SU872524A1 - Method of preparing alkylaromatic compounds with c -c alkyl - Google Patents

Description

ororganic compound of general formula

Rj, AlX3-H, where R is CH3 (CH2) n |. 0-23;

X is chlorine or bromine;

n 1 or 2;

a nickel compound and a halogen-containing compound, while the compound of the general formula is used as a nickel compound

NIA2,

where A is a monovalent residue of an organic acid, and as a halogen-containing compound, a halohydrocarbon of the general formula R X,

where R is alksh C or benzyl;

.X - halogen; and the process is carried out at an ethylene pressure of 2-30 MPa and a concentration of the organoaluminum compound in benzene of 0.0050.03 mol / l.

The preparation of alkylaromatic compounds C Ph-CgPh from ethylene and benzene is carried out as follows (see table).

The process is carried out by contacting ethylene with benzene at 20-80 ° C and ethylene pressure of 2-30 MPa in the presence of a catalytic system consisting of an alkyl aluminum halide of the general formula R AIXj-Hj of a NiA / 2 compound and an alkyl halide RX. The concentration of the APM minigas compound is in non-. the solution of 0.005-0.03 mol / l; the molar ratio of 0.1-10; the molar ratio A1 / CL 0.5-3.

Example 1. In a metal reactor with a stirrer in an argon atmosphere at 20 ° C, 430 mp of benzene containing 0.00983 mol (1.25 g) AlEtClg and 0.0251 mol (3.73 g) of nickel formate (Ni (HCO, ) g), with stirring, a solution of 0.00983 mol (1.35 g) of sec-bromide butyl is introduced into 10 ml of benzene and ethylene is fed to a pressure of 10 MPa. The reaction time is 1 hour, the reaction temperature is 45 ° C. At the end of the reaction, the ethylene pressure is released, a stream of argon is fed to the reactor, and the reaction mixture is stirred & 10 minutes, after which it is drained from the reactor, deactivating

catalyst 3% water 1 & 1m KOH solution. The organic layer is washed with distilled water to a neutral washing solution, dried over

CaCl2. There are no unsaturated compounds in the organic layer.

Fractionation yields 234 g of an alkyl aromatic product containing,%: ethylbenzene 7.5; butylbenzene 54, hexylbenzene 8.5 and dialkylbenzenes 30. There is no solid polymer.

Example 2. A 580 ml benzene containing 2.29 g AlEtCl / ji, 9.54 g N i (CrtHoO) was added to a stirred reactor pre-filled with argon, and 20 ml benzene containing 2.47 g C NoBg (concentration AlEtCI, Ni ()

0 and sec-CdH Br in solution, respectively, 0.03; 0.09 and 0.03 mol / l). Ethylene is fed into the reactor up to a pressure of 10 MPa; the reaction is carried out for 60 minutes. at 40 ° C. At the end of the reaction, the catalyst is deactivated with an aqueous solution of alkali; the organic layer is dried over CaCl2. The amount of ethylene attached is 297.12 g; amount of alkyl aromatic products 489.06 g. Composition of alkyl aromatic products,%: ethyl benzene 5.5; butylbenzene 48; hexylbenzene 9.1; dialkyl benzenes 37.4.

Example 3. 440 ml of benzene containing 1.19 g of AlEtj Cr, 2.85 g of Ni (N002) 2 and 40 ml of benzene containing 2.14 g of BTOp-CgH.-Cl (solution concentration AlEtygCl., Ni (HCp2) / 2 and BTOp-Cghij4 1, respectively, 0.02; 0.04 and 0.03 mol / l). The synthesis of alkyl benzenes is carried out under an ethylene pressure of 30 MPa for 60 minutes at. Catalytic deactivation

Claims (1)

5 of the complex and drying of the reaction mass is carried out, as in Examples 1 and 2, the amount of added ethylene is 153.65 g; the amount of alkylbenzenes formed is 254.8 g. Composition of alkylbenzenes,%: ethylbenzene 7.2; butylbenzene 59.3; hexylbenzene, 8.1; dialkylbenzenes 25.4, 7 8 Claims of the method of producing alkylaromatic compounds with alkyl Cg- from ethylene and benzene in the presence of a catalytic system comprising an alkylaluminum compound of the general formula, where R is CH2 (ftl 0-23; X 1 or 2, a nickel compound and a halogen-containing compound, characterized in that, in order to increase the output of alkyl aromatic compounds, in a niche cTBe nickel compound, use a compound of the general formula 48 where A is a monovalent C. organic acid residue, and halogen as the containing compound is halohydrocarbons of the general formula, RX; where R is benzyl CLnJik alkyl; X is halo, and the process is carried out at an ethylene pressure of 2-30 au and the concentration of the organoaluminum compound in benzene is 0.005-0.03 mol / l; taken into account in the examination, USSR Copyright Certificate No. 300450, class C 07 C 3/50, 1969. 2, US Patent No. 3097246, class 260-671, published 1960 (prototype)