GB615624A - Process for the alkylation of aromatic hydrocarbons - Google Patents
Process for the alkylation of aromatic hydrocarbonsInfo
- Publication number
- GB615624A GB615624A GB12471/45A GB1247145A GB615624A GB 615624 A GB615624 A GB 615624A GB 12471/45 A GB12471/45 A GB 12471/45A GB 1247145 A GB1247145 A GB 1247145A GB 615624 A GB615624 A GB 615624A
- Authority
- GB
- United Kingdom
- Prior art keywords
- benzene
- catalyst
- reactor
- aluminium chloride
- hydrogen halide
- 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
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/54—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition of unsaturated hydrocarbons to saturated hydrocarbons or to hydrocarbons containing a six-membered aromatic ring with no unsaturation outside the aromatic ring
- C07C2/64—Addition to a carbon atom of a six-membered aromatic ring
- C07C2/66—Catalytic processes
- C07C2/68—Catalytic processes with halides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- C07C2527/06—Halogens; Compounds thereof
- C07C2527/125—Compounds comprising a halogen and scandium, yttrium, aluminium, gallium, indium or thallium
- C07C2527/126—Aluminium chloride
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- C07C2531/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
-
- 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)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
<PICT:0615624/III/1> An aluminium chloride-hydrocarbon complex catalyst formed by the interaction of aluminium chloride with an aliphatic olefine in the presence of hydrogen halide and having an aluminium chloride concentration of 60-85 per cent by weight of complex, is used in the alkylation of mononuclear aromatic hydrocarbons with an alkylating agent, e.g. ethylene or alkyl halides. The reaction may proceed at 0-120 DEG C. under sufficient pressure to maintain the hydrocarbon liquid and using 0.5-10 mol. per cent of hydrogen halide. As shown, hydrogen chloride, benzene, ethylene and preformed catalyst are charged to the alkylation reactor 6, provided with an agitator 7 and if desired cooling means, through the lines 60, 1, 62, and 56 respectively. The products pass to the settler 11 whence separated catalyst is recycled through line 68 to the reactor 6. Sufficient liquid catalyst is diverted through the cooler 50 and a vessel 53 containing granular aluminium chloride to maintain its AlCl3 concentration within the desired limits, while some catalyst may be removed at 71. Reaction products pass from settler 11 to columns 17, 23 and 29 which strip off hydrogen chloride, benzene and ethyl benzene respectively, the first two being recycled to the reactor 6 through the lines 43 and 38 and the ethyl benzene recovered. Polyalkylated benzene "bottoms" from column 29 withdrawn at 32 may be dealkylated with benzene and an alumina-silica catalyst to augment the ethylbenzene yield. The complex catalyst may be formed in situ in reactor 6. A substance furnishing hydrogen halide, e.g. an alkyl halide, may be used instead of hydrogen halide itself. The ratio benzene to ethylene may be 2-20 to 1 and preferably, 3-8 to 1. Specification 581,145, [Group IV], is referred to. The Specification as open to inspection under Sect. 91 discloses the alkylation of cyclic hydrocarbons in general. This subject-matter does not appear in the Specification as accepted.ALSO:<PICT:0615624/IV(b)/1> Mononuclear aromatic hydrocarbons are alkylated with an alkylating agent, e.g. ethylene or alkyl halides in the presence of an aluminium chloride-hydrocarbon complex catalyst formed by the interaction of aluminium chloride with an aliphatic olefine in the presence of hydrogen halide and having an aluminium chloride concentration of 60-85 per cent by weight of complex. The reaction may proceed at 0-120 DEG C. under sufficient pressure to maintain the hydrocarbon liquid and using 0.5-10 mol. per cent of hydrogen halide. As shown, hydrogen chloride, benzene, ethylene and preformed catalyst are changed to the alkylation reactor 6, provided with an agitator 7 and, if desired, cooling means, through the lines 60, 1, 62 and 56 respectively. The products pass to the settler 11 whence separated catalyst is recycled 68 to the reactor 6. Sufficient liquid catalyst is diverted through the cooler 50 and a vessel 53 containing granular aluminium chloride to maintain its AlCl3 concentration within the desired limits, while some catalyst may be removed at 71. Reaction products pass from settler 11 to columns 17, 23 and 29 which strip off hydrogen chloride, benzene and ethyl benzene respectively, the first two being recycled to the reactor 6 through the lines 43 and 38 and the ethyl benzene recovered. Polyalkylated benzene "bottoms" from column 29 withdrawn at 32 may be dealkylated with benzene and an alumina-silica catalyst to augment the ethyl benzene yield. The complex catalyst may be formed in situ in reactor 6. A substance furnishing hydrogen halide, e.g. an alkyl halide, may be used instead of hydrogen halide itself. The ratio benzene to ethylene may be 2-20 to 1 and preferably 3-8 to 1. Specification 581,145 is referred to. The Specification as open to inspection under Sect. 91 discloses the alkylation of cyclic hydrocarbons in general. This subject-matter does not appear in the Specification as accepted.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US615624XA | 1944-04-29 | 1944-04-29 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB615624A true GB615624A (en) | 1949-01-10 |
Family
ID=22036570
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB12471/45A Expired GB615624A (en) | 1944-04-29 | 1945-05-17 | Process for the alkylation of aromatic hydrocarbons |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB615624A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2158173A2 (en) * | 2007-06-27 | 2010-03-03 | H R D Corporation | Method of making linear alkylbenzenes |
-
1945
- 1945-05-17 GB GB12471/45A patent/GB615624A/en not_active Expired
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2158173A2 (en) * | 2007-06-27 | 2010-03-03 | H R D Corporation | Method of making linear alkylbenzenes |
EP2158173A4 (en) * | 2007-06-27 | 2011-05-18 | H R D Corp | Method of making linear alkylbenzenes |
US8278494B2 (en) | 2007-06-27 | 2012-10-02 | H R D Corporation | Method of making linear alkylbenzenes |
US8455706B2 (en) | 2007-06-27 | 2013-06-04 | H R D Corporation | Method of making linear alkylbenzenes |
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