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 olefinsInfo
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/11—Preparation 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
- C07C37/14—Preparation 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
- C07C15/02—Monocyclic hydrocarbons
-
- 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
-
- 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
- C07C2521/16—Clays 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.
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)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1126994B (en) * | 1958-03-22 | 1962-04-05 | Electro Entpr L | Rotating armature electromagnet |
-
1955
- 1955-07-25 GB GB21507/55A patent/GB799186A/en not_active Expired
Cited By (1)
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 |