DE1618689B - Process for the preparation of diethylbenzene by disproportionation of ethylbenzene - Google Patents
Process for the preparation of diethylbenzene by disproportionation of ethylbenzeneInfo
- Publication number
- DE1618689B DE1618689B DE1618689B DE 1618689 B DE1618689 B DE 1618689B DE 1618689 B DE1618689 B DE 1618689B
- Authority
- DE
- Germany
- Prior art keywords
- ethylbenzene
- diethylbenzene
- catalyst
- alcl
- benzene
- 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.)
- Pending
Links
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 title claims 38
- KVNYFPKFSJIPBJ-UHFFFAOYSA-N 1,2-diethylbenzene Chemical compound CCC1=CC=CC=C1CC KVNYFPKFSJIPBJ-UHFFFAOYSA-N 0.000 title claims 34
- 238000000034 method Methods 0.000 title claims 14
- 238000007323 disproportionation reaction Methods 0.000 title claims 5
- 238000002360 preparation method Methods 0.000 title claims 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 23
- 239000003054 catalyst Substances 0.000 claims 11
- 238000004519 manufacturing process Methods 0.000 claims 5
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 4
- 239000005977 Ethylene Substances 0.000 claims 4
- 238000006243 chemical reaction Methods 0.000 claims 4
- 230000029936 alkylation Effects 0.000 claims 3
- 238000005804 alkylation reaction Methods 0.000 claims 3
- 239000003208 petroleum Substances 0.000 claims 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims 2
- 238000001833 catalytic reforming Methods 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 239000000047 product Substances 0.000 claims 2
- 230000001681 protective effect Effects 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims 1
- 238000005684 Liebig rearrangement reaction Methods 0.000 claims 1
- 101100345589 Mus musculus Mical1 gene Proteins 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 238000009835 boiling Methods 0.000 claims 1
- 230000003197 catalytic effect Effects 0.000 claims 1
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 239000007859 condensation product Substances 0.000 claims 1
- 230000018044 dehydration Effects 0.000 claims 1
- 238000006297 dehydration reaction Methods 0.000 claims 1
- -1 diethyl zene Chemical compound 0.000 claims 1
- 238000001035 drying Methods 0.000 claims 1
- 235000019441 ethanol Nutrition 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 238000002474 experimental method Methods 0.000 claims 1
- 230000002349 favourable effect Effects 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 231100000252 nontoxic Toxicity 0.000 claims 1
- 230000003000 nontoxic effect Effects 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 231100000614 poison Toxicity 0.000 claims 1
- 230000007096 poisonous effect Effects 0.000 claims 1
- 238000000197 pyrolysis Methods 0.000 claims 1
- 238000002407 reforming Methods 0.000 claims 1
- 238000003756 stirring Methods 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Claims (1)
80 bis 100° C während ungefähr 5 Minuten dispro- Das erfindungsgemäße Verfahren beseitigt alle diesepreferably of 5 percent by weight AlCl 3 , based on 2 683 759 200 percent by volume HF and 1 mol of TiF 4 for the amount of ethylbenzene, consumed at a temperature of 1 mol of ethylbenzene.
80 to 100 ° C for about 5 minutes dispro- The process of the invention eliminates all of these
fahren haben den Nachteil, daß ein erheblicher tech- Das nachfolgende Beispiel erläutert die Erfindung,The second process mentioned overcomes that of petroleum in the presence of 3 to 10, preferably of the disadvantages of the first-mentioned process, 5 percent by weight of AlCl 3 , based on the ethylbene, as the main product of the reaction is diethyl zene, at a temperature of 80 to 100 `` C while receiving benzene in an increased yield. This procedure is disproportionate for about 5 minutes,
drive have the disadvantage that a considerable tech- The following example explains the invention,
Family
ID=
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