GB1212716A - Process for preparing alkyl aryl compounds - Google Patents
Process for preparing alkyl aryl compoundsInfo
- Publication number
- GB1212716A GB1212716A GB7784/68A GB778468A GB1212716A GB 1212716 A GB1212716 A GB 1212716A GB 7784/68 A GB7784/68 A GB 7784/68A GB 778468 A GB778468 A GB 778468A GB 1212716 A GB1212716 A GB 1212716A
- Authority
- GB
- United Kingdom
- Prior art keywords
- heat treatment
- alkylation
- feb
- catalyst
- mono
- 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
- 125000002877 alkyl aryl group Chemical group 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- 238000005804 alkylation reaction Methods 0.000 abstract 3
- 238000010438 heat treatment Methods 0.000 abstract 3
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 abstract 2
- 230000029936 alkylation Effects 0.000 abstract 2
- -1 aryl compound Chemical class 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 abstract 1
- 150000001336 alkenes Chemical class 0.000 abstract 1
- 230000002152 alkylating effect Effects 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000007791 liquid phase Substances 0.000 abstract 1
- 150000005673 monoalkenes Chemical class 0.000 abstract 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
- 238000010555 transalkylation reaction Methods 0.000 abstract 1
- 239000008096 xylene Substances 0.000 abstract 1
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
- C07C2/70—Catalytic processes with acids
-
- 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
- C07C2527/08—Halides
- C07C2527/12—Fluorides
- C07C2527/1206—Hydrogen fluoride
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
1,212,716. Alkylating aryl compounds. MITSUBISHI PETROCHEMICAL CO. Ltd. 16 Feb., 1968 [17 Feb., 1967; 28 April, 1967], No. 7784/68. Heading C5E. An alkylation process comprises reacting an aryl compound with a C 5 -C 18 mono-olefin in the presence of HF as catalyst at 0-35 C. substantially to complete the reaction, and then, in the presence of HF, subjecting the reaction product to heat treatment at 40-70 C. while maintaining the reaction mixture in the liquid phase to give the desired alkylaryl compound, which has a low 2-phenylalkane content. During the heat treatment dialkylated compounds formed as by-products may be converted into mono alkylate by transalkylation. The feedstock may be toluene, xylene or naphthalene but all the examples relate to the alkylation of benzene. A preferred olefin is propylene tetramer. If a separation of the original HF catalyst is carried out after the alkylation fresh HF is added before the heat treatment.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1022867 | 1967-02-17 | ||
| JP2692667 | 1967-04-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1212716A true GB1212716A (en) | 1970-11-18 |
Family
ID=26345464
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB7784/68A Expired GB1212716A (en) | 1967-02-17 | 1968-02-16 | Process for preparing alkyl aryl compounds |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US3474154A (en) |
| DE (1) | DE1668473C2 (en) |
| FR (1) | FR1560651A (en) |
| GB (1) | GB1212716A (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4234751A (en) * | 1979-07-27 | 1980-11-18 | Mobil Oil Corporation | Selective cracking of phenylalkanes |
| US4301317A (en) * | 1979-11-20 | 1981-11-17 | Mobil Oil Corporation | Preparation of 2-phenylalkanes |
| US4329509A (en) * | 1979-11-30 | 1982-05-11 | Mobil Oil Corporation | Co-production of 2-alkanones and phenols |
| US5185485A (en) * | 1991-06-28 | 1993-02-09 | Monsanto Company | Process for preparing alkylbenzene |
| US6169219B1 (en) * | 1998-06-09 | 2001-01-02 | Uop Llc | Alkylation of aromatics with removal of polymeric byproducts |
| US7065675B1 (en) | 2001-05-08 | 2006-06-20 | Mips Technologies, Inc. | System and method for speeding up EJTAG block data transfers |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2851503A (en) * | 1954-10-20 | 1958-09-09 | California Research Corp | Alkylate having improved sulfonating characteristics |
| US3349144A (en) * | 1964-09-25 | 1967-10-24 | Monsanto Co | Alkyl aryl process |
-
1968
- 1968-02-14 US US705304A patent/US3474154A/en not_active Expired - Lifetime
- 1968-02-16 DE DE1668473A patent/DE1668473C2/en not_active Expired
- 1968-02-16 FR FR1560651D patent/FR1560651A/fr not_active Expired
- 1968-02-16 GB GB7784/68A patent/GB1212716A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE1668473B1 (en) | 1971-11-25 |
| US3474154A (en) | 1969-10-21 |
| DE1668473C2 (en) | 1975-05-22 |
| FR1560651A (en) | 1969-03-21 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB1369890A (en) | Process for producing 2-methyl-2-methoxypropane and alkylate | |
| ES247912A1 (en) | Alkylation of aromatic hydrocarbons | |
| GB1212716A (en) | Process for preparing alkyl aryl compounds | |
| GB1172712A (en) | Alkylation Process. | |
| US2805258A (en) | Process for the preparation of hydroperoxides from diisopropylbenzenes | |
| GB1170871A (en) | Improved process for aromatic alkylation | |
| GB1344965A (en) | Process for the production of thymol | |
| GB1402894A (en) | Alkylation of aromatic hydrocarbons | |
| GB1108178A (en) | Process for the separation of hydrocarbon compounds | |
| GB886603A (en) | Compounds produced by alkylation of aromatic compounds with polycyclopentadiene and process therefor | |
| US2563050A (en) | Treatment of olefins with liquid anhydrous hydrogen bromide | |
| GB794570A (en) | Improvements in and relating to the alkylation of aromatic hydrocarbons | |
| US2817688A (en) | Preparation of m- and p-diisopropyl-benzene | |
| US2384295A (en) | Alkylated aromatic hydrocarbons | |
| GB773502A (en) | Improvements in and relating to the alkylation of aromatic compounds | |
| GB1402896A (en) | Alkylation of aromatic hydrocarbons | |
| GB1093359A (en) | Production of heavy alkylate | |
| GB1223283A (en) | Preparation of cymenes | |
| GB724127A (en) | Improvements in or relating to the alkylation of aromatic hydrocarbons with olefins | |
| US2839591A (en) | Preparation of m-and p-diisopropylbenzene by isomerizing dhsopropylbenzenes in the prsence of aluminum chloride | |
| GB1466192A (en) | Non-regenerative h f alkylation process | |
| GB809909A (en) | Preparation of isopropyl benzenes | |
| GB646941A (en) | Improvements in or relating to a process for producing mono-alkylbenzenes | |
| GB1394802A (en) | Process for the alkylation of aromatic hydrocarbons | |
| GB1314846A (en) | Three-stage alkylation process |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |