CS203427B1 - Fungicide and desinfectant means - Google Patents

Description

The invention relates to fungicidal and disinfectant compositions consisting of trialkyltin halides or bis (trialkyltin) oxides and 1,3,5,7-tetraazoadamantane derivatives.

Due to their advantageous antifungal properties, the trialkyl tin compounds have found wide application in practice as fungicides, slimicides, herbicides and rhodendorepelents. The disadvantage of these compounds is their insolubility in water and low activity on bacteria, and in the case of gram-negative ones they are completely insufficient. The limitation of these drawbacks is solved by combining trialkyltin compounds with other active substances on the principle of synergism of effectiveness and utilizing the solubilizing properties of surfactants and suitable solvents, respectively. mixtures thereof for the formulation of water-miscible formulations and compositions [US Pat. No. 3 222158 (1965), Fr. U.S. Pat. No. 1,386,350 (1695), Cs. U.S. Pat. No. 145152 (1972)].

Application practice requires compositions with a broad antimicrobial spectrum of efficacy, which can only be ensured by a combination of active ingredients.

These disadvantages reduce the fungicidal and disinfectant compositions of the present invention. Their essence is that they contain 1 to 20 why. by weight of a trialkyl tin compound of the formula I or II,

RsSnX (I) (RsSnJ2O (Π), wherein R is an alkyl having 3 to 5 carbon atoms and X is halogen, 1 to 50% by weight of a surfactant or surfactant mixture of formulas III, IV and V or a surfactant mixture a compound of formula V and a copolymer of compounds of formulas III and IV,

RTO (CH ₂ CH 2 O) _n H (ΠΙ)

R 10 (CH 2 CH 2 CH 2 O) _n H (IV),

Rl

R 2 N-R ⁴

R ³ x (V), wherein R ¹ , R ² , R ³ are hydrogen or branched or unbranched alkyls having a carbon number of 1 to 5, one of which may be replaced by a benzyl or unbranched hydrocarbon radical having C 5 -C 16; R1 is a linear or branched alkyl having 2 to 20 carbon atoms, X is halogen or OH, 10 to 95% by weight of an organic compound or compounds containing at least one hydrophilic group of formula VI or VII,

R (OH) _n (VI),

R-GO-R (VII), wherein R is hydrogen or C1-C8 alkyl and is equal to 1, 2 or 3, optionally a mixture of said compounds and 1 to 20% by weight of 1,3,5,7-tetraazoadamantane derivatives of the general formula VIII,

OF

CH2

CH2 \

CH2

NΧΘ z \

CH2 CH2

K Z

CH 2 (VIII), wherein R is C 1 -C 3 alkyl, ω-haloalkyl C 5 -C 8 or benzyl, X is chlorine or bromine, wherein the molar ratio of the trialkyl tin compound to the 1,3,5,7-tetraazoadamantane used is at least 1: 2.5.

For this purpose, not only bis (tert-butyltin tin oxides) but 1 halides and carboxylates can be used.

1,3,5,7-tetraazoadamantane derivatives can be used as pure and solids or in the form of industrial aqueous products.

Nonionic and ionic formulations can be used as surfactants, both in pure form and as various solutions in sales forms. Of the nonionic surfactants, polyglycol chain agents such as Slovasols, Slovafols, Among the ionic surfactants, the best products have been found to be biologically active, such as various quaternary ammonium salts, bases, and the like.

Water and all substances with hydrophilic groups as well as adamantane derivatives can be used as solvents for these combinations. Such substances are in particular monovalent and polyhydric alcohols, ketones and hydroxy acid esters. It is preferred to use a mixture of two or more of these.

Combination of trialkyltin tin compounds with other active ingredients can produce a synergistic or antagonistic effect in efficacy. The combinations according to the invention have a high activity against a broad spectrum of microorganisms even at concentrations of 10 ^-6 . This effect is due to the activity of the two main active substances and is enhanced by the synergistic effect between them. High potency is also potentiated when using surfactants with biological activity. The compositions of the invention are highly effective on gram-negative bacteria, which greatly extends their potential for use as disinfectants. The activity of the composition according to the invention on microorganisms is given in the following table. The composition according to Example 1 (total active substance content 35 why) is listed in the table under number 1, under No. 2 the composition according to Example 3 (total active substance content 30%), under No. 3 the composition according to Example 4 ( total active substance content 37%), under number 4 the combination of trialkyltin tin compound with quaternary ammonium salt (active substance content 58% / o), under No. 5 the efficacy of trialkyltin tin compound itself (100%) and under No. 6 the efficacy a 1,3,5,7-tetraazoadamantane derivative (100%).

