SU676589A1 - Aralkyl-alpha-oxyhydroperoxides and method of producing same - Google Patents

Description

but changes the reactivity of the latter. Therefore, the interaction of monosubstituted aromatic aldehydes and pentafluorobenzaldehyde with hydrogen peroxide is carried out at temperatures from -30 to -10 ° C, and the interaction of aromatic

The characterization of varnishes obtained using aralkyl-β-hydroxyperoxides as the initiators of the fluorine containing agent is given in Table. one

aldehydes containing a trifluoromethyl group with hydrogen peroxide is carried out at + 30 ° €.

These aralkyl-a-Oxyhydroperoxides are highly effective initiators in lacquer curing processes.

Table 1

Example 1. Preparation of p-fluorobenzaldehyde oxyhydroperoxide (I).

To 3.4 g (0.1 mol) of hydrogen peroxide (98-99%) in 10 ml of teksan, 12.4 g (0.1 mol) of l-fluorobenzaldehyde are added at a temperature of from -20 to -15 ° C. . The mixture is kept for 1 h at a temperature of from -15 to -10 ° C. Then the precipitated precipitate is filtered off. Wash 5-6 times with petroleum ether on the filter. The resulting lerexide is recrystallized from chloroform. Yield 14.0 g (88.9%).

Example 2. M-Fluorobenzaldehyde oxyhydroperoxide (1) was prepared as in Example 1.

Example 3. Obtaining oxyhydroperoxide l-trifluoromethylbenzaldehyde.

Hydrogen peroxide (70-99%) at O-5 ° C is added to 0.34 g (0.01 mol) of 1.74 g ptrifluoromethylbenzaldehyde. The mixture is kept for 2 hours at 30 ° C. Then the precipitated peroxide crystals are filtered and washed on the filter 5-6 times with petroleum ether. Recrystallized from benzene. Yield 1.5 g (72.1%).

Examples 4-5. O-hydroperoxides based on o- (P1) and y-trifluoromethylbenzaldehyde (IV) are prepared as in Example 2.

Example 6. Obtaining benzaldehyde oxyhydroperoxide.

To 3.4 g (0.1 mol) of hydrogen peroxide (98-99%) in 50 ml of carbon tetrachloride — 30 ° C, 10.6 g (0.1 mol) of benzaldehyde are added with stirring. The mixture is stirred at a temperature from

-15 to -10 ° C for 1.5 hours. Then the precipitated peroxide crystals are filtered and washed 5-6 times with petroleum ether. Recrystallized from chloroform. The yield of 12.5 g (89.2%).

Example 7. Preparation of pentafluorobenzaldehyde oxyhydroreoxide. To 0.34 g (0.01 mol) of hydrogen peroxide (98-99%)

in 10 ml of pentane at a temperature of from -10 to -15 ° C with stirring, 1.9 g of pentafluorobenzaldehyde is poured. The mixture is stirred at this temperature for 1.5 hours. Then the precipitated peroxide crystals are filtered and washed 5-6 times with petroleum ether. Recrystallized from chloroform. Yield 1.2 g (82.6%).

The structure of the obtained fluorine-containing aralkyl-a-hydroxy-peroxides is confirmed by elemental analysis data, molecular weight, active oxygen content, and IR spectra.

IR spectra show the absence of a C O (carbonyl) group in the 1680–

1870 cm-1. The presence of the UN-group is characterized by a wide band of OH-valent oscillations in the region of 3300-3500

The resulting fluorine-containing aralkyl-aoxyhydroperoxides are white crystalline substances that are well soluble in polar solvents: acetone, ether, acetonitrile, ethanol, etc. Poorly soluble in carbon tetrachloride, hexane, petroleum ether.

Physico-chemical data of the peroxides obtained are given in table. 2

Formula inventions

1. Aralkyl-a-oxyhydroperoxides of General Formula

HE

Claims (3)

I Ag-CH-UN where either pn-C H or, -C, H4 or, or raniCFj-SvH or C.HS or C.Fj table 2 as initiators of curing varnishes. 2. A method for producing compounds according to claim 1, namely, that aldehydes of the appropriate structure are reacted with hydrogen peroxide in a non-polar solvent at a temperature of from -30 to + 30 ° C. 3. Method pop. 2, characterized in that pentane or hexane, or carbon tetrachloride is used as a non-polar solvent.