GB1269280A - Process for the production of alkyl aromatic hydrocarbons - Google Patents
Process for the production of alkyl aromatic hydrocarbonsInfo
- Publication number
- GB1269280A GB1269280A GB3913869A GB3913869A GB1269280A GB 1269280 A GB1269280 A GB 1269280A GB 3913869 A GB3913869 A GB 3913869A GB 3913869 A GB3913869 A GB 3913869A GB 1269280 A GB1269280 A GB 1269280A
- Authority
- GB
- United Kingdom
- Prior art keywords
- aromatic hydrocarbons
- alkylation
- propylene
- catalyst
- olefin
- 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
- C07C2/72—Addition to a non-aromatic carbon atom of hydrocarbons containing a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/02—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of the alkali- or alkaline earth metals or beryllium
- C07C2523/04—Alkali metals
-
- 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
- C07C2527/20—Carbon compounds
- C07C2527/232—Carbonates
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
1,269,280. Side-chain alkylation of aromatic hydrocarbons. BP CHEMICALS Ltd. 30 June, 1970 [5 Aug., 1969], No. 39138/69. Heading C5E. Aromatic hydrocarbons containing a side chain in which a hydrogen atom is bonded to a carbon atom alpha to the nucleus are alkylated in the side chain with a mono-olefin in the presence of a catalyst prepared by dispersing Na and/or Li on an anhydrous potassium compound. Suitable aromatic starting materials are toluene, ethylbenzene, isopropylbenzene, butylbenzenes, xylenes, mesitylene, p-cymene and alkyl naphthalenes. The mono-olefin may be ethylene, propylene butenes or pentenes. The potassium compound may be a silicate, sulphate, halide or carbonate, and the catalyst may be hydridel before use. The alkylation may be effected at 50-600‹ C. and up to 4000 p.s.i.g. Examples describe the alkylation of toluene with propylene to give irobutylbenzene and of ethyl-benzene with propylene to give 2 methyl-3-phenylbutane using a Na/K 2 CO 3 catalyst.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3913869A GB1269280A (en) | 1969-08-05 | 1969-08-05 | Process for the production of alkyl aromatic hydrocarbons |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3913869A GB1269280A (en) | 1969-08-05 | 1969-08-05 | Process for the production of alkyl aromatic hydrocarbons |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1269280A true GB1269280A (en) | 1972-04-06 |
Family
ID=10407851
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3913869A Expired GB1269280A (en) | 1969-08-05 | 1969-08-05 | Process for the production of alkyl aromatic hydrocarbons |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB1269280A (en) |
Cited By (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5093925A (en) * | 1973-12-24 | 1975-07-26 | ||
EP0173335A2 (en) * | 1984-08-29 | 1986-03-05 | Nippon Petrochemicals Company, Limited | Method for producing aromatic hydrocarbons |
JPS6153229A (en) * | 1984-08-22 | 1986-03-17 | Nippon Petrochem Co Ltd | Alkylation process |
WO1988004955A1 (en) * | 1986-12-31 | 1988-07-14 | Neste Oy | Catalyst system and procedure for selective alkylation of toluene |
WO1988004956A1 (en) * | 1986-12-31 | 1988-07-14 | Neste Oy | Catalyst system and procedure for selective alkylation of toluene with propylene |
US4914251A (en) * | 1989-02-10 | 1990-04-03 | Neste Oy | Catalyst system for alkylating alkyl aromatics with olefins, procedure for preparing the catalyst, and procedure for carrying out the alkylating |
EP0374315A1 (en) * | 1987-10-01 | 1990-06-27 | Neste Oy | Catalyst system, process for preparing it, and process for alkylating toluene |
US4962254A (en) * | 1988-08-12 | 1990-10-09 | Sumitomo Chemical Company, Limited | Process for preparing alkyl-substituted aromatic hydrocarbons |
