EP0930938A2 - Hydrierungskatalysator deren herstellungsverfahren und deren verwendung zur herstellung von wasserstoffperoxid - Google Patents
Hydrierungskatalysator deren herstellungsverfahren und deren verwendung zur herstellung von wasserstoffperoxidInfo
- Publication number
- EP0930938A2 EP0930938A2 EP97942722A EP97942722A EP0930938A2 EP 0930938 A2 EP0930938 A2 EP 0930938A2 EP 97942722 A EP97942722 A EP 97942722A EP 97942722 A EP97942722 A EP 97942722A EP 0930938 A2 EP0930938 A2 EP 0930938A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- catalyst
- catalysts
- weight
- metal
- palladium
- 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- Withdrawn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 125
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 title claims abstract description 49
- 238000005984 hydrogenation reaction Methods 0.000 title claims abstract description 25
- 238000000034 method Methods 0.000 title claims abstract description 24
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims abstract description 85
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims abstract description 49
- 229910052751 metal Inorganic materials 0.000 claims abstract description 42
- 239000002184 metal Substances 0.000 claims abstract description 42
- 229910052763 palladium Inorganic materials 0.000 claims abstract description 32
- 239000010948 rhodium Substances 0.000 claims abstract description 26
- 229910052697 platinum Inorganic materials 0.000 claims abstract description 25
- 229910052703 rhodium Inorganic materials 0.000 claims abstract description 25
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims abstract description 23
- 229910001928 zirconium oxide Inorganic materials 0.000 claims abstract description 17
- 229910052814 silicon oxide Inorganic materials 0.000 claims abstract description 14
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 claims abstract description 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 18
- 230000008569 process Effects 0.000 claims description 17
- 239000000203 mixture Substances 0.000 claims description 13
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 9
- 239000010949 copper Substances 0.000 claims description 9
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 8
- LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Chemical class [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 claims description 8
- 229910052709 silver Inorganic materials 0.000 claims description 8
- 239000004332 silver Substances 0.000 claims description 8
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 7
- 229910052802 copper Inorganic materials 0.000 claims description 7
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 claims description 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 4
- 238000009826 distribution Methods 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
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 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
- 229910052742 iron Inorganic materials 0.000 claims description 2
- 229910052759 nickel Inorganic materials 0.000 claims description 2
- 229910052714 tellurium Inorganic materials 0.000 claims description 2
- PORWMNRCUJJQNO-UHFFFAOYSA-N tellurium atom Chemical compound [Te] PORWMNRCUJJQNO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052718 tin Inorganic materials 0.000 claims description 2
- 238000005470 impregnation Methods 0.000 abstract description 4
- 239000010703 silicon Substances 0.000 abstract description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 description 19
- 239000000243 solution Substances 0.000 description 16
- INPHIYULSHLAHR-UHFFFAOYSA-N 1-pentylanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2CCCCC INPHIYULSHLAHR-UHFFFAOYSA-N 0.000 description 14
- 239000012224 working solution Substances 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 238000003786 synthesis reaction Methods 0.000 description 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 9
- 239000001257 hydrogen Substances 0.000 description 9
- 229910052739 hydrogen Inorganic materials 0.000 description 9
- LZNGSHFBWBKBFH-UHFFFAOYSA-N 1-pentyl-1,2,3,4-tetrahydroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(CCCCC)CCC2 LZNGSHFBWBKBFH-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 239000011148 porous material Substances 0.000 description 6
- 239000000377 silicon dioxide Substances 0.000 description 6
- 238000002336 sorption--desorption measurement Methods 0.000 description 6
- 238000004833 X-ray photoelectron spectroscopy Methods 0.000 description 5
- 150000002739 metals Chemical class 0.000 description 5
- 239000000725 suspension Substances 0.000 description 5
- 230000003197 catalytic effect Effects 0.000 description 4
- 238000000605 extraction Methods 0.000 description 4
- 230000007935 neutral effect Effects 0.000 description 4
- 239000007800 oxidant agent Substances 0.000 description 4
- 230000009467 reduction Effects 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000015556 catabolic process Effects 0.000 description 3
- 230000001186 cumulative effect Effects 0.000 description 3
