Additive to food products, biocidal product, 2-(1-hydroxy - 4-hydroxyphenyl)-benzoquinone (options) and method thereof

 

The invention relates to food industry, in particular additives to food products with biocidal properties. The product is a 2-(1-hydroxy-4-hydroxyphenyl)benzoquinone or 2-(1-hydroxy-4-hydroxyphenyl)-benzoquinone hydrated. The method includes receiving a mixing hydroquinone, hydropenia and water, the addition of 0.001 to 0.04% by weight of a mixture of salts of divalent iron, neutralization of the mixture after completion of the reaction and isolation of the resulting product. 2-(1-hydroxy-4-hydroxyphenyl)benzoquinone is used in the additive to food products or in the composition of the biocidal product. The invention allows to obtain the substance, which is an effective nutritional Supplement and combining antibacterial and antioxidant properties. 5 S. and 2 C.p. f-crystals, 5 Il., 11 table.

The claimed group of inventions relates to the field of biotechnology, and in particular to substances that are promising for use as additives to food products, in particular having biocidal properties and promising to fight bacterial and fungal lesions cosmetics and other goods. The invention is intended for use in the food and dairy industry is TBA.

Currently, there are a large number of substances and their compositions are promising for use as additives to food.

Under additives to food or food additives understand, as a rule, the group of substances of natural or synthetic origin, deliberately introduced into the product and used for improvement of technology, products specialized purposes (baby, diet, etc), save, or give food required properties, stability or improve the organoleptic properties. For food additives do not include compounds that increase the nutritional value of food and extraneous contaminants (contaminants).

Food additives, generally divided into additive that improves organoleptic properties and appearance of products (conditioners consistency, colors, flavors, flavorings), preventing microbial or oxidative spoilage of foods (preservatives) - antimicrobials and antioxidants; food additives required in the process of cooking (jelly and foam, clamps myoglobin and so on) and improvers quality food item is wochnik., SPb., “Ut”, 1996, S. 13-14).

To additives that prevent microbial or oxidative spoilage of foods (preservatives), include (Sarafanov S. A. Food additives: an encyclopedia. - SPb: GIARD, 2003, S. 45-48, 385-388, 489-491):

antimicrobial drugs - salt, vinegar, sugar, ethyl alcohol, carbon dioxide is used at a concentration of from percent to several tens percent;

substances conventionally related to the preservative - sorbic and benzoic acid, lowlands, sulfur dioxide, sulfites of alkali metals is used in a concentration of less than 0.5% and practically does not affect the organoleptic properties;

antioxidants - ascorbic acid and its salts, tocopherol, ancillarity, tert-butylhydroquinone, sulfites of alkali metals, santonin.

As additives, combining the presence of antimicrobial and antioxidant properties that are known, in particular, nitrites of sodium or potassium. Drugs used in doses of 50-125 mg/kg meat products as additives to other preservatives.

Due to their toxicity and mutagenicity they are of limited use (only in meat products) and require when working with them the observance of special precautions.

Most similar in effectiveness to C is ieromonachou, fruit and vegetables, bakery and other products. The additive is introduced into the product at a concentration of from 200 to 2000 mg/kg (Sarafanov S. A., Dietary supplements: an encyclopedia. - SPb: GIARD, 2003, S. 489-491).

The disadvantage of sorbic acid is the lack of antioxidant properties, as well as ineffective when used in products with a neutral or alkaline pH (a pH of not more than 6.5).

In addition, sorbic acid has a high cost and relatively low biocidal action, which excludes the possibility of its use for disinfection of the premises.

Now to combat the microorganisms used drugs such as metaphor, formaldehyde, Alcamo, chlorinated hydrocarbons, glutaric aldehyde, etc., (Eng. Pat. No. 1476730, 1977, CL 27 To 3/50, Pat. Germany No. 2820409, 1981, CL 27 To 3/50). Processing is done by the introduction of biocidal additives in products or by surface treatment of the product of their solutions or aerosols. However, these drugs do not have a prolonged action, dangerous to humans and the environment, are ineffective at low concentrations.

One of the most promising groups of biocides are various derivatives of guanidine (Eng. Pat. No. 821113, 1959, CL 15 (2) G; ed. St. the second malacocincla.

Among these derivatives is most famous for bacterial contamination polyhexamethylene guanidine hydrochloride, which received the name metacid (ed. St. USSR № 247463, 1968, class a 61 L 2/16; ed. St. USSR № 1698061, 1991, CL 27 To 3/34), which can be considered as the closest to the claimed drug biocidal action.