US5043507A (en) * | 1988-08-31 | 1991-08-27 | Sumitomo Chemical Company, Limited | Process for preparing alkyl-substituted aromatic hydrocarbons |
US5043516A (en) * | 1990-11-26 | 1991-08-27 | Shell Oil Company | Olefin ethylation process |
US5097088A (en) * | 1990-01-30 | 1992-03-17 | Sumitomo Chemical Company, Limited | Process for preparing alkyl-substituted aromatic hydrocarbon |
US5104843A (en) * | 1990-11-13 | 1992-04-14 | Ethyl Corporation | Catalyst composition for coupling process |
US5118895A (en) * | 1990-03-14 | 1992-06-02 | Sumitomo Chemical Co., Ltd. | Process for preparing alkyl-substituted aromatic hydrocarbon |
US5157186A (en) * | 1990-11-13 | 1992-10-20 | Ethyl Corporation | Process for catalytic coupling of an alkene with an aromatic hydrocarbon |
GB2254802A (en) * | 1991-04-19 | 1992-10-21 | Ethyl Corp | Catalyst composition for coupling process |
US5227559A (en) * | 1988-02-03 | 1993-07-13 | Sumitomo Chemical Company, Ltd. | Process for preparing alkyl-subtituted aromatic hydrocarbons |
US5329058A (en) * | 1990-04-25 | 1994-07-12 | Teijin Limied | Process for producing alkenylbenzene |
US5347062A (en) * | 1988-02-03 | 1994-09-13 | Sumitomo Chemical Co., Ltd. | Process for preparing alkyl-substituted aromatic hydrocarbons |
WO2002014241A2 (en) * | 2000-08-17 | 2002-02-21 | Basf Aktiengesellschaft | Method for side chain alkylation or alkenylation |
US7148177B2 (en) * | 2000-12-14 | 2006-12-12 | Basf Aktiengesellschaft | Method for producing alkali metal catalyst and use thereof for the side-chain alklation of alkyl aromatics |
WO2008121679A1 (en) * | 2007-03-29 | 2008-10-09 | Albemarle Corporation | Synthesis of propylbenzene from toluene and ethylene |
CN112958128A (en) * | 2021-03-10 | 2021-06-15 | 山东新华万博化工有限公司 | Preparation of novel catalyst for isobutyl benzene synthesis process |
CN114588918A (en) * | 2022-03-04 | 2022-06-07 | 太原理工大学 | Preparation method and application of catalyst for preparing ethylbenzene and styrene through toluene-methanol side-chain alkylation reaction |
-
1969
- 1969-08-05 GB GB3913869A patent/GB1269280A/en not_active Expired
Cited By (41)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5613691B2 (en) * | 1973-12-24 | 1981-03-30 | ||
JPS5093925A (en) * | 1973-12-24 | 1975-07-26 | ||
JPH0442372B2 (en) * | 1984-08-22 | 1992-07-13 | Nippon Petrochemicals Co Ltd | |
JPS6153229A (en) * | 1984-08-22 | 1986-03-17 | Nippon Petrochem Co Ltd | Alkylation process |
US4620056A (en) * | 1984-08-29 | 1986-10-28 | Nippon Petrochemicals Co., Ltd. | Method for producing aromatic hydrocarbons |
EP0173335A2 (en) * | 1984-08-29 | 1986-03-05 | Nippon Petrochemicals Company, Limited | Method for producing aromatic hydrocarbons |
EP0173335A3 (en) * | 1984-08-29 | 1986-05-28 | Nippon Petrochemicals Company, Limited | Method for producing aromatic hydrocarbons |
US4952546A (en) * | 1986-12-31 | 1990-08-28 | Neste Oy | Catalyst system for selective alkylation of toluene |
GB2206817B (en) * | 1986-12-31 | 1990-09-12 | Neste Oy | Catalyst system and procedure for selective alkylation of toluene with propylene |
GB2206817A (en) * | 1986-12-31 | 1989-01-18 | Neste Oy | Catalyst system and procedure for selective alkylation of toluene with propylene |
WO1988004956A1 (en) * | 1986-12-31 | 1988-07-14 | Neste Oy | Catalyst system and procedure for selective alkylation of toluene with propylene |
US4916100A (en) * | 1986-12-31 | 1990-04-10 | Neste Oy | Process for preparing a catalyst system for selective alkylation of toluene with propylene |
AT399298B (en) * | 1986-12-31 | 1995-04-25 | Neste Oy | CATALYST SYSTEM AND METHOD FOR SELECTIVE ALKYLATION OF TOLUOL |
WO1988004955A1 (en) * | 1986-12-31 | 1988-07-14 | Neste Oy | Catalyst system and procedure for selective alkylation of toluene |
