemical group 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000011949 solid catalyst Substances 0.000 description 2
- PCFMUWBCZZUMRX-UHFFFAOYSA-N 9,10-Dihydroxyanthracene Chemical compound C1=CC=C2C(O)=C(C=CC=C3)C3=C(O)C2=C1 PCFMUWBCZZUMRX-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 150000001204 N-oxides Chemical class 0.000 description 1
- BKVMXZRBMWKQEG-UHFFFAOYSA-E P(=O)([O-])([O-])[O-].[V+5].[Mo+4].P(=O)([O-])([O-])[O-].P(=O)([O-])([O-])[O-] Chemical class P(=O)([O-])([O-])[O-].[V+5].[Mo+4].P(=O)([O-])([O-])[O-].P(=O)([O-])([O-])[O-] BKVMXZRBMWKQEG-UHFFFAOYSA-E 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
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- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
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- 238000009835 boiling Methods 0.000 description 1
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- 229910052802 copper Inorganic materials 0.000 description 1
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- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
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- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 238000004880 explosion Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 239000002815 homogeneous catalyst Substances 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 230000033444 hydroxylation Effects 0.000 description 1
- 238000005805 hydroxylation reaction Methods 0.000 description 1
- 229910052809 inorganic oxide Inorganic materials 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
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- 229920000831 ionic polymer Polymers 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
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- 239000000395 magnesium oxide Substances 0.000 description 1
- 238000001465 metallisation Methods 0.000 description 1
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- 229910052759 nickel Inorganic materials 0.000 description 1
- 150000002830 nitrogen compounds Chemical class 0.000 description 1
- 238000007248 oxidative elimination reaction Methods 0.000 description 1
- 150000002923 oximes Chemical class 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- 238000005502 peroxidation Methods 0.000 description 1
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- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 229910052702 rhenium Inorganic materials 0.000 description 1
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
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- TXEYQDLBPFQVAA-UHFFFAOYSA-N tetrafluoromethane Chemical compound FC(F)(F)F TXEYQDLBPFQVAA-UHFFFAOYSA-N 0.000 description 1
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- 239000011135 tin Substances 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B15/00—Peroxides; Peroxyhydrates; Peroxyacids or salts thereof; Superoxides; Ozonides
- C01B15/01—Hydrogen peroxide
- C01B15/029—Preparation from hydrogen and oxygen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
- C07D301/04—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen
- C07D301/06—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen in the liquid phase
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
- C07D301/04—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen
- C07D301/08—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen in the gaseous phase
- C07D301/10—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen in the gaseous phase with catalysts containing silver or gold
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
- C07D301/12—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with hydrogen peroxide or inorganic peroxides or peracids
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y99/00—Subject matter not provided for in other groups of this subclass
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Epoxy Compounds (AREA)
- Indole Compounds (AREA)
- Pyridine Compounds (AREA)
- Pyrane Compounds (AREA)
Abstract
Description
Claims (9)
- 수소 및 산소-함유 기체를 용매와 함께 산화 조건하에서 제 1의 특정한 지지된 상-조절된 귀금속 촉매를 함유하는 촉매 반응기로 공급하여, 과산화수소 중간체를 형성하는 단계, 여기서 상기 촉매는 110 및/또는 220 타입의 결정면 노출상태를 50%이상 포함하는 귀금속 결정들의 면을 갖는 귀금속 촉매의 지지된 결정들의 나노미터-크기 입자를 함유하며;과산화물 중간체를 분리 및 회수하는 단계;반응 혼합물의 1-30wt%를 이룰 만큼의 충분한 양으로 상기 과산화수소 중간체를 더한 유기화학물질 공급원료 및 용매를 산화 조건하에서 유기화학물질(들) 산화 촉매를 포함하는 제 2 촉매를 함유하는 제 2 촉매 반응기로 도입하고, 화학물질 공급원료를 산화시켜 산화된 유기화학물질 생성물을 제공하는 단계;산화된 유기 생성물로부터 상기 제 2 촉매와 사용되지 않은 용매를 분리하는 단계; 그리고공정으로부터 산화된 유기화학물질(들) 생성물을 회수하는 단계를 포함하는, 직접 제조된 과산화수소 중간체를 옥시던트로서 이용하는 유기화학물질(들) 공급원료의 선택적 산화를 위한 2-단계 방법.