However, metacid effective only at relatively high concentrations of the drug, typically from 0.1 to 7% (ed. St. USSR № 247463, 1968, class A 61 L 2/16). In addition, noted for its high corrosiveness and toxicity to humans and animals, which virtually eliminates the possibility of its use in food products. In addition, as shown by the experiments, the biocidal action of the drugs in this group is marked only by direct contact with microorganisms.

Among the drugs that are close in structure to the claimed substances known derivatives benzoquinoines, such as fermentation and 2-phenyl-5-sulfato-para-benzoquinone (Helvetica Chimica Acta, v.XXX, Fsaciculus 11, 1947, p.578-584 // Beil Bd. 08/03/70 R. 2635-2637). All identified compounds had connections between nuclei With-C or-S -. The activity of these substances by the authors has not been studied.

Most similar in structure to declare the so U.S. No. 3257357, 1966, NC. 260-47), obtained by oxidation of phenols and used as components of copolymers with polypropylene or as additives that increase the resistance of the resins (U.S. Pat. U.S. No. 3257357, 1966, NC. 260-47; U.S. Pat. U.S. No. 3306874, 1967, NC. 260-47; U.S. Pat. U.S. No. 4645787, 1987, NC. 260-47). A common feature that brings them to the claimed substance, is the availability of the essential communications between the aromatic nuclei.

The difference data of analogues from the claimed substances is the absence of a quinoid groups, the polymeric nature of the connection, are fundamentally different physico-chemical properties.

The problem to be solved by the authors of the present group of inventions is the creation of a new substance, which is an effective nutritional Supplement and combining antibacterial and antioxidant properties, and the design method thereof.

This problem was solved by the creation of 2-(1-hydroxy-4-hydroxyphenyl) benzoquinone (Fig.1) in the form of individual compounds or in the form of crystalline (Fig.2) combining antibacterial and antioxidant properties, and is promising for use as additives to food or as a biocidal tool, and the method of their derivation.

Allocated during the synthesis of 2-(1-hydroxy-4-hydroxyphenyl) benzoquinone, komicheskomu method (C. A. Popkov, G. M. Pugacheva. Freezing point depression method of determining the purity of drugs. M.: Medicine, 1999, S. 9-28) was 234 K. E. (analysis 2408).

Mass fraction of carbon -59.5% 61.5%); mass fraction of hydrogen -4.8% (calculation -4.3%).

Substance after crystallization and drying forms a needle-like crystals of gray color, soluble in water and practically insoluble in organic solvents: benzene, dihlormetilen, chloroform, ethyl acetate, acetone, organic alcohols (methyl, ethyl, isopropyl). Poorly soluble in acids. pH of 5% aqueous solution of 6.8, a density of 0.9 g/cm3. The melting point is 170C.

The proof structure OHBH was carried out using the methods infrared (IR) and ultraviolet spectroscopy, proton magnetic (TMR) resonance and a number of other methods.

It was shown that UV-a spectrum (Fig.5) the substance has a maximum absorption at 285 nm, in the infrared spectrum (Fig.4) are characteristic of the substance of the absorption band at 817, 831, 1520, 1447, 3600-3000 cm-1, PMR spectrum (Fig.3) is characteristic of the substance of the proton signals in the region of 2.6-8.8 M. D.

To assess the structure of the preparation method of the TMR samples of the drug is at a frequency of 300 MHz. The assignment of the lines in the spectra produced by the signal of the resonance d6(=2.50 M. D.; 3.7 M. D. - the signal of the protons of water impurities). The PMR spectra were shooting at room temperature (202)C. PMR Spectrum shown in Fig. 3.

Spectrum analysis showed that in the region of resonance of the aromatic protons detected multiplet with the position=6.6 M. D., belonging to the protons of the hydroxyl and singlet with the position=8,76 M. D., belonging to the protons of the aromatic ring, which confirms the presence of hydrochinone patterns in the connection.

Analysis OHBH by IR spectroscopy revealed the characteristic line corresponding to the presence of hydroxyl groups, the substitution of the aromatic ring in the para-position, ties-With-O - and-C=C-, C=O, which confirms the expected secondary structure (PL. 1).

The study of the UV spectrum revealed the presence of characteristic absorption band with maximum at 285 nm, characteristic of hydrochinone patterns.

