DD161131A1 - MEDIUM FOR FOOD CONSERVATION - Google Patents

Abstract

The invention relates to means for food preservation, based on 2-ethylhex-2-en-1-al as an additional active ingredient propionic acid, 2-ethylhexane-1-acid or 2-ethylhex-2-en-1-acid.

Description

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VEB CHEMIEKOJiBIKM BITTERFELD Bitterfeld, 23.6.1981

/. 2195

WP A 01 N / 231 064/2

Putter preservation agent Field of application of the invention

The invention betrifft.Mittel for food preservation, or against undesirable harmful microorganisms in the _#. Storage period of feed can be applied ·

Characteristic of the known technical solutions

It is known to use 2-alkylsubstituted alk-2-en-1-ale for pest control in storage protection and on the hygiene sector ¹ (DD-PS, 143 023). However, the effect of these compounds is not always fully satisfactory at low Aufißandmengen. and their duration of action is insufficient in various cases. In addition, these aldehydes have a relatively high specificity towards certain types of microorganisms, thereby restricting a wide use of the agents.

It is also known that some aliphatic carboxylic acids have an antimicrobial action which can be used to protect molds and feeds from mold. Propionic acid is used for the preservation of wet cereals, harvested maize or other feedstuffs · The propionic acid is disadvantageous in addition to its risk of Xorrosion

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training for transport and Applikationseinrichtungen only at. relatively high dosages sufficient preservation effect _; fatty acids of medium chain length (5-10 carbon atoms) with saturated or unsaturated structure often show no lasting and equally strong activity against harmful fungi and bacteria and must be added to the substances to be preserved in relatively large quantities.

Although the preservative properties of alk-2-en-1-alene and aliphatic carboxylic acids are known, attempts have not yet been made to use mixtures of compounds of these two groups as preservatives. "

Zi eider invention

The aim of the invention is to develop new means for food preservation with improved antimicrobial effectiveness and duration of action «

Explanation of the essence of the invention ...

This object is achieved in accordance with the invention by the fact that the means for food preservation are characterized in that, on the basis of 2-ethylhex-2-en-1-al, in addition to the customary excipients, propionic acid, 2-ethylhe: San-1-acid or 2-ethylhex-2-en-1-acid at mixing ratios of 2-ethylhex-2-en-1 -el to combination active ingredient of 5 si to 1: 2 parts by mass contain · Surprisingly, it was found that the inventive Means for fodder preservation.have a greatly enhanced antimicrobial efficacy, better than expected. Additive effect of the individual components is (synergism) · In addition, with the. The active compound combinations according to the invention have widened the spectrum of action and have extended the duration of action. The compositions according to the invention show an excellent activity against fungal harmful organisms, yeasts, bacteria and protozoa, against insects and mites and their eggs.

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Stadiums show a medium to good effect. They do not damage or affect the external feedingstuffs at the required concentrations and are of low toxicity to warm-blooded animals.

The effect of the agents occurs both on the surface and in the interior of the biological raw materials. For these reasons, the compositions according to the invention are suitable for the preservation of animal feed. , ,

When using the food preservation agents according to the invention, mold growth and associated mycotoxin formation in high-moisture animal feeds during storage are prevented and thus losses and quality losses are avoided. "Products to be treated can be" feed grain, grain maize, soybeans and meal, broad beans, field beans, Fodder peas, sunflowers, lupines, rape seed include. Further, raw potatoes, compound feeds, green fodder, feed silages, molasses, fishmeal and pellets for animal nutrition may be treated.