inhibitory concentration in ppm

Microorganism 1 2 E. coli 250 300 Aspergillus niger - Staphylococcus 5 10 aureus . 5. 10 Examples

1. Dissolve 15 g of 1- (3-chloroallyl) -3,5,7-triazo-1-azonium adamantane chloride in a mixture of 15 g of water and 30 g of ethyl alcohol, gradually adding 20 g of technical laurylbenzyldime.

250 500 500 1200 1 5 10 3000

1170 of thylammonium chloride, 10 g of a mixed copolymer of ethylene oxide and propylene oxide and 10 g of bis (tributyltin) oxide. This results in 100 g of a solution that is freely miscible with water and organic solvents.

2. Dissolve 2 g of 1- (3-chlorallyl) -3,5,7-triazo-1-azonium adamantan chloride in a mixture of 5 g of water and 85.5 g of ethyl alcohol, add 4 g of technical laurylbenzyldimethylammonium chloride, 2 g of ethylene oxide mixed copolymer and propylene oxide and 1.5 g of bis (tributyltin) oxide. 100 g of a solution which is miscible with water and organic solvents are obtained.

3. Dissolve 15 g of 1- (3-hexyl) -3,5,7-triazo-1-azonium adamantan bromide in a mixture of 20 g of acetone and 25 g of ethanol, then add 25 g of ethoxylated lauryl alcohol and 15 g of tributyltin chloride. 100 g of a water-miscible solution and org. solvents.

4. Dissolve 10 g of 1- (3-benzyl) -3,5,7-triazo-1-azonium adamantan chloride in a mixture of 25 g of water and 25 g of ethanol, then add 25 g of laurylbenzyldimethylammonium bromide and 15 g of bis (tributyltin) oxide. 100 g of a solution miscible with water and organic solvents are obtained.

Claims (5)

Fungicidal and disinfectant compositions based on trialkyltin compounds, surfactants and solvents, characterized in that they contain from 1 to 20% by weight of a trialkyltin compound of the formula I or II, R3SnX (I), (R3Sn) 2O (II) wherein R is an alkyl of 3 to 5 carbon atoms and X is halogen, 1 to 50% by weight of a surfactant or surfactant mixture of formulas III, IV and V, or mixtures of surfactant of formula V and copolymers of formula III and IV, R 10 (CH 2 CH 2 O) _n H (III), R 10 (CH 2 CH 2 CH 2 O) _n H (IV), R ¹ R ² —N — R ⁴ R ^3, X - (V), wherein R 1, R ² , R ³ are hydrogen or branched or unbranched alkyls having from 1 to 5 carbon atoms, one of which may be replaced by a benzyl or unbranched hydrocarbon radical having a C 6 -C 16, R ⁴ is straight or branched alkyl group of carbon number 2-20, X is halogen or OH, 10-95% by weight of the organic compound containing at least one hydrophilic group of the general formula VI or VII, R (OH) _n (VI), R-CO-R (VII), wherein R is hydrogen or alkyl of C 1 to C 8 and n is equal to 1, 2 or 3, optionally a mixture of said substances and 1 to 20% by weight of 1,3,5,7-tetraazoadamantane derivatives of formula VIII, N CH2 CH2 CH2 N-X \ CH 2 CH 2 -R X © \ X CH 2 wherein R is C 1 -C 3 alkyl, C 3 -C 6 or benzyl, X (VIII), ω-haloalkyl is chlorine or bromine, wherein the molar ratio of the trialkyl tin compound to the 1,3,5,7-tetraazoadamantane used is at least 1: 2.5. 2. A composition according to claim 1, wherein the compound of formula (II) is bis (tributyltin) oxide. 3. Compositions according to claim 1, characterized in that they contain as surfactants lauryldimethylbenzylammonium chloride and a mixed copolymer of ethylene oxide and propylene oxide. 4. Compositions as claimed in claim 1, characterized in that they contain water and ethyl alcohol as compounds of formula VI. 5. A composition according to claim 1, wherein the compound of formula VIII comprises 1- (chlorallyl) -3,5,7-triazo-1-azonium adamantane chloride.