The method of obtaining 2-(1-hydroxy-4-hydroxyphenyl)benzoquinoines (hereinafter OHFB) lies in the interaction of hydroquinone (GC) with hydroperiod (SE)-calesa (SG) reactions

2(BUT WITH6H4-HE)+2O=C(NH2)2·H2O2=

BUT WITH6H4-O-C6H3O2(Fig.1)

+4NH3+2CO2+2H2O

The resulting mixture is neutralized and produce the target product by traditional methods, for example by a combination of filtration with evaporation of the filtrate. Purification of the obtained product is, as a rule, wash 96% ethanol and recrystallization AGFB from aqueous solution and drying the obtained product. The resulting crystals are OHFB-hydrated, which can optionally be subjected to further dehydration to OGFB.

SE can be entered in the initial mixture is initially in the form of a complex or obtained during the reaction as an intermediate connection of a mixture of urea and hydrogen peroxide introduced into the reaction medium.

Best is to use ingredients in a weight ratio of 60-70% of SE and 40-30% GC. Iron salts is administered in the amount of 0.001-0.04%. When changing the ratio of the ingredients a part of them remains unreacted, resulting in poor economic performance of the process. The reaction conditions are necessary for the complete hydrolysis of urea, which is hydroponic, with the formation of NH3and CO2, h and 1620-1590 cm-1.

Industrial use of the invention is illustrated by the following examples.

Example 1. Getting OGFB.

To 500 g of hydropenia (CO(NH2)2·H2O2placed in a porcelain mortar, was added 300 g of hydroquinone (GC) and 60 mg of ferrous sulfate (LCD), and thoroughly mixed at room temperature. Then to the mixture was added 0.1 ml of water. When this happens exothermic reaction which produces a black solid with a faint odor of ammonia.

To the obtained solid substance, add 200 ml of 5% aqueous solution of alkali (NaOH) and filtered the mixture. The obtained filtrate was evaporated to a dry residue, spent twice washing the solids 96% ethanol and recrystallize from aqueous solution. After recrystallization of the output substance - 280, 5% solution of pH 6.8. The melting point is 170C. the Molecular weight of the UV-spectrum of the substance has a maximum absorption at 285 nm, in the infrared spectrum are characteristic of the substance of the absorption band at 817, 831, 1520, 1447, 3600-3000 cm-1, PMR spectrum has a characteristic proton signals in the region of 2.6-8.8 M. D.

Assessment of the safety and efficacy of the substances was carried out at the Institute of toksikol the x, the rats). Animals were divided into groups randomly by the method of randomization. As eligibility criteria randomization believed the absence of external signs of disease and the homogeneity of the groups in body weight (20%).

The substance was ground into powder, which was prepared aqueous solutions (suspensions) for intragastric (W/W) introduction. The introduction was carried out by orally through the metal atraumatic tip in ascending doses according to the Litchfield-Wilcoxon signed.

To study each of the dose groups were used in 6 animals of the same sex. In addition, there were similar groups of control animals of each sex, which is on the same path were treated with equivalent volumes of the solvent is distilled water. The observation period was 14 days.

The following results were obtained in rats LD50=190025 mg/kg; LD16=53020 mg/kg; LD84=3400150 mg/kg

Introduction substance in toxic doses over 20-30 minutes, followed by the development of lethargy, inactivity, ataxia, tremor, theresaknott wool, hypersalivation. Within hours developed episodes of the clone is difficulty breathing and paralysis. Surviving animals were inhibited, geodinamica, had unkempt appearance.

At the opening the day after acute injection revealed: the pleura and the chest is not changed. Light pale pink, air, without seals to the touch. The heart size is within normal limits. In the cavities of the heart contains a small amount of liquid blood. The heart muscle is dense, brown color. The stomach is filled with a small amount of dense food. The mucous membrane is brilliant, folded, slightly pinkish.

The mucosa of the small intestine shiny, smooth, pinkish. The size and shape of the liver did not differ from the control. The surface of the liver is smooth. The capsule is a thin, transparent. Figure the liver in the context is not changed. The liver tissue is moderately full. The kidneys of normal size and shape, brownish, thick, with distinct cortical and brain matter on the context. The thyroid gland, adrenal gland and pancreas in appearance does not differ from the control. Upon examination of histological preparations of the stomach and parenchymatous organs of the differences in structure between the experimental and control groups were found. The vessels of the lungs were moderately full. The epithelium of the alveoli and vnutrennego is not observed. Miamiville left ventricle and interventricular septum had a distinct transverse striation, the nucleus of cardiomyocytes were bright. The vessels of the myocardium moderately full. Lobed structure of the liver was preserved. Border hepatocytes were clear, the cytoplasm of the hepatocyte - laboratoriniai, granular; kernel with a sufficient content of chromatin and thin nuclear membrane.

