RO111323B1 - Fungicide compositions and synergic bactericides - Google Patents

Abstract

The invention relates to compositions fungicides and bactericides based on salts of cyanoacetamidoxime with 8-hydroxy quinoline and copper oxychloride, with certain proportions between components.

Description

The present invention relates to synergistic fungicidal and bactericidal compositions for combating diseases of crop plants.

The fungicidal and bactericidal action of some cyanacetamidoxime salts with 8 hydroxyquinoline is known, having the general formula I:

(i) wherein R can be: -H; -CH ₃ ; -C ₂ H ₅

Thus, 2-cyan-2-hydroxyiminoacetamide compounds are known, having a substituent selected from 8 - hydroxychmoline, imidazole and benzimidazole with fungicidal properties (RO 80888).

Also, a fungicidal composition, solid, constituted, as an active substance, of a derivative of 2-cyan-2-hydroxyiminoacetamide (RO 88246) is known.

The compositions having the active substance the cyanacetamidoxime salts of 8 hydroxyquinoline, according to the general formula I, have the disadvantages of a high price, a relatively limited biological action spectrum and the existence of the danger of selecting populations of phytopathogenic agents, resistant to them.

The present invention eliminates the mentioned disadvantages, in that the active substance consists of the synergy mixture of copper oxychloride, with cyanacetamidoxime salts of 8 hydroxyquinoline according to the general formula I, from 14: 1 to 1.33: 1.

The compositions according to the invention have advantages, in that they allow the reduction of the consumption of active substance of organic synthesis; broadening the spectrum of action; reducing the risk of selection of resistant populations of plant pathogens.

Following are four examples of the invention, the proportions being expressed by weight.

Example 1. Product according to general formula I 8%, copper oxychloride 72%, moliftan 8%, dispersions 10%, kaolin 2%.

Example 2. Product according to general formula I 5%, copper oxychloride 70%, moliftan 8%, dispersions 10%, kaolin 7%.

Example 3. Product according to the general formula I 15%, copper oxychloride 70%, moliftan 8%, dispersions 5%, kaolin 2%.

Example 4. Product according to general formula I 30%, copper oxychloride 40%, dispersions 1 5%, moliftan 8%, kaolin 7%.

The cyanacetamidoxime salts of 8 hydroxyquinoline are prepared according to the reaction: 'wherein R may be: -H; -CH ₃ ; -C ₂ H ₅

The process is as follows: In the saturated methanolic solution of R-cyanoacetamidoxime, 8 hydroxyquinoline is added, under continuous stirring, in equimolecular proportion. The mixture thus formed is concentrated in a water bath, in a low vacuum, until the complete methanol removal and salt precipitation.

The compositions according to the invention are prepared by homogenizing and grinding the components, in machines with continuous or discontinuous operation.

The synergism between cyanacetamidoxime salts with 8 hydroxyquinoline, according to the general formula I and copper oxychloride, is evidenced by the method of inclusion in the environment, in the action against the phytopathogenic fungus Pythium debaryanum.

After inclusion of the active substances to be tested in the color medium, in such chosen doses, so that the lethal dose 50 (DL 50) can be calculated by the probit inhibition-logarithm-dose method, the plates

Petri were inoculated with test fungus, two days old. marking

RO 111323 The growth of the colonies was carried out when, in the control variant (without fungicide), the maximum growth was recorded. The coefficient of toxicity (CCC) was calculated according to the formula Sun and 5 Johnson:

TT cco <7 a?

and ^TA

Ta x A Tb x 3 10

TT —--- - 1OO 1OQ in which:

CCO = cotoxicity coefficient

TT = theoretical toxicity 15

Ta and Tb = current toxicity (LD 50) of the simple products (A and B)% A and% B = the percentage participation in the mixture of each substance

TA = real mixture toxicity (LD 50)

The results recorded in the table

1, below, indicates the existence of a moderate synergism (CCO between 120 and 200%), between the two components of the mixture the proportions of 1: 1 to 1: 4 salt of 8 hydroxyquinoline of ceanacetamidoxime / copper oxychloride.

Table 1

In vitro action against Pythium debaryanum

The mixture proportion DL 50 mg / l _; Coefficient of cotoxicity COD % 8-hydroxyquinoline salt of ceanacetamidoxime + copper oxychloride 4: 1 1: 1 1: 4 25.03 18,67 22.59 106.12 158.78 144.82 copper oxychloride - 34.77 - 8-hydroxyquinoline salt of ceanacetamidoxime 24.52

The fungicidal and bactericidal action was demonstrated in an experience mounted in a cucumber crop, the Cornichon variety, each variant - repetition had 32 square meters, the plots being in randomized settlement. There were applied 5 irrigations from the time of the emergence of the culture until the fruit formed and a number of 6 treatments at the int, 7 days after the last treatment.

The results recorded in table 2 below demonstrate sineiv'smi '' existing between components in cucumber control and good bactericidal effect.

Table 2

Alternative Conc. % % qrad of attack Pseudoperonospora Pseudomonas cubensis syringae pv. lachrymans » Example 1 (in which R = H) 0.15 0.25 5.8 4.0 5.7 The 8-hydroxyquinoline salt of ceanacetamidoxime (R = H) wettable powder with 50% s.a. 0.15 0.25 19.6 4.9 5.5 Turdacupral 50 PU (50% copper as oxychloride) 0.50 20.3 7.8 untreated - 46.5 18.5

A

Claims (1)

Fungicidal and bactericidal, synergistic compositions based on cyanacetamidoxime salts with 8 - hydroxyquinoline of general formula: wherein R can be: -H; -CH ₃ ; -C ₂ H ₅ and copper oxychloride characterized in that the ratio between the components 5 is between 1: 1,33 and 1:14.