[go: up one dir, main page]

GB799186A - A continuous process for catalytically alkylating aromatic hydrocarbons and alkylatable hydroxy derivatives thereof in the liquid phase by means of olefins - Google Patents

A continuous process for catalytically alkylating aromatic hydrocarbons and alkylatable hydroxy derivatives thereof in the liquid phase by means of olefins

Info

Publication number
GB799186A
GB799186A GB21507/55A GB2150755A GB799186A GB 799186 A GB799186 A GB 799186A GB 21507/55 A GB21507/55 A GB 21507/55A GB 2150755 A GB2150755 A GB 2150755A GB 799186 A GB799186 A GB 799186A
Authority
GB
United Kingdom
Prior art keywords
olefin
alkylation
per cent
propene
cumene
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
GB21507/55A
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.)
Bataafsche Petroleum Maatschappij NV
Original Assignee
Bataafsche Petroleum Maatschappij NV
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 Bataafsche Petroleum Maatschappij NV filed Critical Bataafsche Petroleum Maatschappij NV
Publication of GB799186A publication Critical patent/GB799186A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/11Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
    • C07C37/14Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms by addition reactions, i.e. reactions involving at least one carbon-to-carbon unsaturated bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C15/00Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
    • C07C15/02Monocyclic hydrocarbons
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/54Preparation 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
    • C07C2/64Addition to a carbon atom of a six-membered aromatic ring
    • C07C2/66Catalytic processes
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2521/00Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
    • C07C2521/16Clays or other mineral silicates

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

An aromatic hydrocarbon or an alkylatable hydroxy derivative thereof such as phenol or resorcinol is alkylated with an olefin in a homogenous liquid phase reaction mixture comprising a silicate catalyst of natural or synthetic origin, containing in a combined form one or more of the metals Al, Mg and Zr. The olefin concentration in the reaction mixture is maintained below 1 mol. per cent and the olefin and hydrocarbon are continuously supplied in a molar ratio higher than that in the reaction mixture itself but not higher than the stoichiometric molar ratio involved in a predetermined degree of alkylation of the hydrocarbon. Hydrocarbons or hydroxy derivatives thereof containing 15-50 per cent aromatics, e.g. the mixtures obtained in the platforming (Registered Trade Mark) process, may be treated. The process may be used to prepare dialkyl benzenes from monoalkyl benzenes and an olefin, e.g. di-isopropyl benzene from cumene. The olefin referred to is propene; a mixture of olefins and saturated hydrocarbons, e.g. propane, may also be used. The process may be carried out at 150-320 DEG C. and 10-60 atm. pressure. The catalysts may also contain calcium, sodium and potassium silicates and, in combined form, hydrogen, carbon and sulphur together with oxygen, e.g. H2O, CO2 and SO3, and also traces of iron. The catalysts may contain, for example, 85-90 per cent by weight of SiO2 and 15-10 per cent of Al2O3. The catalyst, for example aluminium silicate, may be subjected before use to a surface-modifying treatment, e.g. by treatment with steam for 1-24 hours at 600 DEG C., or with hot air or inert gas at 800 DEG C.; or by treatment with aqueous HF solution. The process may be applied to the alkylation of cumene with propene to form di-isopropyl benzene, in which case to avoid polymerization of the propene, at least 50 per cent of the cumene, together with a small quantity of propene, may be pretreated with the catalyst; alternatively, pretreated cumene may be prepared by transalkylation of higher iso-propylated benzene derivatives or an isomerization of di-isopropyl benzene. Higher alkylated products of the alkylation reaction may be dealkylated or transalkylated; ortho and meta dialkyl benzenes formed may be isomerized; and undesired higher alkylation products may be recycled to the alkylation stage. Specification 504,614, [Group III], is referred to.
GB21507/55A 1954-07-26 1955-07-25 A continuous process for catalytically alkylating aromatic hydrocarbons and alkylatable hydroxy derivatives thereof in the liquid phase by means of olefins Expired GB799186A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
NL799186X 1954-07-26

Publications (1)

Publication Number Publication Date
GB799186A true GB799186A (en) 1958-08-06

Family

ID=19834594

Family Applications (1)

Application Number Title Priority Date Filing Date
GB21507/55A Expired GB799186A (en) 1954-07-26 1955-07-25 A continuous process for catalytically alkylating aromatic hydrocarbons and alkylatable hydroxy derivatives thereof in the liquid phase by means of olefins

Country Status (1)

Country Link
GB (1) GB799186A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1126994B (en) * 1958-03-22 1962-04-05 Electro Entpr L Rotating armature electromagnet

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1126994B (en) * 1958-03-22 1962-04-05 Electro Entpr L Rotating armature electromagnet

Similar Documents

Publication Publication Date Title
US4565897A (en) Production of aromatic hydrocarbons
US3641177A (en) Alkylation of aromatic hydrocarbons
KR850002451A (en) Alkylation Process of Aromatic Hydrocarbons
JP2008530025A (en) Selective alkylation of aromatic hydrocarbons.
US2403785A (en) Alkylation method
US3131230A (en) Alkylation of aromatic compounds
GB945629A (en) Combined steam cracking and hydrodealkylation process
US2395198A (en) Alkylation and olefin recovery process
GB799186A (en) A continuous process for catalytically alkylating aromatic hydrocarbons and alkylatable hydroxy derivatives thereof in the liquid phase by means of olefins
US3205277A (en) Alkylation-transalkylation process
US2396682A (en) Production of alkyl aromatics
US3436432A (en) Process for alkylation of aromatics using a halogen-containing aluminosilicate-alumina catalyst
GB809908A (en) A continuous process for preparing meta di-isopropylbenzene
US3293315A (en) Alkylation process and catalyst therefor
US2329858A (en) Treatment of hydrocarbons
JPH03501975A (en) Improved polyalkylbenzene transalkylation method
US3054835A (en) Alkylation of aromatic hydrocarbons
US2971992A (en) Alkylation of aromatic hydrocarbons
JPS58157729A (en) Isomerization of aromatic c8 mixture-containing isomerization raw material
GB791317A (en) Improvements in or relating to transalkylation processes
US2403124A (en) Alkylation of benzene
GB794570A (en) Improvements in and relating to the alkylation of aromatic hydrocarbons
Fǎrcaşiu et al. The two modes of reaction of hexane catalyzed by trifluoromethanesulfonic acid
GB778014A (en) A process for alkylating benzene or a mono-alkyl benzene or a mixture thereof in the liquid phase
GB786305A (en) A process for isomerizing dialkyl benzenes in the liquid phase