DE526917C - Process for the preservation of materials which can be decomposed by microorganisms, in particular food - Google Patents
Process for the preservation of materials which can be decomposed by microorganisms, in particular foodInfo
- Publication number
- DE526917C DE526917C DES85028D DES0085028D DE526917C DE 526917 C DE526917 C DE 526917C DE S85028 D DES85028 D DE S85028D DE S0085028 D DES0085028 D DE S0085028D DE 526917 C DE526917 C DE 526917C
- Authority
- DE
- Germany
- Prior art keywords
- ester
- esters
- preservation
- materials
- microorganisms
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000000463 material Substances 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 5
- 235000013305 food Nutrition 0.000 title claims description 3
- 244000005700 microbiome Species 0.000 title claims description 3
- 238000004321 preservation Methods 0.000 title description 5
- 150000002148 esters Chemical class 0.000 claims description 17
- 239000002253 acid Substances 0.000 claims description 15
- 150000004702 methyl esters Chemical class 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 238000000855 fermentation Methods 0.000 description 11
- 230000004151 fermentation Effects 0.000 description 11
- QOSMNYMQXIVWKY-UHFFFAOYSA-N Propyl levulinate Chemical compound CCCOC(=O)CCC(C)=O QOSMNYMQXIVWKY-UHFFFAOYSA-N 0.000 description 8
- 235000015110 jellies Nutrition 0.000 description 6
- 239000008274 jelly Substances 0.000 description 6
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 5
- 125000004494 ethyl ester group Chemical group 0.000 description 5
- -1 Amyl ester Chemical class 0.000 description 4
- 238000011161 development Methods 0.000 description 4
- 235000011389 fruit/vegetable juice Nutrition 0.000 description 4
- 229920002472 Starch Polymers 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 235000015090 marinades Nutrition 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 3
- 235000019698 starch Nutrition 0.000 description 3
- 239000008107 starch Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 241000416162 Astragalus gummifer Species 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 2
- 241000588724 Escherichia coli Species 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 241001123663 Penicillium expansum Species 0.000 description 2
- 229920001615 Tragacanth Polymers 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 235000015097 nutrients Nutrition 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 235000010487 tragacanth Nutrition 0.000 description 2
- 229940116362 tragacanth Drugs 0.000 description 2
- 239000000196 tragacanth Substances 0.000 description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 241000193830 Bacillus <bacterium> Species 0.000 description 1
- 206010013911 Dysgeusia Diseases 0.000 description 1
- 240000009088 Fragaria x ananassa Species 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 229930045534 Me ester-Cyclohexaneundecanoic acid Natural products 0.000 description 1
- 241000228143 Penicillium Species 0.000 description 1
- 208000005374 Poisoning Diseases 0.000 description 1
- 241000589517 Pseudomonas aeruginosa Species 0.000 description 1
- 241000589540 Pseudomonas fluorescens Species 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 235000015203 fruit juice Nutrition 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 244000052769 pathogen Species 0.000 description 1
- 230000001717 pathogenic effect Effects 0.000 description 1
- 231100000572 poisoning Toxicity 0.000 description 1
- 230000000607 poisoning effect Effects 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000013995 raspberry juice Nutrition 0.000 description 1
- 235000021012 strawberries Nutrition 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 235000015192 vegetable juice Nutrition 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23B—PRESERVATION OF FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES; CHEMICAL RIPENING OF FRUIT OR VEGETABLES
- A23B2/00—Preservation of foods or foodstuffs, in general
- A23B2/70—Preservation of foods or foodstuffs, in general by treatment with chemicals
- A23B2/725—Preservation of foods or foodstuffs, in general by treatment with chemicals in the form of liquids or solids
- A23B2/729—Organic compounds; Microorganisms; Enzymes
- A23B2/742—Organic compounds containing oxygen
- A23B2/754—Organic compounds containing oxygen containing carboxyl groups
- A23B2/758—Carboxylic acid esters
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Chemical & Material Sciences (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Description
Verfahren zum Haltbarmachen von durch Mikroorganismen zersetzlichen Materialien, insbesondere Lebensmitteln Durch das Patent 438 588, K1. 53k, ist ein Verfahren zum Konservieren bekannt geworden, bei dem die zu konservierenden Materialien der Einwirkung ungiftiger AlkoholestercarbocyclischerSäuren ausgesetztwerden.Process for preserving decomposable by microorganisms Materials, especially foodstuffs By patent 438 588, K1. 53k, is a Process for preservation become known in which the materials to be preserved exposed to non-toxic alcohol ester carbocyclic acids.