- 238000006731 degradation reaction Methods 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 238000004993 emission spectroscopy Methods 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(I) nitrate Inorganic materials [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 description 3
- 238000001179 sorption measurement Methods 0.000 description 3
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 2
- HEMDTZLMLMDSBI-UHFFFAOYSA-N 2-pentyl-3,4,4a,5a,6,10a-hexahydro-2h-dibenzo-p-dioxin-1-one Chemical compound O1C2CC=CC=C2OC2C1CCC(CCCCC)C2=O HEMDTZLMLMDSBI-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 238000004587 chromatography analysis Methods 0.000 description 2
- 229910052681 coesite Inorganic materials 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 229910052906 cristobalite Inorganic materials 0.000 description 2
- 239000007857 degradation product Substances 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- 238000009434 installation Methods 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 235000012239 silicon dioxide Nutrition 0.000 description 2
- 238000004611 spectroscopical analysis Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 229910052682 stishovite Inorganic materials 0.000 description 2
- 230000009466 transformation Effects 0.000 description 2
- 229910052905 tridymite Inorganic materials 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- DXLGMHKUOYYRPV-UHFFFAOYSA-N 1-pentyl-1,2,3,4,4a,5,9a,10a-octahydroanthracene-9,10-dione Chemical compound C1=CCC2C(=O)C3CCCC(CCCCC)C3C(=O)C2=C1 DXLGMHKUOYYRPV-UHFFFAOYSA-N 0.000 description 1
- NVXIPWPUAAJORY-UHFFFAOYSA-N 1-pentyl-10h-anthracen-9-one Chemical compound C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2CCCCC NVXIPWPUAAJORY-UHFFFAOYSA-N 0.000 description 1
- CZGQYZYBOJQTST-UHFFFAOYSA-N 2-pentyl-2h-dibenzo-p-dioxin-1-one Chemical compound C1=CC=C2OC(C=CC(C3=O)CCCCC)=C3OC2=C1 CZGQYZYBOJQTST-UHFFFAOYSA-N 0.000 description 1
- 229910021591 Copper(I) chloride Inorganic materials 0.000 description 1
- 229910021592 Copper(II) chloride Inorganic materials 0.000 description 1
- HXQPUEQDBSPXTE-UHFFFAOYSA-N Diisobutylcarbinol Chemical compound CC(C)CC(O)CC(C)C HXQPUEQDBSPXTE-UHFFFAOYSA-N 0.000 description 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 229910002666 PdCl2 Inorganic materials 0.000 description 1
- 229910004298 SiO 2 Inorganic materials 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical class [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 239000004964 aerogel Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 150000001345 alkine derivatives Chemical class 0.000 description 1
- 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 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 238000000975 co-precipitation Methods 0.000 description 1
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 description 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
- 230000009849 deactivation Effects 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000008098 formaldehyde solution Substances 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- PIBWKRNGBLPSSY-UHFFFAOYSA-L palladium(II) chloride Chemical compound Cl[Pd]Cl PIBWKRNGBLPSSY-UHFFFAOYSA-L 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- -1 preferably Chemical compound 0.000 description 1
- 150000004053 quinones Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 150000003754 zirconium Chemical class 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
- 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
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/89—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble 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
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/02—Impregnation, coating or precipitation
- B01J37/0201—Impregnation
- B01J37/0205—Impregnation in several steps
Definitions
- the catalysts comprise, on the one hand, palladium, platinum or rhodium, palladium being preferred, and, on the other hand, at least one other metal M.
- the metal M can be chosen from the group consisting of silver, copper, gold, germanium, tin, iron, tellurium, nickel and their mixtures.
- the metal M is preferably chosen from silver, copper and gold Particularly preferably, the metal M is silver or copper Excellent results have been obtained by combining palladium and silver
- the catalysts of the first variant of the invention preferably consist essentially of of palladium, platinum or rhodium and another metal M, on a support of zirconium and silicon oxides
- Catalysts of the second variant of the invention which give good results comprise from 15 to 25 g of Pd / kg of catalyst, from 40 to 60 g of Zr ⁇ 2 / g of catalyst, from 945 to 915 g of Si ⁇ 2 / kg of catalyst
- Example 3 Synthesis of a Pd / Si ⁇ 2 catalyst, according to Example 2 of European patent application 0 009 802 but without the use of Zr0
- the method used is that of Example 1R, except that the zirconium salt is not added.
- the characteristics of the support used and of the synthesized catalyst are presented below.