The epithelium of convoluted tubules of the kidney changes were introduced. The cytoplasm was granular, oxytelinae, engine light. The vessels of the glomeruli moderately full.

The structure of the fundic mucosa of the stomach was not different from control. Kernel epithelium and mucous glands were bright. In the basal regions of the glands preserved granularity in the cytoplasm. The epithelium of the villi and crypts of the mucosa of the small intestine was preserved in the crypt mitoses were present.

When stained frozen sections of the liver Sudan IV signs of fatty degeneration was not observed. In the brain was observed subdural and perivascular hemorrhage.

The results of measuring the body weight of the animals survived toxicity at doses that cause lethal effects, indicate a slight decline in the average body weight in all animals, in which all the groups did not differ from the control.

The analysis values of the mass ratios of the internal organs did not reveal any significant differences between groups of animals treated with the substance, and the control group.

The results of toxicomanie, observations of experimental animals for 14 days after acute administration, and necropsy data allow us to classify the claimed drug to a class IV low-toxic drugs (N. Hodge et al. Clinical Toxicology of Commercial Products. Acute Poisoning. Ed. IV, Baltimore, 1975, 427 p.; K. K. Sidorov, 1973).

Chronic daily (for 30 days)/W the introduction of substances to rats at a dose of 100 mg/kg (dose exceeding the maximum therapeutic for a person 2 times) (encyclopedia of medicine”, ed. 7. Ed. by Y. F. Krylov, M., 2000, S. 678) lethal effects were observed. None of the used indicators did not reveal statistically significant differences with the control (water) (p>0.05 at 95% level of probability) or pathological deviations for the limits of variation of physiological norm (PL. 2, 3).

At necropsy rats scored on the next day after the last injection of the substance, the dimensions, form and coloration of the internal organ is ka were shiny, pale pink, with no signs of irritation or inflammation. Histological examination of the preparations of the lung, myocardium, liver, kidney, and gastric mucosa of experimental animals degenerative, inflammatory or necrobiotic changes in the above organs were observed.

The epithelium of the alveoli and intra-lungs bronchi changes were introduced, the alveoli were air. Of atelectasis or swelling of the lung tissue were observed. Cross-striated myofibrils attack was clear. The structure of liver disorders is not represented. Border hepatocytes were distinct, granular cytoplasm, laboratoryjna, engine light with a thin membrane and distinct nucleoli. Neuroepithelium with OxyFile granular cytoplasm and bright clear nuclei. The epithelium of the gastric mucosa is saved, the main and tuck the glands of the stomach are not changed.

Chronic intake of this substance, OHBH in mice and rats through the stomach does not cause degenerative or destructive changes in parenchymatous organs and is not accompanied by irritation of the mucous membranes of the gastrointestinal tract. Thus, the overall indicator of chronic mortality and overall non-lethal who has no sensitizing effects, i.e., does not provoke the development of allergies, has no toxic effect on reproductive function and no mutagenic effect. The drug does not have a locally irritant effect.

Example.2. Evaluation of antioxidant activity of substances

For analysis of total antioxidant activity of substances used spectrophotometric method with guanidinum reagent and Riboflavin in optical density at a wavelength of 460 nm on a spectrophotometer SF-56. Indicator of antioxidant activity was 455% of the protected area. density/ mg protein.

Example 3. In the conditions of example 1 were carried out synthesis OGFB when changing the ratio of ingredients. The results are shown in table.4.

Example 4. Testing the effect of the drug obtained in example 1, food was conducted at the Department of organic, physical and biological chemistry, St. Petersburg state University of refrigeration and food technologies. Studied the effect of different doses of the drug on the development of lactic acid bacteria during fermentation of milk, their metabolic activity during storage at different temperatures on inovas acid to change the quality of the cream during storage. As objects of research were used:

- ryazhenka "Tenderness", produced Piskarevsky MOH;

- kefir "Doctor", produced by JSC "Petmol";

- yoghurt, cooked in the laboratory of Microbiology of Spbgunipt in pasteurized milk (pasteurization at 80°C for 5 min);

- ordinary yogurt, cooked in pasteurized milk (the same).

The drug was made at a concentration of 0.05% and 0.01% in the finished milk products, fermented milk and yogurt, and in the preparation of yogurt and yogurt - before making sourdough. As an alternative preservative was used sorbic acid in a concentration of 0.01%.

