NO118859B - - Google Patents

Description

Wood preservative.

It was found that 1-cycloalkylidene-2-cycloalkyl ketones as well as isomers, homologues and hydrogenation products of such compounds have fungicidal and bactericidal effects. Such substances are eminently suitable as a protective agent for wood as they penetrate easily into the wood, have no harmful effect on the wood itself, do not stain it, do not hinder the ability of the impregnated wood to be coated with paints and varnishes. Furthermore, the mentioned compounds are relatively unvolatile and as a result have a long-lasting effect, do not have an unpleasant smell and are well compatible with other substances, such as e.g. with the particularly important chlorophenols as well as with numerous solvents. The compounds can be used in all the methods used in wood protection technology, so e.g. for treating wooden surfaces, for impregnating wood using various methods and as additives to adhesive solutions, alone or in a mixture with other known preservatives.

Of 1-cycloalkylidene-2-cycloalkyl ketones, isomers, homologues and hydrogenation products of such compounds, the following are mentioned as examples: 1-cyclohexylidene-cyclohexanone-2 and its isomers, 1-A'-cyclohexenyl-cyclohexanone-2, 3,3'-dimethyl -1-cyclohexylidene-cyclohexanone-2 and its isomers and 1,3-dicyclohexylidene-cyclohexanone-2 and the corresponding cyclopentane derivatives, e.g. 1-cyclopentylidene-cyclopentanone-2 and 1,3-bis-cyclopentylidene-cyclopentanone-2. Hydrogenation products of said compounds are e.g. 2-oxy-dicyclohexyl,

v

2-oxy-3,3'-dimethyl-dicyclohexyl, 2-oxy-1,3-dicyclohexylcyclohexane, 2-oxy-dicyclopentyl and 2-oxy-1,3-dicyclopentyl-cyclopentane.

The particularly large area of effect of the mentioned substances and their completely uniform strong effect are striking. Thus, the inhibition value is e.g. in 1-cyclohexylidene-cyclohexanone-2 for the fungi Merulius domes, Palystictus vers., Palyparus vap., Leuzites abietina, Coniophora cerebella and Leutinus squam. evenly at 0.01—0.1.

Taking into account the fact that the mentioned ketones are easily hydrated to the mentioned oxy-compounds and that conversely the oxy-compounds can be dehydrated to the ketones, it seems that the formation of a redox system in the presence of lower living organisms plays a role in the effect of these substances.

The following examples show some possible uses for the above substances in the protection of wood.

Example 1:

Some wooden samples were sealed with paraffin on the cut surfaces across the fibers and then all immersed for 5 seconds in various concentrated solutions in acetone of a mixture of cyclohexylidene-cyclohexanone and cyclohexenyl-cyclohexanone as they are produced in the technique. After 4 weeks of evaporation, the pieces of wood were applied with larvae from the eggs of the domestic goat (Hylotropus bajulus). Examination of the wood samples according to DIN 52 621 shows that the use of a 10 per cent solution of the above-mentioned mixture in acetone leads to all the roots (100 per cent) being killed and the use of a 1 per cent solution leads to 75 percent of the larvae are paralyzed (penetration into the tree does not take place).

Example 2.

Round filters are treated with 22 g of the active substance used in example 1 per m2 f filters f late. After the passage of 24 hours, larvae of the domestic goat's eggs are placed in a glass ring open at the top on the surface of the treated filter. After 57 Vz hours of exposure, all (100 per cent) of the test animals are paralyzed, in contrast to 2 per cent in the control experiment with an untreated filter.

Example 3. 20 parts by weight of pentachlorophenol are dissolved under gentle heating in 30 parts by weight of the mixture given in example 1 containing active substances. 20 parts by weight of a soft resin, such as e.g. rosin, esterification products thereof or condensation products of formaldehyde and xylol. Finally, the mixture is diluted with 30 parts by volume of test petrol, petroleum, diesel oil or white oil. Such a solution constitutes a wood protection agent which in an outstanding manner even satisfies the exceedingly high requirements that are placed on such agents in tropical climates.

Example 4: 55 parts by weight of a precondensate of urea and formaldehyde are stirred together with 35 parts water. Into the viscous mixture thus obtained, the following substances are stirred one after the other: 10 parts by weight of heat-setting agent (consisting of a solution of 45 parts by weight of urea, 15 parts by weight of ammonium chloride, 20 parts by weight of concentrated ammonia and 20 parts of water), 1 part by weight of dimethylamino -cyclohexane, 1 part by weight of sodium diisobutylnaphthalene sulfonic acid and 45 parts by weight of cyclohexylidene-cyclohexanone colored with an oil-soluble dye.

You get a smooth adhesive emulsion that is used to make a 3-layer veneer board from glulam wood (terminalia superba). The innermost layer with a thickness of 3.5 mm is applied on both sides with adhesive in a quantity of around 230 g per m2. Both outer layers with a thickness of 1.5 mm are firmly glued to the middle layer at a temperature of 100° C and under pressure of 9 kg/cm2. It turns out that the colored cyclo-hexylidene-cyclohexanone has penetrated very well through the outer layer. Both outer surfaces of the veneer sheet are continuously colored throughout and thus protected.

Claims (1)

Application of 1-cycloalkylidene-2-cycloalkyl ketones, isomers, homologues and hydrogenation products of such compounds as wood preservatives.