- Catalyst support obtained BET surface in m * - / g (emission spectrometry) 292 292 pore volume in cm- '/ g (adsorption desorption of N2) 1, 2 1.2 mean pore diameter in nm 9 9 Pd content in g / kg (quantities used) - 20 dispersion of Pd in% (adsorption / desorption of CO) - 10 surface occupied by the metal in rr - Pd / g of catalyst - 0.9 number of acid sites / g SU pp 0r1 ; (NH3 adsorption) 1, 1 10 TM
- Pd Cu / Si ⁇ 2 r ⁇ 2 catalysts containing respectively 0.5% (ex 10) and 0.9% (ex 1 1) of copper (by weight relative to the weight of the catalyst) were prepared according to the same procedure as the Pd Ag / SiO2 Zr ⁇ 2 catalysts of Examples 7 to 9 except that the AgN03 solution was replaced by a solution of CuCl 2 2H 2 O at 26.8 g / kg (10 g / 1 in Cu ++ )
- Examples 12 and 13 Hydrogenation of a mixture of amylanthraquinone and amyltetrahydroanthraquinone continuously by the Pd / Si ⁇ 2 Zr ⁇ 2and Pd Ag] oySi ⁇ 2 Zr ⁇ 2 catalysts according to the invention
- the catalysts of Examples 2 and 8 were evaluated from the point of view of their activity in regime, of the evolution of their activity over time and from the point of view of their selectivity for hydrogenation of a mixture of amylanthraquinone ( AQ) and amyltetrahydroanthraquinone (ATQ) continuously in solution in a DBC-S 150 mixture
- the test installation consists of a hydrogenator, an oxidizer and an extraction column placed in series.
- Hydrogen peroxide is produced by oxygen oxidation of amylanthrahydroquinone (AQH) and l 'amyltetrahydroanthrahydroquinone (ATQH) produced in the hydrogenator
- AQH amylanthrahydroquinone
- ATQH l 'amyltetrahydroanthrahydroquinone
- the working solution consists of amylanthraquinone at 25 g / kg and amyltetrahydroanthraquinone at 75 g / kg dissolved in the DBC-S 150 mixture (20/80)
- the total volume of the working solution is 1260 ml and its flow rate is 6 ml / min
- the temperature in the hydrogenator is 55 ° C and the pressure d hydrogen of 2 bar absolute
- the concentration of the catalyst is adapted to compensate for the initial de
- the graph in FIG. 1 compares the evolution of the activity of the catalyst Pd Ag ⁇ o / 0 / S ⁇ 2 Zrt> 2 (example 13) to that of the catalyst Pd / S ⁇ 2 Zr ⁇ 2 (example 12)
- the curves represent the evolution of quinones hydrogenated (mixture of AQH and ATQH) produced per g of catalyst, depending on the cumulative amount of hydrogen peroxide produced
- the graph in FIG. 2 represents the change in the concentration of amyltetrahydrodihydroanthraquinone (ATDQ) as a function of the cumulative amount of hydrogen peroxide produced
- the graph in FIG. 3 represents the change in the concentration of amyltetrahydrodihydrooxanthrone (ATDO) as a function of the cumulative amount of hydrogen peroxide produced
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE9600835A BE1010665A3 (fr) | 1996-10-04 | 1996-10-04 | Catalyseurs d'hydrogenation et leur utilisation pour preparer du peroxyde d'hydrogene. |
| BE9600835 | 1996-10-04 | ||
| BE9700743A BE1011364A6 (fr) | 1997-09-11 | 1997-09-11 | Catalyseurs d'hydrogenation, procede de fabrication de ces catalyseurs et leur utilisation pour preparer du peroxyde d'hydrogene. |
| BE9700743 | 1997-09-11 | ||
| PCT/BE1997/000115 WO1998015350A2 (fr) | 1996-10-04 | 1997-10-03 | Catalyseurs d'hydrogenation, procede de fabrication de ces catalyseurs et leur utilisation pour preparer du peroxyde d'hydrogene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP0930938A2 true EP0930938A2 (de) | 1999-07-28 |
Family
ID=25663057
