GB685079A - Improvements in or relating to the dealkylation of aromatic compounds - Google Patents
Improvements in or relating to the dealkylation of aromatic compoundsInfo
- Publication number
- GB685079A GB685079A GB16945/50A GB1694550A GB685079A GB 685079 A GB685079 A GB 685079A GB 16945/50 A GB16945/50 A GB 16945/50A GB 1694550 A GB1694550 A GB 1694550A GB 685079 A GB685079 A GB 685079A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compounds
- catalyst
- naphthalene
- aromatic
- alicyclic
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/32—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with formation of free hydrogen
- C07C5/367—Formation of an aromatic six-membered ring from an existing six-membered ring, e.g. dehydrogenation of ethylcyclohexane to ethylbenzene
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C4/00—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms
- C07C4/08—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms by splitting-off an aliphatic or cycloaliphatic part from the molecule
- C07C4/12—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms by splitting-off an aliphatic or cycloaliphatic part from the molecule from hydrocarbons containing a six-membered aromatic ring, e.g. propyltoluene to vinyltoluene
- C07C4/14—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms by splitting-off an aliphatic or cycloaliphatic part from the molecule from hydrocarbons containing a six-membered aromatic ring, e.g. propyltoluene to vinyltoluene splitting taking place at an aromatic-aliphatic bond
- C07C4/20—Hydrogen being formed in situ, e.g. from steam
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/32—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with formation of free hydrogen
- C07C5/321—Catalytic processes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
- C07C2521/18—Carbon
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Simultaneous dealkylation of an alkylated aromatic compound and dehydrogenation of an alicyclic hydrocarbon are effected by contacting the compounds, in the vapour phase, at 250-650 DEG , especially 500-600 DEG C., in the presence of a cracking catalyst, preferably activated carbon. Hydrogen from the alicyclic hydrocarbon combines with the alkyl group to form a paraffin. The products should be removed as formed. The alicyclic hydrocarbons generally have 5 or more alicyclic carbons and are more saturated than the compounds being dealkylated. Examples are cyclopentane, cyclotetralin, hydrindene, and compounds having unsaturation in the ring or side chain. Naphthenes give aromatics or cyclo-olefins. The alkylated aromatic compounds may be benzenoid p or polycyclic hydrocarbons, e.g. diphenyl naphthalene, anthracene or phenanthrene derivatives. The carbon used as catalyst may be from vegetable, petroleum or like sources or from pure organic compounds, and activated with steam or other inert gas. Metallic oxides or salts may be present. A molar ratio of naphthalene to aromatic compound of about 1 : 1-3 is employed. The partial pressure of hydrogen should be less than about 150 p.s.i. Total feed rates are normally 0.1-10 liquid vols./vol./hour. Fixed or moving catalyst bed or fluidized operation may be employed. Examples relate to the reaction of cyclohexane, cyclopentane, their methyl derivatives, or naphthenic naphthas, with toluene, ethyl benzene, methyl naphthalene, xylenes, C9 aromatic fraction, aromatic kerosene extracts or m, p-cresols, with activated bituminous or coconut charcoal or iron oxide-pumice as catalyst.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US685079XA | 1949-07-26 | 1949-07-26 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB685079A true GB685079A (en) | 1952-12-31 |
Family
ID=22083022
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB16945/50A Expired GB685079A (en) | 1949-07-26 | 1950-07-06 | Improvements in or relating to the dealkylation of aromatic compounds |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB685079A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3102151A (en) * | 1958-06-13 | 1963-08-27 | American Cyanamid Co | Process for the dealkylation of alkyl naphthalene |
US3517076A (en) * | 1966-02-14 | 1970-06-23 | Monsanto Co | Thermal hydrodealkylation of alkyl aromatic hydrocarbons |
-
1950
- 1950-07-06 GB GB16945/50A patent/GB685079A/en not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3102151A (en) * | 1958-06-13 | 1963-08-27 | American Cyanamid Co | Process for the dealkylation of alkyl naphthalene |
US3517076A (en) * | 1966-02-14 | 1970-06-23 | Monsanto Co | Thermal hydrodealkylation of alkyl aromatic hydrocarbons |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
Cypres | Aromatic hydrocarbons formation during coal pyrolysis | |
US3244758A (en) | Reaction of aromatic hydrocarbons with diolefins | |
US2381522A (en) | Hydrocarbon conversion process | |
US2929775A (en) | Hydrocarbon conversion process with substantial prevention of coke formation during the reaction | |
US2373982A (en) | Production of styrenes and other products | |
US3579438A (en) | Thermal cracking | |
GB796048A (en) | Conversion of hydrocarbons | |
US3197518A (en) | Interconversion of hydrocarbon ring compounds | |
Song et al. | Influence of reaction conditions on the aromatization of cofeeding n-butane with methanol over the Zn loaded ZSM-5/ZSM-11 zeolite catalyst | |
Bredael et al. | Pyrolysis of hydronapthalenes. 2. Pyrolysis of cis-decalin | |
Hansch | The Dehydrocyclization Reaction. | |
US2577788A (en) | Concurrent dealkylation of aromatic hydrocarbons and dehydrogenation of naphthenic hydrocarbons | |
GB685079A (en) | Improvements in or relating to the dealkylation of aromatic compounds | |
GB977322A (en) | High energy fuels and methods | |
US2402740A (en) | Production of styrenes | |
US4814545A (en) | Process for removing impurities from an aromatic stream | |
US2593446A (en) | Production of cyclic monoolefins | |
WO2019055076A1 (en) | Processes and systems for the conversion of acyclic hydrocarbons to cyclopentadiene | |
US2898386A (en) | Catalytic process for conversion of hydrocarbons in the presence of iodine | |
GB959818A (en) | Process of manufacturing acetylene by thermal decomposition of methane | |
Parera et al. | Coking on bifunctional catalysts | |
Weizmann et al. | Aromatizing Cracking of Hydrocarbon Oils Process Data and Mechanism | |
US2407373A (en) | Dehydrogenation of hydrocarbons | |
US3478120A (en) | Dealkylation process and catalyst | |
US3284527A (en) | Dealkylation of alkyl-substituted aromatics |