BixTi further noteworthy advantage of the compositions according to the invention lies in their favorable toxicological properties. There are no disadvantageous residue problems to be expected, since the Y / irkstoffe used in the Wirk Stoffkombinat itself or its main body are present as naturally occurring compounds in organic resources. The preparation of the active ingredient 2-ethylhex-2-en-1-al used in the agents according to the invention and the combination active ingredients propionic acid, 2-ethylhexyl-1-acid or 2-ethylhez-2-en-1-acid is known and disclosed in US Pat (HOÜBEH-WBY1, Methods of Organic Chemistry, Volume VTI / 1 and Volume 71/2, U.S. Patent 2,444,399 and U.S. Patent 2,455,241, U.S. Patent 2,465,012 and Liebigs Ann. Chem. 610 (1957), 192). '

Of the active compound combinations according to the invention, depending on the type of application and field of application, formulations such as solutions, suspensions, emulsion concentrates, pastes, aerosol sprays ¹ or solid preparations can be prepared in a known manner.

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will be. For this purpose, they are mixed with the customary additives, such as water, liquid organic solvents, complexing agents, foam inhibitors, antioxidants or high molecular weight compounds. The addition of cationic, anionic or nonionic surfactants is expedient for improving the moisturizing effect and the whitening power in the harvest-moist feeds to be treated The formulations generally contain between 90 and 99.9 % by weight of the active compound combinations according to the invention.

The agents according to the invention are particularly advantageous in closed spaces, such as warehouses, free warehouses with tarpaulin or foil covers, silos, containers, means of transport and the like.

The application rate of the compositions of the invention depends on the specific application and can be varied within a wide range depending on the nature of the feed to be preserved. "In general, the required amounts of active ingredient 1 to 15 g per kg of treated · The application can be known by spraying, spraying, pouring * Dipping, pickling or cold misting »The following examples are intended to explain the invention in more detail»

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embodiments Example 1: Mucor mucedo - test

The active ingredients are allowed to act in culture tubes on Mucor mucedo. The growth of the fungi is determined by absorbance measurements in the coarsely disperse system in a photometer _. , The tubes are filled with a certain amount of sprouting virus by spore runoff with SISIER medium and. ·) Was obtained <a precultivation of 18 h at 5 ⁰ C. The, output dry weight of the suspension is 0.21 mg / ml · Then, the dissolved in ethanol 7 / irkstoffe be added (ethanol-Sndkonzentration: 1%) 4.5 · Uach , h the growth measurement in the photometer is carried out. The mushroom substance values corresponding to the extinletion values are determined on the basis of a calibration curve and the percentage growth inhibition of the respective agents compared to the control without addition of funds is determined therefrom.

The synergistic effect of the drug combinations is based on the formula of GOLBY,

E β X. + Y -, calculated.

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Table I:

Synergistic effect of drug combinations against harmful fungi (Mucor mucedo)

Conc. " / Mg / l /

Growth inhibition in %

Synergists see impact on COLBY

2-ethylhex-2-ene-1 2-butylhexyl-1-acid 2-ethylhex-2-en-1-acid 2-methylhex-2-en-1-acid

50 50 10 50

39

2-ethylhe ± 2-en-1-al '+' '50 + 50

2-ethylhephan-1-acid (1: 1), ..

2-ethylhex-2-en-1-l + 50 + 10 '

2-ethylhex-2-en-1-acid (5: 1); :

2-ethyl-2-ene-1-al '+ 50 + 50 "

2-Ethylhes: -2-en-1-oic acid

(1: 1)

+ 18.7 + 22.9

+ 17.0

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Example 2: Torulopsjg Candida - Test

Let the drugs in culture tubes on Torulopsis Candida act. The growth is determined by absorbance measurements in the coarse-dispersion system in a photometer. The tubes are filled with a specific amount of yeast suspension which has grown in Ivilliller medium after 15 hours York cultivation time. The starting dry weight of this suspension is 0.1 mg / ml For this purpose, the active ingredients dissolved in ethanol are added (final ethanol concentration: 1 %) . Subject 5.5 h, the growth measurement in the photometer. ¹ A calibration curve is used to determine the yeast dry substance values corresponding to the extinction values and from this the .percent growth inhibition the respective. means compared to the control without

Funding determined,

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The Synergistisehe effect of the drug combinations is according to the formula of COLBY,

X '· YS = J. + Y -, calculated ·

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Table II: _

Synergists see the effect of drug combinations on yeasts (Torulopsis candida) '.

