DE1958643A1 - Verfahren zur Hydrierung von Cycloalkanhydroperoxyden - Google Patents
Verfahren zur Hydrierung von CycloalkanhydroperoxydenInfo
- Publication number
- DE1958643A1 DE1958643A1 DE19691958643 DE1958643A DE1958643A1 DE 1958643 A1 DE1958643 A1 DE 1958643A1 DE 19691958643 DE19691958643 DE 19691958643 DE 1958643 A DE1958643 A DE 1958643A DE 1958643 A1 DE1958643 A1 DE 1958643A1
- Authority
- DE
- Germany
- Prior art keywords
- catalyst
- palladium
- hydrogenation
- hydroperoxides
- bed
- 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.)
- Granted
Links
- 238000005984 hydrogenation reaction Methods 0.000 title claims description 12
- 238000000034 method Methods 0.000 title claims description 10
- -1 cycloalkane hydroperoxides Chemical class 0.000 title claims description 7
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 62
- 239000003054 catalyst Substances 0.000 claims description 32
- 229910052763 palladium Inorganic materials 0.000 claims description 31
- 238000006243 chemical reaction Methods 0.000 claims description 20
- 229910052751 metal Inorganic materials 0.000 claims description 12
- 239000002184 metal Substances 0.000 claims description 12
- 150000002432 hydroperoxides Chemical class 0.000 claims description 4
- 230000000737 periodic effect Effects 0.000 claims description 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims 2
- 206010035148 Plague Diseases 0.000 claims 1
- 241000607479 Yersinia pestis Species 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 230000003197 catalytic effect Effects 0.000 description 7
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- FGGJBCRKSVGDPO-UHFFFAOYSA-N hydroperoxycyclohexane Chemical compound OOC1CCCCC1 FGGJBCRKSVGDPO-UHFFFAOYSA-N 0.000 description 2
- 238000013508 migration Methods 0.000 description 2
- 230000005012 migration Effects 0.000 description 2
- 230000000750 progressive effect Effects 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 230000002238 attenuated effect Effects 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- PIBWKRNGBLPSSY-UHFFFAOYSA-L palladium(II) chloride Chemical compound Cl[Pd]Cl PIBWKRNGBLPSSY-UHFFFAOYSA-L 0.000 description 1
- 238000005192 partition Methods 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 229910052573 porcelain Inorganic materials 0.000 description 1
- 230000008707 rearrangement Effects 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
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 230000003313 weakening effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
-
- 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
- B01J23/90—Regeneration or reactivation
- B01J23/96—Regeneration or reactivation of catalysts comprising metals, oxides or hydroxides of the noble metals
-
- 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
- C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
- C07C45/53—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition of hydroperoxides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
-
- 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
- Y02P20/584—Recycling of catalysts
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)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR174736 | 1968-11-21 | ||
| FR174736 | 1968-11-21 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE1958643A1 true DE1958643A1 (de) | 1970-05-27 |
| DE1958643C DE1958643C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1973-04-26 |
Family
ID=8657208
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19691958643 Granted DE1958643A1 (de) | 1968-11-21 | 1969-11-21 | Verfahren zur Hydrierung von Cycloalkanhydroperoxyden |
Country Status (9)
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL7215853A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1972-11-23 | 1974-05-27 | ||
| CA1049041A (en) * | 1972-11-23 | 1979-02-20 | Stamicarbon B.V. | Process for the preparation of cycloalkanones and/or cycloalkanols |
| US4422954A (en) * | 1982-03-31 | 1983-12-27 | Allied Corporation | Method to restore the metal content of a noble metal hydrogenation catalyst |
| US4720592A (en) * | 1986-09-05 | 1988-01-19 | E. I. Du Pont De Nemours And Company | Preparation of cyclohexanone and cyclohexanol |
| US5780683A (en) * | 1996-09-11 | 1998-07-14 | Abb Lummus Global Inc. | Cyclohexane oxidation |
| JP2015528741A (ja) | 2012-07-19 | 2015-10-01 | インヴィスタ テクノロジーズ エスアエルエル | 水素化触媒の再生 |
| US20150232393A1 (en) * | 2012-07-19 | 2015-08-20 | Invista North America S.A R.L. | Process for the purification of a cyclohexane air oxidation product stream |
| CN104583163A (zh) * | 2012-07-19 | 2015-04-29 | 因温斯特技术公司 | 氧化环己烷的方法 |
| WO2014014467A1 (en) | 2012-07-19 | 2014-01-23 | Invista Technologies S.A.R.L. | Process for the oxidation of cyclohexane |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2497349A (en) * | 1947-08-01 | 1950-02-14 | Union Oil Co | Production of alicyclic alcohols |
| US2851496A (en) * | 1954-07-27 | 1958-09-09 | Du Pont | Preparation of oxidation products of cyclohexane |
| FR1505363A (fr) * | 1966-04-20 | 1967-12-15 | Rhone Poulenc Sa | Perfectionnement à la préparation des cycloalcanols et des mélanges cycloalcanols/cycloalcanones |
-
1968
- 1968-11-21 FR FR174736A patent/FR1592716A/fr not_active Expired
-
1969
- 1969-11-13 NL NL6917093.A patent/NL161125C/xx active
- 1969-11-20 BE BE741994D patent/BE741994A/xx unknown
- 1969-11-20 US US878543A patent/US3694511A/en not_active Expired - Lifetime
- 1969-11-20 LU LU59847D patent/LU59847A1/xx unknown
- 1969-11-20 GB GB56964/69A patent/GB1221629A/en not_active Expired
- 1969-11-21 AT AT10918/69A patent/AT296250B/de not_active IP Right Cessation
- 1969-11-21 BR BR214405/69A patent/BR6914405D0/pt unknown
- 1969-11-21 DE DE19691958643 patent/DE1958643A1/de active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| NL6917093A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1970-05-25 |
| GB1221629A (en) | 1971-02-03 |
| BE741994A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1970-05-20 |
| US3694511A (en) | 1972-09-26 |
| NL161125C (nl) | 1980-01-15 |
| AT296250B (de) | 1972-01-15 |
| BR6914405D0 (pt) | 1973-01-04 |
| FR1592716A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1970-05-19 |
| LU59847A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1970-05-27 |
| NL161125B (nl) | 1979-08-15 |
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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 | ||
| 8339 | Ceased/non-payment of the annual fee |