AU706907B2 - Aqueous solutions of formic acid, propionic acid and ammonia and the use thereof - Google Patents
Aqueous solutions of formic acid, propionic acid and ammonia and the use thereof Download PDFInfo
- Publication number
- AU706907B2 AU706907B2 AU71269/96A AU7126996A AU706907B2 AU 706907 B2 AU706907 B2 AU 706907B2 AU 71269/96 A AU71269/96 A AU 71269/96A AU 7126996 A AU7126996 A AU 7126996A AU 706907 B2 AU706907 B2 AU 706907B2
- Authority
- AU
- Australia
- Prior art keywords
- weight
- ammonia
- formic acid
- acid
- aqueous solutions
- 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.)
- Ceased
Links
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 title claims abstract description 38
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 title claims abstract description 27
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 title claims abstract description 20
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 title claims abstract description 19
- 239000007864 aqueous solution Substances 0.000 title claims abstract description 19
- 235000019253 formic acid Nutrition 0.000 title claims abstract description 19
- 229910021529 ammonia Inorganic materials 0.000 title claims abstract description 13
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 title claims abstract description 11
- 235000019260 propionic acid Nutrition 0.000 title claims abstract description 10
- 235000019728 animal nutrition Nutrition 0.000 claims abstract description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000000243 solution Substances 0.000 claims description 15
- 241001465754 Metazoa Species 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 6
- 230000000249 desinfective effect Effects 0.000 claims description 2
- 239000003651 drinking water Substances 0.000 claims description 2
- 235000020188 drinking water Nutrition 0.000 claims description 2
- 235000009917 Crataegus X brevipes Nutrition 0.000 claims 1
- 235000013204 Crataegus X haemacarpa Nutrition 0.000 claims 1
- 235000009685 Crataegus X maligna Nutrition 0.000 claims 1
- 235000009444 Crataegus X rubrocarnea Nutrition 0.000 claims 1
- 235000009486 Crataegus bullatus Nutrition 0.000 claims 1
- 235000017181 Crataegus chrysocarpa Nutrition 0.000 claims 1
- 235000009682 Crataegus limnophila Nutrition 0.000 claims 1
- 235000004423 Crataegus monogyna Nutrition 0.000 claims 1
- 240000000171 Crataegus monogyna Species 0.000 claims 1
- 235000002313 Crataegus paludosa Nutrition 0.000 claims 1
- 235000009840 Crataegus x incaedua Nutrition 0.000 claims 1
- 239000000463 material Substances 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 239000003755 preservative agent Substances 0.000 description 9
- 230000002335 preservative effect Effects 0.000 description 9
- 235000017587 Medicago sativa ssp. sativa Nutrition 0.000 description 7
- 238000000855 fermentation Methods 0.000 description 7
- 230000004151 fermentation Effects 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 241000209210 Dactylis Species 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 241000219823 Medicago Species 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- 230000008014 freezing Effects 0.000 description 4
- 238000007710 freezing Methods 0.000 description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 3
- 240000004585 Dactylis glomerata Species 0.000 description 3
- 240000004658 Medicago sativa Species 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- 238000003306 harvesting Methods 0.000 description 3
- 230000000813 microbial effect Effects 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 2
- 150000001720 carbohydrates Chemical class 0.000 description 2
- 235000014633 carbohydrates Nutrition 0.000 description 2
- 239000004310 lactic acid Substances 0.000 description 2
- 235000014655 lactic acid Nutrition 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- WLAMNBDJUVNPJU-UHFFFAOYSA-N 2-methylbutyric acid Chemical compound CCC(C)C(O)=O WLAMNBDJUVNPJU-UHFFFAOYSA-N 0.000 description 1
- JOOXCMJARBKPKM-UHFFFAOYSA-N 4-oxopentanoic acid Chemical compound CC(=O)CCC(O)=O JOOXCMJARBKPKM-UHFFFAOYSA-N 0.000 description 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 1
- 241000287828 Gallus gallus Species 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
- 241000283973 Oryctolagus cuniculus Species 0.000 description 1
- 241001494479 Pecora Species 0.000 description 1
- 241000286209 Phasianidae Species 0.000 description 1
- 241000282849 Ruminantia Species 0.000 description 1
- 241000282887 Suidae Species 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- -1 ammonium ions Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000005200 bud stage Effects 0.000 description 1
- 235000013330 chicken meat Nutrition 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- ZYBWTEQKHIADDQ-UHFFFAOYSA-N ethanol;methanol Chemical compound OC.CCO ZYBWTEQKHIADDQ-UHFFFAOYSA-N 0.000 description 1
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 description 1
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000002503 metabolic effect Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 230000009972 noncorrosive effect Effects 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 230000000050 nutritive effect Effects 0.000 description 1
- 244000144977 poultry Species 0.000 description 1
- 235000013594 poultry meat Nutrition 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/02—Saturated carboxylic acids or thio analogues thereof; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K30/00—Processes specially adapted for preservation of materials in order to produce animal feeding-stuffs
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K30/00—Processes specially adapted for preservation of materials in order to produce animal feeding-stuffs
- A23K30/10—Processes specially adapted for preservation of materials in order to produce animal feeding-stuffs of green fodder
- A23K30/15—Processes specially adapted for preservation of materials in order to produce animal feeding-stuffs of green fodder using chemicals or microorganisms for ensilaging
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Food Science & Technology (AREA)
- Animal Husbandry (AREA)
- Agronomy & Crop Science (AREA)
- Dentistry (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Microbiology (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Environmental Sciences (AREA)
- Fodder In General (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention concerns an aqueous solution consisting of: a) 35-42 % by wt. of propionic acid, b) 30-40 % by wt. of formic acid, c) 5-10 % by wt. of ammonia and d) 10-30 % by wt. of water and its use in animal nutrition.