Konz

Growth synergistic inhibition in terms of V / ir- % kung to COLBY

2-Bthylhez-2-en-1-al 50 80 propionic 10 3 propionic .50 · 9 Propionic acid _; ' 100 19 2-3thylthane-1-acid 10 .7 2-ethylhex-2-en-1-oic acid 10 "19

2-ethylhex-2-en-1-al + 50 + 50 92

Propionic acid (5: 1)

2-ethylhex-2-eh-1-al + ϊ 50 + 50 100

Propionic acid (1: 1) -. ».

2-ethylhex-2-en-1-al + 50 _v , + 100 100

Propionic acid (1: 2). '. , ·.

2-ethylhex-2-en-1-al + '50 + 10 100

2-ethylhe2an-1-acid (5: 1)

2-ethylhex-2-en-1 + 1 + 50 + 10 100

2-Ethylhe3> 2-en-1-acid

(5: 1)

+ 11.4 + 18.2 +.1.6.2 + 18.6 + 16.2

Example 3 Pectobacterium carotovorum - test

The active ingredients are allowed to act in culture tubes on Pectobacterium carotovorum. The growth of the bacteria is determined by absorbance measurements in the coarsely disperse system in a photometer.

The tubes are filled with a certain amount of bacterial suspension, which after 15 h precultivation time in glucose-Ichährboullion at 22 ^ C has grown. The initial dry weight of this suspension is 0.04 mg / ml * Then the dissolved in, DMP 7 / irkstoffe added (DMP final concentration: 1 %) · Tray 5 h, the measurement of bacterial growth in MA.YER medium by means of a photometer · By means of a calibration curve, the bacterial dry substance values corresponding to the extinction values are determined and from this the percentage growth inhibition of the respective agents compared to the control without added funds is determined. The synergistic effect of the active ingredient combinations is calculated according to the formula.by COLBY,

E = X + Y -

TOO

calculated.'

Table III:

Synergistic treatment of active compounds against bacteria (Pectobacterium carotovorum)

2-ethylhex-2-en-1-al-propionic acid

2-methylhex-2-en-1-sl propionic acid (5: 1)

C onz * Wa c hs turn s / mg / 1 / inhibition in

50 10

50 + 10

37

Synergistic effect after GOLBY

+ 27.25

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Example .4:. >

grain conservation

Each 400 g of wheat (Wj ₁ -S 22 i6) are filled into 800 ml glass jars * The active ingredients are added to the GIasinnenwand by means of a measuring pipette. The sealed with a screw cap tubes are then shaken several times to materials sufficient distribution 'of the active ingredients, au achieve ^_e! They are then stored in a climatic chamber at 25 ⁰ C 100 days in the dark. Each experimental variant is prepared in triplicate.-The evaluation of mold infestation takes place at the cereal grains by laying out of 100 grains per test variant in Petri dishes (d = 9 cm) with Maiz agar ITährmedium * 33ach seven days of incubation at 25 ⁰ G are infested Grains counted. The Schiimnelbefall in percent er- pays off from the number of infested grains compared to the

Total number of cereal grains.

Synergistic effect of active ingredient combinations against mold fungi for the preservation of wet cereals (wheat with 22 % moisture content)

Drug use amount in ml / kg case__in jf

2-ethylhex-2-en-1-al. 4 5

Propionic acid 4 53

v2-3thylhex-2-en-1-ol + 4 0 propionic acid (4: 1)

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Claims (2)

ZJ1UÖ4 2 WP A 01 N / 231 064/2 Invention claim Food preservation agent, characterized in that it contains propionic acid as an additional active ingredient on the basis of 2-3thylhex-2-en-1-al in addition to the usual excipients, 2-Ethylhexyl-1-acid or 2-ethylhexyl: T-2-en-1-acid at mixing ratios 2-3thylhex-2-en-1-el to combination. containing from 5: 1 to 1: 2 parts by mass " ji ^ riF / IQ ,; i ". ,,,