Es wurde nun gefunden, daß den Estern, die -2 oder mehr Kohlenstoffatome im Alkyl enthalten, eine ganz besondere, mit der Anzahl der Kohlenstoffatome steigende konservierende Wirkung zukommt, so daß eine vollkommene Konservierung durch die höheren Ester oder Estergemische mit meist erlieblich geringeren Konzentrationen erreicht wird. Das war keinesfalls ohne weiteres vorauszusehen. Ferner bedeutet der geringere Zusatz der Konservierungsmittel eine vollkommene Vermeidung irgendwelcher Gesundheitsschädigungen, da die höheren Ester der p-Oxybenzoesäure außerdem an sich noch weniger schädlich für die Gesundheit sind als der Methylester. Es beträgt nämlich die geringste Dosis, welche beim Tier Vergiftungserscheinungen auslöst, für den Methylester a g, für den Äthyl- und Propyfester aber 3 bis .[ g pro kg Tiergewicht. Bei der Konservierung von empfindlichen Lebensmitteln werden ferner infolge der zur sicheren Haltbarmachung genügenden geringeren Konzentrationen der höheren Ester geschmackliche Störungen mit noch größerer Sicherlieit vermieden.It has now been found that the esters having -2 or more carbon atoms contained in alkyl, a very special one, which increases with the number of carbon atoms preservative effect, so that a perfect preservation by the higher esters or ester mixtures with mostly lower concentrations is achieved. It was by no means easy to foresee. Furthermore means the lesser addition of preservatives a complete avoidance of any Damage to health, as the higher esters of p-oxybenzoic acid also per se are even less harmful to health than the methyl ester. It is namely the lowest dose that triggers symptoms of poisoning in the animal for the Methyl ester a g, for the ethyl and propyl ester, however, 3 to [g per kg animal weight. In the preservation of sensitive foods are also as a result of lower concentrations of the higher esters that are sufficient for safe preservation taste disturbances avoided with even greater certainty.
Die Tabelle zeigt die unter gleichen Bedingungen bei Kulturversuchen
des Fäulniserregers Bacterium coli und des Schimmelpilzes Penicillium glaucum auf
Altarnährboden zur dauernden Verhinderung der Entwicklung und bei Gärungsversuchen
mit obergäriger Brennereihefe und Zuckerlösung zur dauernden Gärungsverhinderung
-benötigte Mindestkonzentration der Ester der p-O_xybenzoesäure.
Frisch gepreßter jobannisbeersaft läßt sich durch den möglichen Höchstzusatz von 0,2;"1" p-Oxybenzoesäuremethylester nicht gegen Gärung schützen, wohl aber durch o;o5 "jo p-O:xybenzoesäurepropylester. Ebenso verhält sich io °/"ige wäßrige Malzextraktlösung gegen beide Ester, nur unterbleibt hier jede Gärung bereits bei einem Zusatz von 0,04 °/" p-Oxybenzoesäurepropylester. In Geleemarinaden verhindert ein Zusatz von o, i 5 "/" Methylester zwar die Schimmelbildung, nicht aber die Entwicklung der -sogenannten Kugelbakterien; leztere verhindert aber ein Zusatz von o,o5 "j" eines Gemisches gleicher Teile Äthyl- und Propylester der p-Oxybenzoesäure. Ein mit Bacillus prodigiosüs, Bacterium fluorescens, Penicillium glaucum und Bacterium coli geimpfter Stärkekleister wurde bei Zusatz von o,i5 °/" Methylester innerhalb 2 Monaten noch flüssig, bei Zusatz v031 0,03 °/" Amy lester blieb er unverändert. Eine Traganthstärkegallerte in Glycerin konnte durch Zusatz von nur 0,04'/" p-Oxybenzoesäurebutylester in gleicher Weise wie durch einen Mindestzusatz von o,i5 "1o Methylester der p-Oxylbenzoesäure gegen Zersetzung geschützt werden.Freshly squeezed jobannisberry juice cannot be protected against fermentation with the maximum possible addition of 0.2; "1" p-oxybenzoic acid methyl ester, but can be protected against fermentation by o; o5 "pO: xybenzoic acid propyl ester. 10% aqueous malt extract solution behaves in the same way against both esters However, fermentation does not take place with an addition of 0.04% p-oxybenzoic acid propyl ester. In jelly marinades, adding 0.15 "/" methyl ester prevents the formation of mold, but not the development of the so-called spheroidal bacteria; but an addition of 0.05 "j" of a mixture of equal parts of ethyl and propyl esters of p-oxybenzoic acid. A starch paste inoculated with Bacillus prodigiosus, Bacterium fluorescens, Penicillium glaucum and Bacterium coli became with the addition of 0.15% methyl ester within Still liquid for 2 months, with the addition of 0.03 % amyl ester it remained unchanged. A tragacanth starch jelly in glycerine was made possible by adding only 0.04% of p-oxybenzoic acid butyl esters are protected against decomposition in the same way as by adding a minimum of 0.15 "1o methyl ester of p-oxylbenzoic acid.
