DE2150220C3 - Verfahren zur Herstellung eines Edelmetalle auf Aktivkohle enthaltenden Katalysators - Google Patents
Verfahren zur Herstellung eines Edelmetalle auf Aktivkohle enthaltenden KatalysatorsInfo
- Publication number
- DE2150220C3 DE2150220C3 DE2150220A DE2150220A DE2150220C3 DE 2150220 C3 DE2150220 C3 DE 2150220C3 DE 2150220 A DE2150220 A DE 2150220A DE 2150220 A DE2150220 A DE 2150220A DE 2150220 C3 DE2150220 C3 DE 2150220C3
- Authority
- DE
- Germany
- Prior art keywords
- catalyst
- activated carbon
- minutes
- production
- platinum
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000003054 catalyst Substances 0.000 title claims description 40
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 title claims description 26
- 238000000034 method Methods 0.000 title claims description 10
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 229910000510 noble metal Inorganic materials 0.000 title description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 18
- 238000005984 hydrogenation reaction Methods 0.000 claims description 13
- 238000003756 stirring Methods 0.000 claims description 9
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 8
- 150000003462 sulfoxides Chemical class 0.000 claims description 8
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 claims description 5
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 claims description 5
- 229910052751 metal Inorganic materials 0.000 claims description 4
- 239000002184 metal Substances 0.000 claims description 4
- 239000007900 aqueous suspension Substances 0.000 claims description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 30
- 229910052697 platinum Inorganic materials 0.000 description 14
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 229910052763 palladium Inorganic materials 0.000 description 6
- 239000000758 substrate Substances 0.000 description 5
- BFCFYVKQTRLZHA-UHFFFAOYSA-N 1-chloro-2-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1Cl BFCFYVKQTRLZHA-UHFFFAOYSA-N 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- KUDPGZONDFORKU-UHFFFAOYSA-N n-chloroaniline Chemical compound ClNC1=CC=CC=C1 KUDPGZONDFORKU-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- KMAQZIILEGKYQZ-UHFFFAOYSA-N 1-chloro-3-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC(Cl)=C1 KMAQZIILEGKYQZ-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 238000004587 chromatography analysis Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- LLYXJBROWQDVMI-UHFFFAOYSA-N 2-chloro-4-nitrotoluene Chemical compound CC1=CC=C([N+]([O-])=O)C=C1Cl LLYXJBROWQDVMI-UHFFFAOYSA-N 0.000 description 1
- AKCRQHGQIJBRMN-UHFFFAOYSA-N 2-chloroaniline Chemical compound NC1=CC=CC=C1Cl AKCRQHGQIJBRMN-UHFFFAOYSA-N 0.000 description 1
- RQKFYFNZSHWXAW-UHFFFAOYSA-N 3-chloro-p-toluidine Chemical compound CC1=CC=C(N)C=C1Cl RQKFYFNZSHWXAW-UHFFFAOYSA-N 0.000 description 1
- PNPCRKVUWYDDST-UHFFFAOYSA-N 3-chloroaniline Chemical compound NC1=CC=CC(Cl)=C1 PNPCRKVUWYDDST-UHFFFAOYSA-N 0.000 description 1
- QDHHCQZDFGDHMP-UHFFFAOYSA-N Chloramine Chemical compound ClN QDHHCQZDFGDHMP-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 241000220317 Rosa Species 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- XAEWZDYWZHIUCT-UHFFFAOYSA-N desipramine hydrochloride Chemical compound [H+].[Cl-].C1CC2=CC=CC=C2N(CCCNC)C2=CC=CC=C21 XAEWZDYWZHIUCT-UHFFFAOYSA-N 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 150000002429 hydrazines Chemical class 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000005486 sulfidation Methods 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/30—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds
- C07C209/32—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups
- C07C209/36—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups by reduction of nitro groups bound to carbon atoms of six-membered aromatic rings in presence of hydrogen-containing gases and a 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
- 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
- B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group 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
- 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
- B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
- B01J23/42—Platinum
-
- 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
- B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
- B01J23/44—Palladium
-
- 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
- B01J21/18—Carbon
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE789749D BE789749A (fr) | 1971-10-08 | Procede pour la preparation d'un catalyseur contenant un metal noble supporte sur charbon actif pour l'hydrogenation selective de composes chloronitroaromatiques et catalyseur obtenu | |
