JPS59205301A - Bactericidal composition containing phenolic mixture - Google Patents

Abstract

(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to fungicidal compositions containing alkylated phenols with bactericidal activity.

Coal tar-type disinfectant fluids containing acid fractions of coal tar, or phenols, as active ingredients have long been used in agriculture,
Fluids that have been used in veterinary medicine and hospitals are divided into three main types: black fluids, white fluids, and clear soluble fluids.

The black disinfectant fluid is a clear, homogeneous solution of coal tar acid or similar acids derived from petroleum, with or without carbohydrates, and a suitable emulsifier, usually a soap-like substance. There is. This type of disinfectant fluid can be diluted to form a thick emulsion and supplemented with softened water. Black fluids are preferred over white fluids in applications where a non-R-rated fluid is required to exhibit long-term stability in low temperature storage.

The white disinfectant fluid is a concentrated, finely dispersed oil-in-water emulsion of coal tar acid or similar acids derived from petroleum, with or without carbohydrates, and protective colloids such as casein. It is stabilized by This type of disinfectant fluid can be used with any water supplement, even water that is unusually hard or salty.

Clear, soluble disinfectant fluids typically utilize low-boiling cresol, xylenol, and ethylphenol fractions of coal tar acid, are free of carbohydrates, and use high proportions of soap or synthetic emulsifiers.

This type of sterilizing fluid is exactly what its name implies.

Dilution with water usually gives a clear solution.

The high percentage of phenolic fraction used in the production of these disinfectant fluids has been provided by distillation of coal tar. The quantities that can be supplied by this method have decreased considerably in recent years.

As a result, there is a need to provide alternative active ingredients for the manufacture of fungicides that are more readily available.

The present inventors have now discovered that a mixture of inglobilized phenols from chiru seeds is suitable as a substitute for coal tar acid, which is the bactericidal active ingredient in black fungicidal fluid, white fungicidal fluid, and clear soluble fungicidal fluid. did. Additionally, these mixtures may be used in certain aromatic disinfectant fluids (pine disinfectants) that are primarily used for household disinfection purposes.

The isopropylated phenol composition is readily available compared to available coal tar acid fractions. Certain alkyl compounds have clear advantages in that they have a nearly faint odor, have excellent color properties, exhibit phototoxicity and a high degree of bactericidal activity, and may also have a wide range of applications. Although phenol isomers have long been known as pure compounds that can be utilized in antibacterial formulations (e.g., U.S. Patent No. 1W 220,775),
5-Diimpropylphenol and its use as a preservative as disclosed in No. 3) The inglobylated phenol mixture used according to the present invention is much easier to produce than the pure isomers mentioned above. It is a liquid. It is far more advantageous in that it is easier to handle and prescribe.

According to the present invention, there is provided a bactericidal composition containing a phenolic derivative mixture consisting of the following components as a bactericidal active ingredient.

1) Phenol of 0 to 5, divided into 1 to 3 layers; 1i) 20 to 100, or 25 to 85.
Two or more diisopropylphenols, especially 30 to 80% by weight; +++> 0 to 80. Preferably 15 to 75
．． 20 to 70% by weight of isopropylphenol substituted with mono-, tri-, or more in-propyl groups; c. 2,5-diisopropylphenol based on the total amount of the phenol mixture; It contains 20% by weight or less, preferably 10% by weight or less, particularly 5% by weight or less.

Any inpropylphenol composition having the properties I), ii) and iii) above can be used as an active ingredient in the fungicidal composition of the invention. Particularly suitable are isopropylated phenol compositions produced as overhead in the production of isopropylated triallyl phosphate or by direct alkylation of phenol. This suitable isopropylated phenol composition is phenol 1
It has an average molecular weight of 1.50 to 2.33 inpropyl groups.

Some of the typical isopropylated phenol compositions that are highly suitable for use in the fungicidal compositions of the invention (
A, B and C) are as follows: Compositions A and B are described in British Patent Specification No. 114,617.
% of the procedure described in No. 3, especially Example 3. Composition C is produced by direct isopropylation of phenol.

The composition of the fungicide according to the invention will of course vary depending on the type of fungicide.

The black germicidal fluid according to the present invention typically contains approximately 10 to 3
0% by weight inpropylated phenol composition i containing 40 to 60% by weight hydrocarbon oil; 15 to 35% by weight soap-like emulsifier and 1 to 10% by weight water. Soap-like emulsifiers are alkali metal or ammonium salts of fatty acids.

A preferred example is sodium stearate, 7-wheat castor oil soap.

The white disinfectant fluid according to the invention typically contains 20 to 40% by weight of an isopropylated phenol composition;
% by weight of a hydrocarbon oil and 40 to 60% by weight of an aqueous solution of a protective colloid such as casein, gelatin, dextrin, gum or starch.

The clear soluble disinfectant according to the present invention can be used for 15 to 50 ft.
% isopropylated phenol composition; 15 to 35
% by weight of soap or synthetic surfactant; 10 to 30
i[1% of a water-miscible C1-C4 alcohol, in particular isopropanol, and water are added to make total t,=.

Preferred examples of soaps or synthetic surfactants are alkali metal or ammonium salts of fatty carboxylic acids, such as sodium stearate or mustard oil soap; alkali metal alkyl sulfates, such as sodium dodecyl sulfate; Alkali metal salts of sulfuric esters of fatty alcohol ethoxylates 1, such as lauryl ether ethoxysulfate nonodium salt; alkali metal salts of alkyl sulfonic acids, such as sodium dodecyl sulfonate; alkali metal salts of alkaryl sulfonic acids, such as dodecylbenzenesulfonic acid Sodium; fatty acid sarcosinate; and alkyl sulfosuccinate.