In the products was determined titratable acidity according to GOST 3624-92, microbiological indicators: the number of mesophilic aerobic and facultative anaerobic microorganisms (QMAFAnM), the titer of bacteria of the coli group (bgcp), the number of yeasts and filamentous fungi according to GOST 9225-87, microscopic picture and organoleptic evaluation.

In the study of microflora of yoghurt prepared with the addition of milk before fermentation 0,05% OHBH, in microscopic drug discovered involutionary individuals. In this regard, a further dose of insertion of the drug was reduced to 0.01%.

Finished dairy products, fermented milk and yogurt after making preservatives stored in a home refrigerator at a temperature of 6...8With and at a temperature of 37C. Samples of yogurt and sour after 2 days storage at 37 ° With lost his presentation: appeared sucks serum, clot was torn, on the surface of the control sample was formed film, in microscopic drug which were found deficient yeast.

In table. 5 presents data on the change in foreign microflora in fermented milk products after 12 days of storage at 6...8C.

From table.5 it follows that OHBH made in fermented milk product after its production (fermented baked milk, yogurt), and before ripening milk (yogurt, buttermilk), in the process of storing food at a temperature of 6...8With suppresses the development of foreign microorganisms: the number of mesophilic aerobic and facultative anaerobic microorganisms (QMAFAnM) less on average one to two orders of magnitude, and the number drag lock (bgcp) introduction to data concentrations are not affected. As for sorbic acid, it does not have a significant impact on QMAFAnM, and similarly with OHBH inhibits the growth of yeast.

The results of organoleptic evaluation of samples of yogurt and sour after 12 days of refrigerated storage are presented in table.6.

The effect of different doses OHBH on the microflora of yogurt and its metabolic activity was studied as follows. In sterilized milk contributed 5% of the starter culture for yoghurt, prepared on the basis of liofilizirovanny yoghurt cultures firm "Visby". Then in flasks with fermented milk made 2, 1, 0.5 and 0, 25% OHBH and kept them at a temperature of 42With over 9 hours during fermentation was determined titratable acidity, time of ripening milk and microscopic picture.

In the control sample increased acidity occurred evenly throughout the fermentation process.

In the sample containing 0.25% of the drug, the acidity in the first hours was growing faster than in the control, in addition, a clot in the sample was formed on 30 minutes earlier than in the control sample. After the formation of a clot rate increase of acidity in this sample was compared with the control. In the sample, codebrowse compared to the control sample and the sample containing 0.25% OHBH.

In samples containing 1 and 2% of the drug, the acidity slowly increased to 48 and 36S, respectively, after which it growth has stopped. Clot in these samples was not formed. Thus, the drug at a dose of 0, 25% increases the metabolic activity of yoghurt cultures, further increase in the concentration of apiana led to the suppression of acid-forming activity of lactic acid bacteria. The study of the influence of OHBH on the activity of lactic acid bacteria was carried out as follows. Were chosen for the study yoghurt culture - Bulgarian Bacillus Lactobacillus bulgaricus 22K (from the collection of VNIIMS) and Streptococcus thermophilus SL 26 (from the collection VNIIA). Cultures were made in sterilized milk in an amount of 5%, and incubated at 42C. the Preparation was made in the amount of 0.01% before the introduction of inoculum. Every 3 h samples were taken and determine the titratable acidity and the number of cells of lactic acid bacteria. In flasks with thermophilic Streptococcus, as in the control, and add OHBH, the clot formed after 3.5 h, and in flasks with Bulgarian Bacillus - after 4 o'clock

In table.7 presents data on the increase of the number of cells and titrated keys the key and thermophilic Streptococcus, as well as their enzymatic activity. As in the control sample and the sample preparation is the number of cells and titratable acidity increased identically.

Investigation of the effect of preservatives on the quality of the butter cream was carried out as follows. Cream was prepared on the basis of oil "Valio" with a mass fraction of milk fat 82% and oil "Farm" with a mass fraction of fat 71%, including milk fat 41%. In the ready the cream content of milk fat and butter "Valio" was 50%, and oil farm - 25%.

In the samples of the cream made 0,02% OHBH and 0.02% sorbic acid. In the initial samples and in samples of cream after 30 days of cold storage was determined by peroxide value (the amount of iodine released from the sample with potassium iodide peroxide compounds) and acid number titration of 0.1 N. the solution of KOH. The results are shown in table.8. As follows from the table.8, after 30 days of storage of the cream at a temperature of 6With peroxide value increased significantly only in the sample of cream made from oil "Valio" with the addition of sorbic acid. In other samples, this figure differed little from contra "Farm". Such differences apparently related to the fact that the mass fraction of milk fat in butter "Valio" almost two times higher than in the "Farm".