| DE2150220A DE2150220C3 (de) | 1971-10-08 | 1971-10-08 | Verfahren zur Herstellung eines Edelmetalle auf Aktivkohle enthaltenden Katalysators |
| NLAANVRAGE7212951,A NL168723C (nl) | 1971-10-08 | 1972-09-25 | Werkwijze voor het bereiden van een, een metaal uit de platinagroep bevattende, katalysator voor de selectieve hydrogenering van aromatische chloornitro- tot chlooraminoverbindingen. |
| US05/292,797 US3941717A (en) | 1971-10-08 | 1972-09-27 | Process for the production of a catalyst comprising a novel metal on activated carbon |
| CH1445072A CH566813A5 (https=) | 1971-10-08 | 1972-10-04 | |
| FR7235564A FR2156146B1 (https=) | 1971-10-08 | 1972-10-06 | |
| GB4614372A GB1397584A (en) | 1971-10-08 | 1972-10-06 | Catalyst and processing using same |
| US430773A US3897499A (en) | 1971-10-08 | 1974-01-04 | Hydrogenation of chloronitrobenzenes using noble metal catalysts treated with a sulfoxide and a hydrazine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2150220A DE2150220C3 (de) | 1971-10-08 | 1971-10-08 | Verfahren zur Herstellung eines Edelmetalle auf Aktivkohle enthaltenden Katalysators |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2150220A1 DE2150220A1 (de) | 1973-04-19 |
| DE2150220B2 DE2150220B2 (de) | 1973-09-06 |
| DE2150220C3 true DE2150220C3 (de) | 1974-04-25 |
Family
ID=5821807
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2150220A Expired DE2150220C3 (de) | 1971-10-08 | 1971-10-08 | Verfahren zur Herstellung eines Edelmetalle auf Aktivkohle enthaltenden Katalysators |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3941717A (https=) |
| BE (1) | BE789749A (https=) |
| CH (1) | CH566813A5 (https=) |
| DE (1) | DE2150220C3 (https=) |
| FR (1) | FR2156146B1 (https=) |
| GB (1) | GB1397584A (https=) |
| NL (1) | NL168723C (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4319648A1 (de) * | 1993-06-14 | 1994-12-15 | Degussa | Platin auf Aktivkohle enthaltender sulfidierter Katalysator |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5353604A (en) * | 1976-10-22 | 1978-05-16 | Toray Ind Inc | Preparation of 1,11-undecanediamine |
| GB1589926A (en) * | 1977-03-25 | 1981-05-20 | Bexford Ltd | Coated films |
| DE3824625A1 (de) * | 1988-07-20 | 1990-01-25 | Bayer Ag, 5090 Leverkusen | Verfahren zur hydrierung von (alpha),(beta)-ungesaettigten ketonen |
| FR2664590B1 (fr) * | 1990-07-16 | 1994-04-01 | Rhone Poulenc Chimie | Procede d'hydrogenation de derives halogeno nitroaromatiques en presence d'un derive soufre. |
| DE4218866C1 (de) * | 1992-06-09 | 1994-01-20 | Degussa | Katalysator für die selektive Hydrierung von Halogennitroaromaten zu aromatischen Halogenaminen und Verfahren zu seiner Herstellung |
| DE4308101C1 (de) * | 1993-03-15 | 1994-07-28 | Degussa | Verfahren zur Herstellung platingruppenmetallhaltiger Hydrierkatalysatoren auf Aktivkohle |
| TW322432B (https=) * | 1993-06-14 | 1997-12-11 | Degussa | |
| DE4428535A1 (de) * | 1994-08-12 | 1996-02-15 | Bayer Ag | Verfahren zur selektiven Herstellung von fluorierten aromatischen Aminen und fluorierte aromatische Amine mit besonders niedrigen Gehalten an defluorierten Anteilen |
| CN110639552A (zh) * | 2019-10-18 | 2020-01-03 | 西安凯立新材料股份有限公司 | 一种连续化生产2b油的铂基复合炭铝催化剂和方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2285277A (en) * | 1939-11-08 | 1942-06-02 | Du Pont | Noble metal catalyst and process of preparing same |
| US2823235A (en) * | 1955-05-10 | 1958-02-11 | Du Pont | Hydrogenation of nitro compounds to amines and catalyst therefor |
| GB1018373A (en) * | 1963-03-26 | 1966-01-26 | Du Pont | Hydrogenation catalysts |
| US3736266A (en) * | 1971-08-18 | 1973-05-29 | Dart Ind Inc | Preparation of carbon supported palladium catalysts |
-
0
- BE BE789749D patent/BE789749A/xx not_active IP Right Cessation
-
1971
- 1971-10-08 DE DE2150220A patent/DE2150220C3/de not_active Expired
-
1972
- 1972-09-25 NL NLAANVRAGE7212951,A patent/NL168723C/xx not_active IP Right Cessation
- 1972-09-27 US US05/292,797 patent/US3941717A/en not_active Expired - Lifetime
- 1972-10-04 CH CH1445072A patent/CH566813A5/xx not_active IP Right Cessation
- 1972-10-06 GB GB4614372A patent/GB1397584A/en not_active Expired
- 1972-10-06 FR FR7235564A patent/FR2156146B1/fr not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4319648A1 (de) * | 1993-06-14 | 1994-12-15 | Degussa | Platin auf Aktivkohle enthaltender sulfidierter Katalysator |
Also Published As
| Publication number | Publication date |
|---|---|
| GB1397584A (en) | 1975-06-11 |
| NL7212951A (https=) | 1973-04-10 |
| NL168723B (nl) | 1981-12-16 |
| DE2150220A1 (de) | 1973-04-19 |
| BE789749A (fr) | 1973-02-01 |
| US3941717A (en) | 1976-03-02 |
| FR2156146B1 (https=) | 1976-08-13 |
| FR2156146A1 (https=) | 1973-05-25 |
| CH566813A5 (https=) | 1975-09-30 |
| DE2150220B2 (de) | 1973-09-06 |
| NL168723C (nl) | 1982-05-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 |