摘要 |
The invention comprises monoperoxyacetals of the formula CH3.CH(OR).OOR1 in which R and R1 are hydrocarbon radicals containing no ethylenic or acetylenic unsaturation, e.g. R may be ethyl, isobutyl or dihydroterpinyl, and R1 may be a -cumyl or p-methyl radicals. The new compounds may be prepared by reacting a vinyl ether CH2 = CH-OR with a hydroperoxide R1OOH, where R and R1 are as defined above, in a non-aqueous medium in the presence of an acid-acting condensation catalyst. Suitable vinyl ethers are dihydro-a -terpinyl-, bornyl, isobornyl, fenchyl, dehydroabietyl, cyclohexyl, 1-methylcyclohexyl, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, t-butyl or stearyl, vinyl ethers. Typical hydroperoxides are t-butyl, t-amyl, cumene, p-cumene, p - cymene, di - isopropylbenzene, phenylcyclohexane, p - menthane, isopropylnaphthalene, or pinane, hydroperoxides. Catalysts such as mineral acids, Friedel Crafts catalysts, acid clays and organic sulphonic acids may be used in amounts of 0.05 per cent to 5.00 per cent of the reaction mixture. Benzene and hexane are suitable solvents. The reaction may be effected at room temperature, a preferred range being 0 DEG C. to 30 DEG C. At temperatures above 80 DEG C., short reaction times are necessary to avoid decomposition. Detailed examples describe the preparation of peroxyacetals of formula CH3.CH(OR).OOR1, where (1) R is dihydroterpinyl and R1 is a -cumyl; (2) R is ethyl and R1 is a -cumyl; (3) R is isobutyl and R1 is p-menthyl; (4) R is isobutyl and R1 is a -cumyl, by reacting the appropriate vinyl ether and hydroperoxide in benzene solution using boron trifluoride or p-toluene sulphonic acid as the catalyst. The monoperoxyacetals find use as polymerization catalysts, insecticides, fungicides, bactericides and defoliants. |