GB2206816A (en) * | 1986-12-31 | 1989-01-18 | Neste Oy | Catalyst system and procedure for selective alkylation of toluene |
GB2206816B (en) * | 1986-12-31 | 1991-03-13 | Neste Oy | Catalyst system and procedure for selective alkylation of toluene |
EP0374315A1 (en) * | 1987-10-01 | 1990-06-27 | Neste Oy | Catalyst system, process for preparing it, and process for alkylating toluene |
US5347062A (en) * | 1988-02-03 | 1994-09-13 | Sumitomo Chemical Co., Ltd. | Process for preparing alkyl-substituted aromatic hydrocarbons |
US5227559A (en) * | 1988-02-03 | 1993-07-13 | Sumitomo Chemical Company, Ltd. | Process for preparing alkyl-subtituted aromatic hydrocarbons |
US4962254A (en) * | 1988-08-12 | 1990-10-09 | Sumitomo Chemical Company, Limited | Process for preparing alkyl-substituted aromatic hydrocarbons |
US5043507A (en) * | 1988-08-31 | 1991-08-27 | Sumitomo Chemical Company, Limited | Process for preparing alkyl-substituted aromatic hydrocarbons |
US4914251A (en) * | 1989-02-10 | 1990-04-03 | Neste Oy | Catalyst system for alkylating alkyl aromatics with olefins, procedure for preparing the catalyst, and procedure for carrying out the alkylating |
US5097088A (en) * | 1990-01-30 | 1992-03-17 | Sumitomo Chemical Company, Limited | Process for preparing alkyl-substituted aromatic hydrocarbon |
US5118895A (en) * | 1990-03-14 | 1992-06-02 | Sumitomo Chemical Co., Ltd. | Process for preparing alkyl-substituted aromatic hydrocarbon |
US5329058A (en) * | 1990-04-25 | 1994-07-12 | Teijin Limied | Process for producing alkenylbenzene |
GB2249737B (en) * | 1990-11-13 | 1994-11-23 | Ethyl Corp | Catalyst composition for coupling process |
GB2249737A (en) * | 1990-11-13 | 1992-05-20 | Ethyl Corp | Catalyst composition for coupling process |
US5157186A (en) * | 1990-11-13 | 1992-10-20 | Ethyl Corporation | Process for catalytic coupling of an alkene with an aromatic hydrocarbon |
US5104843A (en) * | 1990-11-13 | 1992-04-14 | Ethyl Corporation | Catalyst composition for coupling process |
US5043516A (en) * | 1990-11-26 | 1991-08-27 | Shell Oil Company | Olefin ethylation process |
GB2254802A (en) * | 1991-04-19 | 1992-10-21 | Ethyl Corp | Catalyst composition for coupling process |
GB2254802B (en) * | 1991-04-19 | 1995-05-03 | Ethyl Corp | Catalyst composition for coupling process |
WO2002014241A2 (en) * | 2000-08-17 | 2002-02-21 | Basf Aktiengesellschaft | Method for side chain alkylation or alkenylation |
WO2002014241A3 (en) * | 2000-08-17 | 2002-06-27 | Basf Ag | Method for side chain alkylation or alkenylation |
US6984766B2 (en) | 2000-08-17 | 2006-01-10 | Basf Aktiengesellschaft | Method for side-chain alkylation or alkenylation |
US7148177B2 (en) * | 2000-12-14 | 2006-12-12 | Basf Aktiengesellschaft | Method for producing alkali metal catalyst and use thereof for the side-chain alklation of alkyl aromatics |
WO2008121679A1 (en) * | 2007-03-29 | 2008-10-09 | Albemarle Corporation | Synthesis of propylbenzene from toluene and ethylene |
US8227652B2 (en) | 2007-03-29 | 2012-07-24 | Albemarle Corporation | Synthesis of propylbenzene from toluene and ethylene |
CN112958128A (en) * | 2021-03-10 | 2021-06-15 | 山东新华万博化工有限公司 | Preparation of novel catalyst for isobutyl benzene synthesis process |
CN114588918A (en) * | 2022-03-04 | 2022-06-07 | 太原理工大学 | Preparation method and application of catalyst for preparing ethylbenzene and styrene through toluene-methanol side-chain alkylation reaction |
CN114588918B (en) * | 2022-03-04 | 2024-02-06 | 太原理工大学 | Preparation method and application of catalyst for preparing ethylbenzene and styrene by toluene and methanol side chain alkylation reaction |
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