Diorganotin compounds, and agents which have a bactericidal and

Details Diorganotin compounds, and agents which have a bactericidal and Diorganotin compounds, and agents which have a bactericidal and

1991-01-22

1992-09-22

Dixon, Jr., William R.

Compositions: coating or plastic

Coating or plastic compositions

Contains fireproofing or biocidal agent

424405, 424409, 424650, 514493, 514741, 534692, 534713, C09D 514, C01G 1900

Patent

active

051493659

DESCRIPTION:

BRIEF SUMMARY
The invention relates to new diorganotin compounds which are derived from N-cyclohexyl-N'-hydroxydiazenium oxide, and to agents which have a bactericidal and fungicidal action, are suitable as disinfectants, agents for the protection of wood and materials, for the bactericidal and fungicidal finishing of textiles, plastics, building materials or as biocide for paint systems, and contain these diorganotin compounds as active substances.
The powerful activity of triorganotin compounds against microorganisms, for example harmful fungi and bacteria, is known. In the case of the trialkyltin compounds, the optimum action is reached when the total C number of the alkyl groups bonded to the tin atom is 9-12. Shorter or longer alkyl groups reduce the biocidal activity. Compared with trialkyltin compounds, dialkyltin compounds have a very low biocidal action (International Tin Research Institute, Publication No. 559, 1979; Bokranz, Plum; Fortschritte der chemischen Forschung, Vol. 16, Issue 3/4, p. 377).
DE-C-1,024,743 describes another group of biocides, which is mainly employed as a wood preservative. This group comprises metal salts of N-N'-alkylhydroxydiazenium oxides or N-cyclohexyl-N'-hydroxydiazenium oxides (abbreviated to MeHDO). The drawback of these compounds is that high application concentrations are required for protecting the wood, and that the action against wood-discoloring fungi is relatively low.
For these reasons, mixtures of metal salts of N-cyclohexyl-N'-hydroxydiazenium oxide with other biocides were proposed to increase the activity or to widen the spectrum of action (DE-A-2,336,290, DE-A-2,341,882 and EP-B-0,072,426).
It has furthermore been disclosed that the reaction product TBT-HDO, prepared from tri-n-butyltin chloride and the potassium salt of N-cyclohexyl-N'-hydroxydiazenium oxide (K-HDO), have a very good biocidal activity (DE-A-2,633,452).
Surprisingly, it has now been found that reaction products of dialkyltin compounds with N-cyclohexyl-N'-hydroxydiazenium oxide (abbreviated to R.sub.2 Sn HDO) have a very good action against bacteria and fungi, in particular also gram-negative bacteria and wood-destroying and wood-discoloring fungi.
The invention relates to reaction products of dialkyltin compounds with N-cyclohexyl-N'-hydroxydiazenium oxide (R.sub.2 Sn-HDO) of the general formula ##STR1## in which R is an alkyl radical having 1 to 12, in particular 3-8, carbon atoms, especially an n-alkyl radical such as n-propyl-, n-butyl-, n-hexyl- or n-octyl, it being possible for the individual radicals R to be identical or different. The di-n-butyltin compound (R=n-butyl; DBT-HDO) is therefore particularly preferred.
The invention furthermore relates to bactericidal and fungicidal agents which contain one or more of the diorganotin compounds R.sub.2 Sn-HDO according to the invention, for use as agents for wood protection, disinfectants, preservatives for industrial products and for imparting biocidal properties to textiles, plastics or building materials.
The compounds R.sub.2 Sn-HDO are expediently used in the form of preparations such as solutions, emulsions, dispersions with or without binder, or with solid carriers or diluents and, if appropriate, with the addition of wetting agents, tackifiers, emulsifiers and agents which aid dispersion.
Examples of suitable solvents are alcohols, white spirits, toluene or xylene.
To prepare aqueous formulations, the agents according to the invention can be provided in the form of stable aqueous concentrates which contain customary emulsifiers, preferably nonionic emulsifiers, e.g., alkylaryl polyglycol ethers.
The agents according to the invention can be employed in an outstanding manner in the form of formulations, in particular for the protection of wood, for example for recently felled wood which is readily attacked by bacteria and fungi such as Aspergillus and Trichoderma species; likewise, they are suitable for treating structural timber which is protected against wood-destroying fungi and also against bacterial attack by the biocidal action of the

REFERENCES:
patent: 3911134 (1975-10-01), Pommer et al.
patent: 4158001 (1979-06-01), Reuther et al.
International Tin Research Institute, Publication No. 559, 1979, Bokranz and Plum, "Fortschritte der chem. Forschung", vol. 16, Issue 3/4, p. 377.

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