GB1269280A - Process for the production of alkyl aromatic hydrocarbons - Google Patents

Process for the production of alkyl aromatic hydrocarbons

Info

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
Application number
GB3913869A
Inventor
John Grebbell
Michael Robert Chambers
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BP Chemicals Ltd
Original Assignee
BP Chemicals Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by BP Chemicals Ltd filed Critical BP Chemicals Ltd
Priority to GB3913869A priority Critical patent/GB1269280A/en
Publication of GB1269280A publication Critical patent/GB1269280A/en
Expired legal-status Critical Current

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.
GB3913869A 1969-08-05 1969-08-05 Process for the production of alkyl aromatic hydrocarbons Expired GB1269280A (en)

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)

* Cited by examiner, † Cited by third party
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

Cited By (41)

* Cited by examiner, † Cited by third party
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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