Durch Verwendung von Gemischen solcher Ester unter sich oder mit dem Methvlester läßt sich die Wirkung noch verbessern, d. b. man erreicht so entweder Wirkungen, die mit den Estern allein nicht eintreten, oder man erreicht dieselbe Wirkung mit geringerer Konzentration als bei Anwendung der Ester für sich. So kommt Bacillus pyocyaneus in Nährbouillon noch zur Entwicklung trotz Zusatz der praktisch möglichen Höchstkonzentration von 0,3 "/o Methylester oder o,15 °/" Äthy lester der p-Oxybenzoesäure; es unterbleibt aber die Entwicklung vollkomrren,wenn der Nährbouillon je 0,15 °/" dieser beiden Ester gemeinsam zugesetzt werden.By using mixtures of such esters with one another or with the methyl ester, the effect can be further improved, ie one either achieves effects which do not occur with the esters alone, or one achieves the same effect with a lower concentration than when using the esters alone. Thus, Bacillus pyocyaneus still develops in nutrient broth despite the addition of the practically possible maximum concentration of 0.3 "/ o methyl ester or 0.15" / "ethyl ester of p-oxybenzoic acid; However, the development completely fails if 0.15% of each of these two esters is added together to the nutrient broth.
Die isomeren Ester der m-Oxvbenzoesäure verhalten sich ganz ähnlich.The isomeric esters of m-oxybenzoic acid behave quite similarly.
Beispiel i Zu frisch gepreßtem Himbeersaft gibt man o,45 pro Mille p-Oxybenzoesäurepropylester, indem man den Ester in wenig Alkohol löst und diese Lösung langsam zu dem durch Umrühren u. dgl. bewegten Saft zulaufen läßt und darin gleichmäßig verteilt.Example i Add 0.45 per mille to freshly squeezed raspberry juice p-Oxybenzoic acid propyl ester, by dissolving the ester in a little alcohol and this Allow the solution to slowly run into the juice, which has been agitated by stirring and the like, and then add it equally distributed.
Beispiele Bei der Herstellung einer Gallerte aus Stärke, Traganth u. dg1. löst man in dem zur Bereitung der Gallerte zu benutzenden Wasser vorher unter Erhitzen o,i5 pro Mille p-Oxybenzoesäurebenzylester. Beispiel 3 Bei der Herstellung einer Malzextraktlösung löst man in dem zur Bereitung der Lösung zu benutzenden Wasser vorher unter Erhitzen 0,3 pro Mille p-Oxybenzoesäurebutylester. Beispiel 4 Pflanzenpreßsaft versetzt man mit o,8 pro Mille eines Gemisches von 5o Teilen Äthyl-und 5o Teilen Propylester der p-Oxybenzoesäure, indem man das Gemisch in der fünffachen Gewichtsmenge Alkohol löst und diese Lösung unter Umrühren zu dem Preßsaft tropfen läßt. Beispiel s Bei der Herstellung von Geleeinarinaden löst man in dem zur Bereitung des Geleeaufgusses zu benutzenden Wasser ein Gemisch von 6o Teilen Propylester und 4o Teilen Äthylester der p-Oxybenzoesäure unter Erhitzen in solchen Mengen, daß der Gehalt der fertigen Marinade an Ester o,5 pro Mille beträgt. Beispi,el6 Erdbeeren werden im eigenen Saft ohne Zusatz von Zucker gekocht, und sodann wird in der noch heißen Masse 0,3 pro Mille Propylester und 0,45 pro Mille Methylester der p-Oxybenzoesäure unter Umrühren gelöst.Examples When making a jelly from starch, tragacanth etc. one dissolves 0.15 per mille of benzyl p-oxybenzoate in the water to be used for the preparation of the jelly. EXAMPLE 3 In the preparation of a malt extract solution, 0.3 per milliliter of butyl p-oxybenzoate is dissolved beforehand in the water to be used to prepare the solution. EXAMPLE 4 Pressed vegetable juice is admixed with 0.8 per milliliter of a mixture of 50 parts of ethyl and 50 parts of propyl ester of p-oxybenzoic acid by dissolving the mixture in five times the amount by weight of alcohol and allowing this solution to drip into the pressed juice while stirring. EXAMPLE s In the production of jelly marinades, a mixture of 6o parts propyl ester and 40 parts ethyl ester of p-oxybenzoic acid is dissolved in the water to be used for the preparation of the jelly infusion with heating in such amounts that the ester content of the finished marinade is 0.5 per Mille is. For example, el6 strawberries are boiled in their own juice without adding sugar, and then 0.3 per mille of propyl ester and 0.45 per mille of methyl ester of p-oxybenzoic acid are dissolved in the still hot mass while stirring.
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DES85028D DE526917C (en) | 1928-03-23 | 1928-03-23 | Process for the preservation of materials which can be decomposed by microorganisms, in particular food |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DES85028D DE526917C (en) | 1928-03-23 | 1928-03-23 | Process for the preservation of materials which can be decomposed by microorganisms, in particular food |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE526917C true DE526917C (en) | 1931-06-11 |
Family
ID=7512111
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DES85028D Expired DE526917C (en) | 1928-03-23 | 1928-03-23 | Process for the preservation of materials which can be decomposed by microorganisms, in particular food |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE526917C (en) |
-
1928
- 1928-03-23 DE DES85028D patent/DE526917C/en not_active Expired
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