A typical aromatic (pine) disinfectant fluid according to the present invention is an inpropylated phenolic composition of 5% to 5% by weight pine oil.

10 to 25% by weight soap, toshiwake and mustard oil soap,
and water to make the total volume.

Example 1: Preparation of isopropylated phenol composition c 752 parts of phenol - Fulcat 22A was placed in a reaction flask equipped with a stirring device, a thermometer, a gas inlet pipe, and a reflux device.
Add a mixture of 15.0 parts of activated Fuller's earth sold under the name .

After purging the apparatus with nitrogen gas, the temperature is raised to and maintained at 140°C. Propylene gas is passed through the gas inlet tube at 4.0 J per minute while stirring the mixture vigorously.

The progress of the reaction is detected by gas-liquid chromatography. The required alkylation reaction was completed in 4 hours and 15 minutes. The reaction product is allowed to cool under nitrogen gas and the catalyst is removed by filtration.

As a result, a fluid liquid with a pour point of 127°C becomes 133°C.
7 parts (96% of theory) are obtained. The composition measured by gas-liquid chromatography (@ is shown in Table 1 below).

Table 1: Composition of alkylated product C *) This one has 3-improbylphenol 0.63
It consists of 3.52 h, 4-improbylphenol.

4.) This product is 2,5-diisopropylphenol.
18th, 3.5-diisopropylphenol 0.55%
Consisting of

薖)U indicates an unknown substance.

Examples 2-4: Pine disinfectant fluid formulations are prepared with the following weight compositions.

Isopropylated phenol composition A, B or C:2
% Vine oil: 4130 Castor oil soap: 20% water
=74 The obtained bactericidal compound glue Deal-Wa
lker) coefficient is 100 for each component according to the present invention.
-110 absolute units.

Examples 5 to 7: Black bactericidal fluid formulations are prepared using winprobylated phenol compositions A, B or C:2 having the following weight composition:
0% Cresolic Creosote: 50 cm 30 cm Saponified Castor Oil Soap: 25 cm Water
2.

Examples 8-1G = White germicidal fluid formulations are prepared with the following weight compositions.

Isopropylated phenol composition A, B or C: 3
5% Aromatic Hydrocarbon Oil = 15% θ9 Casein Solution = 50% Examples 11 to 13: Clear soluble biocidal formulations are prepared with the following weight compositions.

Improvised phenol composition A, B or C:2
5% Improper Tool: 20 ml Anionic surfactant: 25 yen 30 ml oil! f&:5chi water:25
Substitution of % isopropylated phenol compositions A, B or C with the same concentration of typical commercial quality high boiling tar acid results in a significant reduction in the bactericidal activity of the fungicide, which also increases the Diehl-Walker coefficient. This is proven by

Takehiro Uriganto Chiba Geigy 7 Kuchengesell Shaft

Claims (1)

[Claims] (1) As bactericidal active ingredients: 1) O to 5% by weight of phenol; 1t) 2o to 100% by weight of two or more diisopropylphenols; +++) O to 80% by weight of mono A fungicidal composition comprising a phenolic mixture consisting of isopropylated phenol substituted with tri or more isopropyl groups, wherein component +l) contains 20% by weight or less based on the total amount of 45-diisopropylphenol tB phenol mixture. . +2) l) 1 to 3% by weight of phenol; ++) 25
1ii) 15 to 75% by weight of mono-, tri-, or more-substituted isopropylated phenols; component 11) is 2,5-diyne; 10% propylphenol based on the total amount of the phenolic derivative mixture
A composition according to claim 1, comprising a phenolic mixture comprising: (3) The phenolic mixture is used as an overhead during the production of isopropylated triallyl phosphate.
or the composition according to claim 1, which is produced by direct isopropylation of phenol. (4) The composition of claim 1 in the form of a black fluid disinfectant. (5) The black fluid disinfectant comprises 10 to 30% by weight of isopropylated phenol composition and 40 to 6% by weight of hydrocarbon oil.
5. A composition according to claim 4, comprising 1 to 15% by weight of soap-like emulsifier and 1 to 10% by weight of water. (6) The composition according to claim 1, which is a white sterilizing fluid type. (20 to 4 times the isopropylated phenol composition
0 weight [L hydrocarbon oil 20 to 40% by weight. The composition according to claim 6, having a composition of 40 to 60% aqueous protective colloid solution. (8) The composition according to claim 7, which contains gelatin, casein, dextrin, gum or starch as a protective colloid. (9) The composition according to claim 5, which contains an alkali metal salt or ammonium salt of a fatty acid as a soap component. aQ The composition according to claim 9, which contains castor oil soap as a soap component. aυ The composition of claim 1 in the form of a transparent soluble fungicide. 02 isopropylated phenol composition 15 to 50% by weight, soap or synthetic surfactant 15 to 35% by weight, alcohol having 1 to 4 carbon atoms 10 to 30% by weight
12. The composition according to claim 11, wherein the total amount is 100% by weight by adding % by weight and water. (13 Soaps or synthetic surfactants; alkali metal or ammonium salts of fatty acids; alkali metal alkyl sulfates; alkali metal salts of sulfates of fatty alcohol ethoxylates with 18 carbon atoms; alkyl sulfonates of alkali metals; The composition according to claim 12, comprising; an alkaryl sulfonate of alkali gold IA; a fatty acid narcosinate or an alkyl sulfosuccinate. Composition. 051 Inglobilized Phenol Mixture 5
Weight: 1 to 5% pine oil, 10 to 2% soap
15. The composition according to claim 14, with the addition of 5-layer compound and water to make the total i 100% by weight.