In table.9 shows the results of organoleptic evaluation cream stored for 30 days at a temperature of 6With and within 7 days at room temperature (18...20C).

Tangible organoleptic changes of control samples of the cream is kept at a temperature of 6With appeared after 10 days of storage, whereas samples with preservatives remained unchanged taste, smell and color.

After 30 days of cold storage the greatest oxidative deterioration of fat was observed in the control samples, and the lowest in the sample with OHBH. Note that samples of cream, prepared from the farm's oil, were less susceptible to oxidative damage than the samples of cream of oil "Valio", which may be attributed to the smaller mass fraction of milk fat in farm butter.

Storing samples of the cream at room temperature resulted in more rapid deterioration, and after 14 days the fat in the control samples of the cream has been completely oxidized. OTU 0.063 m3put 20 kg of hydroquinone was added to 12 liters of 3% hydrogen peroxide and with stirring, brought the mixture to a temperature of 70(Until complete dissolution of hydroquinone), and then added 0.5 kg of urea and was stirred for half an hour, after which the mixture was added 200 cm35% solution of iron sulphate and 15 liters of 10% hydrogen peroxide. After the reaction mixture was added 2 l of 25% caustic (NaOH). Then working the mixture is evaporated, dried and recrystallized from aqueous solution. The output substance - 17 kg of 5% solution of pH 6.8. The melting point is 170C.

UV-spectrum substance has a maximum absorption at 285 nm, in the infrared spectrum are characteristic of the substance of the absorption band at 817, 831, 1520, 1447, 3600-EPA cm-1, PMR spectrum has a characteristic proton signals in the region of 2.6-8.8 memorial plaques In the IR spectrum of the obtained substance was not detected characteristic amide bands 1690-1630 cm-1and 1620-1590 cm-1. In the course of the study examined the effect of the drug on the culture of microorganisms.

The test crops were selected on the basis of their different sensitivity to the adverse effects of the external environment, including chemical realities on the cell wall more superficial layers (capsules and others);

- the origin of the strain (Museum or clinical isolate);

- the individual characteristics of the microorganism;

the population density of microorganisms, experiencing “pressure” adverse factor.

As an additional measure took into account the identity of the test culture to normal (NM) or opportunistic (UPM) microflora, the List and characteristics of the test cultures are given in table. 10.

Test cultures were grown in appropriate nutrient media (Lactobacillus acidophilus in MPC-1; Escherichia coli M-17, Klebsiella pneumoniae, Salmonella enteritidis, Staphylococcus aureus 209 - nutrient broth; Candida albicans - maltose broth) for 24 hours at 37C. liquid cultures were prepared by standard suspension density of 103-10 CFU/ml and was applied for 100l on the surface similar to agar media containing 0.025-0.5% of the studied drugs. Crops were incubated at 37C for 5 days, watching daily then made the counting of colonies. The results were expressed in lgKOE/ml (see table.11).

Note. In the absence of growth of the colonies believed that 100 μl of the sample contains less than 1 colony, i.e., less than 10 colonies in 1 ml of the range of the drug has a broad spectrum of antimicrobial activity against yeast and bacteria regardless of the type of the structure of their cell wall and population density. The effective concentration of the drug in example 1 correlates with the degree of microbial resistance to adverse external influences (0.05% for moderately stable and 0.1% for resistant microorganisms).

Claims

1. Additive to food products, characterized in that it comprises 2-(1-hydroxy-4-hydroxyphenyl)benzoquinone and/or 2-(1-hydroxy-4-hydroxyphenyl)-benzoquinone hydrated.

2. 2-(1-hydroxy-4-hydroxyphenyl)benzoquinone General formula

3. 2-(1-hydroxy-4-hydroxyphenyl)benzoquinone hydrated General formula

4. Detergent, namely, that it contains the substance under item 2.

5. The method of obtaining 2-(1-hydroxy-4-hydroxyphenyl)of benzoquinone, namely, that the hydroquinone mixed with hydroperiod in the presence of water, type of 0.001 to 0.04% by weight of a mixture of salts of divalent iron, neutralize the mixture and produce the product.

6. The method according to p. 5, characterized in that the hydroquinone mixed with hydroperiod in a weight ratio of (30-40):(70-60).

7. The method according to p. 5, characterized in that hydroponic receive during the reaction as an intermediate product

 

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