- 제 1 항에 있어서, 상기 제 1 촉매는 20-1500m2/gm의 총 표면적을 갖는 미립 자 지지 재료와 상기 미립자 지지 재료상에 조절할 수 있게 부착된 0.1-5wt%의 귀금속을 포함하고, 상기 귀금속은 넓은 분포의 미세 결정들을 가지며, 각 결정은 상기 미립자 지지체상에서 0.5-100나노미터(nm)의 크기를 가지고, 금속 결정들상에서는 정돈된 선형 배열 패턴으로 귀금속 원자들이 노출되어, 귀금속 결정들이 110 및/또는 220의 상 노출상태를 가지게 되고, 상기 귀금속은 팔라듐을 단독으로 포함하거나 또는 백금, 금, 이리듐, 오스뮴, 로듐, 및 루테늄 중 하나 이상과 조합하여 포함하는 것을 특징으로 하는 방법.
- 제 1 항에 있어서, 상기 제 2 촉매는 티탄 실리카라이트, 텔루륨, 붕소, 게르마늄, 및 니오븀 중 하나 이상을 함유하는 티탄-기제 제올라이트 촉매, 제올라이트 베타 구조와 동형인 규소(Si)와 티탄(Ti)를 함유하는 촉매; 티탄 알루미노포스페이트(TAPO), 크롬 및 철 결합 실리카 알루미노포스페이트(SAPO), 철-치환 실리코텅스테이트, 제올라이트-캡슐화 바나듐 피콜리네이트 퍼옥소 착물, TiO2, MoO3, WO3 및 치환된 실리카 크세로겔을 포함하는 금속 산화물, 아연 함유 폴리옥소메탈레이트, 메틸트리옥소레늄, 메탈로포르피린, 몰리브데늄-바나듐-포스페이트 화합물 및 크롬-함유 헤테로폴리텅스테이트로 구성되는 군으로부터 선택되는 것을 특징으로 하는 유기화학물질의 선택적 산화방법.
- 제 1 항에 있어서, 상기의 유기화학물질(들) 공급원료는 알칸, 할로알켄을 포함하는 알켄, 올레핀형의 불포화 알콜을 포함하는 알콜, 지환식 케톤을 포함하는 카르보닐, 방향족 화학물질, 불포화 지방산을 포함하는 불포화 카르복실산 및 에스테르, 당, 치환 방향족류를 포함하는 방향족 화학물질, 방향족 및 지방족 질소 화합물, 산소 및 황 헤테로고리류, 아미노 화합물, 지방족 술피드, 히드라조 화합물, 및 불포화 중합체로 구성되는 군으로부터 선택되는 것을 특징으로 하는 방법.
- 제 1 항에 있어서, 제조된 산화된 유기화학물질(들) 생성물은 카르보닐, 카르복실산, 알콜, 오르가노술폭시드, 질소 산화물, 에폭시드 및 히드록실화 방향족류를 포함하는 것을 특징으로 하는 방법.
- 제 1 항에 있어서, 제 1 반응기 산화 조건은 0-100℃로 유지된 온도와 300-3,000psig(14,364-143,640파스칼)의 압력을 포함하는 것을 특징으로 하는 방법.
- 제 1 항에 있어서, 제 2 반응기 산화 조건은 0-150℃의 온도와 15-1,500psi (718-71,820파스칼)의 압력을 포함하는 것을 특징으로 하는 방법.
- 제 1 항에 있어서, 용매는 물, 알콜, 케톤, 알데히드, 에스테르, 방향족류, 질소-함유 화합물 및 이들의 혼합물 중에서 어느 하나 이상을 포함하는 것을 특징으로 하는 방법.
- 제 1 항에 있어서, 과산화수소 중간체의 분리를 용매 제거에 의해 수행함으로써 농축된 과산화수소 중간체 공급스트림을 회수하여 제 2 단계 반응기로 보내는 것을 특징으로 하는 방법.
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US10/014,068 US6500969B1 (en) | 2000-12-08 | 2001-12-11 | Integrated hydrogen peroxide production and organic chemical oxidation |
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KR1020087005848A KR100881610B1 (ko) | 2001-12-11 | 2002-10-11 | 과산화수소 제조 중의 유기화학물질 산화 |
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EP (1) | EP1461328B1 (ko) |
JP (1) | JP2006506217A (ko) |
KR (2) | KR20040080435A (ko) |
CN (1) | CN1602303A (ko) |
AU (1) | AU2002368106A1 (ko) |
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US6500969B1 (en) | 2002-12-31 |
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EP1461328B1 (en) | 2007-01-10 |
DE60217548T8 (de) | 2008-02-07 |
DE60217548D1 (de) | 2007-02-22 |
AU2002368106A1 (en) | 2004-02-09 |
CN1602303A (zh) | 2005-03-30 |
KR100881610B1 (ko) | 2009-02-04 |
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