DE1298974B - Tert-butyl perdiaethyl acetate - Google Patents

Description

Organic compounds are used to polymerize vinyl and allyl compounds and unsaturated polyesters Peroxides used as initiators.

It has been found that a previously unknown peroxide is tert-butyl perdiethylacetate of the formula

(CH ₃ ) ₃ C - O - O - C - CH (C _a H ₅ ) _a

IO

is stable at room temperature, a comparatively has a high oxygen content and does not need to be diluted with a solvent so that it is particularly suitable for use as a polymerization initiator.

In "Journal of American Chemical Society", Vol. 82 (1960), p. 1754, the preparation of tert-butylpertrimethylacetat described. The tert-butylpertrimethylacetat has the disadvantage that it is in contrast for the tert-butyl perdiethylacetate according to the invention ao is not stable at room temperature. This means that the peroxide as such is at room temperature cannot be preserved, which causes serious difficulties in practice.

The inventive tert-butyl perdiäthylacetat as is prepared in such a way that one tert-butyl hydroperoxide at a temperature between about 0 and 60 ° C, but preferably at a temperature of 20 ° C, with diethylacetyl chloride approximately stoichiometric Quantity ratio in the presence of a ^ aö Acid binder converts. As an acid binder z. B. sodium hydroxide, preferably in the form of flakes, or pyridine. Optionally, the reaction can be carried out in an organic solvent such as benzene or acetone, be performed.

example 1

349g (2,6MoI) Diäthylacetylchlorid were mixed at a temperature of 0 ⁰ C and 268 g (2,85MoI) of tert-butyl hydroperoxide. Thereafter, 119 g (2.85 mol) of sodium hydroxide flakes were added in portions over the course of 1.5 hours, the temperature of the reaction mixture being kept at 20 ^° C. After a further hour, 500 ml of water were added, the liquid peroxide separating, washing with 200 ml of water and drying over magnesium sulfate. After the desiccant had been filtered off, liquid impurities were evaporated off within 1 hour at a temperature of 25 ° C. and a pressure of 1 mm. 405 g of liquid tert-butyl perdiethylacetate were obtained. Active oxygen content: 7.88% (theory: 8.51); ng - 1.4198; Purity: 93%; Yield: 77%.

Example 2

49.5 g (0.55 mol) of tert-butyl hydroperoxide were added dropwise to a solution of 22 g (0.55 mol) of sodium hydroxide in 165 ml of water, the temperature of the mixture being kept at 20 ^° C. A solution of 67 g (0.5 mol) of diethyl acetyl chloride in 67 ml of acetone was then added dropwise at a temperature of 10 to 15 ° C. over the course of 30 minutes. After stirring for 1 hour, the peroxide formed was separated off with the aid of a separating funnel and washed with 30 ml of water. After drying over magnesium sulfate and filtering off, volatile constituents were removed over the course of 1 hour at a temperature of 25 ° C. and a pressure of 1 mm. 84 g of tert-butyl perdiethyl acetate were obtained. Active oxygen content: 6.33%; Purity: 74%; Yield: 66%.

Example 3

11.9 g (0.15 mol) of pyridine were added to a solution of 10.8 g (0.12 mol) of tert-butyl hydroperoxide in 60 ml of benzene. Thereto were added under stirring at 20 ⁰ C was added dropwise 16.2 g (0,12MoI) Diäthylacetylchlorid. After stirring for 1 hour, the pyridine hydrochloride formed was filtered off. The filtrate was washed twice with 50 ml of 0.5N sulfuric acid and then twice with 75 ml of water each time, dried and, as described in Examples I and 2, 15.6 g of tert-butyl perdiethyl acetate were obtained. Active oxygen content: 5.88%; Purity: 69%; Yield:

Claims (2)

Patent claims: 1. Tert-butyl perdiethylacetate of the formula (CHs) ₃ C-O-O-C-CH (C ₂ Hb) U 2. A process for the preparation of tert-butylperdiäthylacetat, characterized in that tert-butyl hydroperoxide with diethylacetyl chloride in an approximately stoichiometric ratio in the presence of an acid binder, preferably solid sodium hydroxide or pyridine and optionally in the presence of an organic solvent such as benzene or acetone, in a Temperature between about 0 and 6O ⁰ C, preferably at 20 ⁰ C converts.