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP97942722A Withdrawn EP0930938A2 (de) | 1996-10-04 | 1997-10-03 | Hydrierungskatalysator deren herstellungsverfahren und deren verwendung zur herstellung von wasserstoffperoxid |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US6306359B1 (de) |
| EP (1) | EP0930938A2 (de) |
| AU (1) | AU4446997A (de) |
| BR (1) | BR9712193A (de) |
| WO (1) | WO1998015350A2 (de) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4594533B2 (ja) * | 1999-03-09 | 2010-12-08 | 株式会社トクヤマ | トリクロロシランを用いた不飽和有機化合物の還元体の製造方法、及び還元剤 |
| ES2250094T3 (es) * | 1999-11-22 | 2006-04-16 | Akzo Nobel N.V. | Procedimieto y composicion para la produccion de peroxido de hidrogeno. |
| US7390768B2 (en) * | 2002-01-22 | 2008-06-24 | The United States Of America As Represented By The Administrator Of The National Aeronautics And Space Administration | Stabilized tin-oxide-based oxidation/reduction catalysts |
| US10793433B2 (en) | 2011-10-11 | 2020-10-06 | Solvay Sa | Process for producing hydrogen peroxide |
| WO2013053617A1 (en) | 2011-10-11 | 2013-04-18 | Solvay Sa | Process for producing hydrogen peroxide |
| EP2639200A1 (de) | 2012-03-13 | 2013-09-18 | Solvay Sa | Anlage zur Herstellung von Wasserstoffperoxid und Verfahren damit |
| WO2013160163A1 (en) | 2012-04-27 | 2013-10-31 | Solvay Sa | Hydrogenation catalysts, method for making same and use thereof for preparing hydrogen peroxide |
| WO2014001133A1 (en) * | 2012-06-27 | 2014-01-03 | Solvay Sa | Hydrogenation catalysts, method for making same and process for preparing hydrogen peroxide |
| EP2705901A1 (de) * | 2012-09-06 | 2014-03-12 | Solvay SA | Hydrierkatalysatoren, deren Herstellungsverfahren und Verwendung zur Herstellung von Wasserstoffperoxid |
| CN106486687B (zh) * | 2016-11-21 | 2019-03-19 | 重庆大学 | 光催化产过氧化氢与光催化燃料电池耦合系统 |
| KR102044382B1 (ko) * | 2017-08-16 | 2019-11-13 | 한국과학기술연구원 | 과산화수소 합성용 촉매 및 이를 이용한 과산화수소 합성 방법 |
| CN109833901A (zh) * | 2017-11-29 | 2019-06-04 | 中国科学院大连化学物理研究所 | 一种高分散负载型浆态床加氢颗粒催化剂及其制备方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4007256A (en) * | 1975-04-11 | 1977-02-08 | Shell Oil Company | Catalytic production of hydrogen peroxide from its elements |
| EP0009802B1 (de) * | 1978-10-02 | 1982-04-21 | E.I. Du Pont De Nemours And Company | Pd/SiO2-Hydrierungskatalysator, Verfahren zur Herstellung dieses Katalysators und seine Verwendung bei der Herstellung von Wasserstoffperoxid |
| US4240933A (en) * | 1979-02-26 | 1980-12-23 | E. I. Du Pont De Nemours And Company | Pd/SiO2 Hydrogenation catalyst suitable for H2 O2 manufacture |
| DE3166782D1 (en) * | 1980-04-23 | 1984-11-29 | Rhone Poulenc Spec Chim | Oxidation process of hydrogen sulfide and organic compounds of sulfur |
| US4717708A (en) * | 1983-12-27 | 1988-01-05 | Stauffer Chemical Company | Inorganic oxide aerogels and their preparation |
| US4601996A (en) * | 1984-11-13 | 1986-07-22 | Chevron Research Company | Hydrofinishing catalyst comprising palladium |
-
1997
- 1997-10-03 BR BR9712193-2A patent/BR9712193A/pt unknown
- 1997-10-03 US US09/269,877 patent/US6306359B1/en not_active Expired - Fee Related
- 1997-10-03 WO PCT/BE1997/000115 patent/WO1998015350A2/fr not_active Ceased
- 1997-10-03 EP EP97942722A patent/EP0930938A2/de not_active Withdrawn
- 1997-10-03 AU AU44469/97A patent/AU4446997A/en not_active Abandoned
Non-Patent Citations (1)
| Title |
|---|
| See references of WO9815350A2 * |
Also Published As
| Publication number | Publication date |
|---|---|
| WO1998015350A3 (fr) | 1998-07-30 |
| US6306359B1 (en) | 2001-10-23 |
| AU4446997A (en) | 1998-05-05 |
| BR9712193A (pt) | 1999-08-31 |
| WO1998015350A2 (fr) | 1998-04-16 |
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