SU276054A1 - METHOD OF OBTAINING SILADIHIDROANTRACENES - Google Patents

Description

The invention relates to the field of obtaining new silicon-containing analogs of dihydroanthracene - silihydroanthracene - silicon-containing cyclic compounds with a silicon atom in a cycle of the general formula

SNE

Vy

x)

CU

Rn

3-n

where R is alkyl or aryl; , 12; X - H, halogen, alkyl, aryl.

These compounds are capable of polycondensation along Si-C1 bonds and can be used as one of the components of the synthesis of siloxane fluids, resins, rubbers and heat carriers with enhanced thermal stability.

Pyrolysis was previously performed, for example, such compounds as silicon-containing naphthalenes or a mixture of naphthylorgano-chlorohydrosilane with acetylene, ethylene, or ethyl chloride. However, 6-tolylorgano-chlorosilanes were not introduced into this reaction.

in the gas phase at a temperature of 550-750 ° C and a contact time of 10-100 seconds. Pyrolysis is carried out by passing the source reagent through a hollow quartz or metal tube.

at a temperature of 550-750 ° C at a rate that ensures its residence time in the reaction zone in the range of 10-100 seconds.

Example 1. An empty quartz or metal tube (diameter 28 mm, length

600 mm), heated to 680 ° C, pass 226 g (0.85 mol) of o-tolylphenyldichlorosilane at a rate that ensures contact time of the reactants in the reaction zone for 40 seconds. Upon leaving the reactor, the products are condensed in water

refrigerated and collected in a receiver cooled with ice water. 202 g of condensate were obtained, from which 130 g of the starting o-tolylphenyldichlorosilane was isolated by vacuum distillation on a column with an efficiency of 30 g.

(m.p. 165-175 ° C / 15 mm) and 60 g of 9.9-dichloro-9-strength, 10-dihydroanthracene (m.p. 185-187 ° C / 10 mm). The output in the calculation of the original o-tolylphenyldichlorosilane 23% and 60% in the calculation entered in the reaction. Crystals

9,9-dichloro-9-strength-9,10-dihydroanthracene was recrystallized from heptane and sublimated. T. pl. 89 ° C.

Calculated,%: C 58.87; H 3.8; Si 10 „59; C1 26.74.

The structure of the obtained compound was confirmed by PMR and IR spectra.

Example 2. 128 g of o-ditolyl dichlorosilane, dissolved in 50 ml of benzene, is passed into an empty tube (dimensions are given in example 1) heated to a temperature of 680 ° C at a rate ensuring the contact time of the reactants in the reaction zone is 30 seconds. 123 g of condensate are obtained, from which, after distillation of benzene at atmospheric pressure, 55 g of 9.9-dichloro-9-force-9,10-dihydroanthracene (m.p. 185-187 ° C / 10 mm) are distilled under vacuum. The product is recrystallized from heptane and sublimated in vacuo. T. pl. after sublimation 88.5 ° C.

The yield of 9.9-dichloro-9-strength-9,10-dihydroanthracene, based on the starting o-ditolyl-dichlorosilane, is 28%. The structure of the obtained compound was confirmed by PMR and IR spectra.

Example 3. 25 g of o-tolyl-o-chlorophenyldichlorosilane is passed into an empty tube

(dimensions are given in example 1), heated to a temperature of 690 ° C with a speed that provides the contact time of the reaction zone 45 seconds. This gives 17 g of condensate, from which 4 g of 9.9-dichloro-9-strength-9, 10-dihydroanthracene and m.p. 190-200 ° C / 17 mm). The product is recrystallized from heptane and sublime in a vacuum. T. pl. after sublimation, 89 ° C.

The yield of 9.9-dichloro-9-strength-9,10-dihydroanthracene based on the starting product is 20%.

The structure of the obtained compound was confirmed by NMR and IR spectra.

Subject invention

Claims (1)

1. A method of producing siltihydroanthracene, characterized in that o-tolylorgano-chlorosilanes undergo pyrolysis in the gas phase at a contact time of 10-100 seconds. 1. A method according to claim 1, characterized in that the pyrolysis is carried out at a temperature of 550-750 ° C.