Description
0050/46217 Aqueous solutions of formic acid, propionic acid and ammonia and the use thereof The present invention relates to aqueous solutions of formic acid, propionic acid and ammonia and the use thereof in animal nutrition.
DE 26 53 448 discloses aqueous solutions of ammonia and formic acid having a molar ratio of formate to ammonium ions of 4:1, and the use thereof for conserving substrates to prevent microbial decomposition. The addition of further monocarboxylic acids, preferably from the group consisting of acetic, propionic, isobutyric, n-butyric, n-valeric, 2-methylbutyric, levulinic, sorbic, acrylic and methacrylic acid, is also described there.
However, the solutions described in DE 26 53 448 have a strongly acidic pH (pH<3) and are therefore not optimally suitable for some applications in animal nutrition. Increasing the pH, for example by adding a larger amount of ammonia, does however lead to the undesirable result that the freezing points of the aqueous solutions are substantially above 0 0 C, which makes such a solution difficult to handle in agricultural practice.
It is an object of the present invention to provide aqueous solutions which contain formic acid and ammonia and on the one hand do not have a pH which is too strongly acidic and on the other hand possess a freezing point which is sufficiently low for practical purposes.
We have found that this object is achieved and that the desired properties can be obtained with an aqueous solution consisting of a) 35-42% by weight of propionic acid, b) 30-40% by weight of formic acid, c) 5-10% by weight of ammonia and d) 10-30% by weight of water.
A particularly preferred embodiment is an aqueous solution which consists of a) 38% by weight of propionic acid, b) 35% by weight of formic acid, c) 6-8% by weight of ammonia and d) 20% by weight of water.
0050/46217 2 The novel solutions can be prepared by adding gaseous ammonia or aqueous ammonia solution to aqueous solutions of the acids so that the stated weight ratios are reached. Starting from aqueous solutions of the ammonium salts of one or both acids, it is also possible to add further free acid until the desired weight ratio is reached.
The novel solutions are used in animal nutrition, especially as an additive for feed for pigs, piglets and poultry, such as chickens and turkeys. They are particularly suitable for conserving animal feed, preferably liquid feed, to prevent undesirable microbial decomposition. In addition to the pH-lowering and antibacterial action, the novel solutions also have a nutritional effect, which is due in particular to the formic acid and is displayed especially in pig feeding.
The novel solutions can also be used for conserving and/or for disinfecting the drinking water used in animal nutrition.
A further use of the novel solution is in the production of silo feed (ensiling). In silo feed, undesirable microbial decomposition, especially due to molds and putrefactive bacteria, frequently takes place in addition to the desired lactic acid fermentation. In order to prevent this undesirable putrefaction, the novel solutions may be added to the animal feed.
As a rule, the addition of 0.1 10 kg of aqueous solution per tonne of animal feed is sufficient for successful conservation.
The aqueous solutions are preferably added in amounts of 0.5 4.5 kg per tonne of animal feed.
The addition is usually effected directly before ensiling.
The novel solutions have the following properties: They have a pH of from 3.5 to Their freezing points are below 0oC, and the particularly preferred solutions have freezing points lower than -20 0
C.
Their density is 1.1-1.2 g/ml.
The viscosity is 8.82 mPa-s at 20 0
C.
Examples The silo materials stated in the following examples were conserved with a novel aqueous solution (referred to below as solution A) of the following composition
RA
NT o>< 0050/46217 3 38% by weight of propionic acid by weight of formic acid 7% by weight of ammonia 20% by weight of water.
The silo materials thus preserved were each compared with the corresponding silo materials which, as a control, had been preserved with formic acid and without a preservative.
In the comparative experiments, the fermentation parameters of the silo materials were compared.
The silo material used was harvested as finely cut material by means of a motor-driven silo chopper and was stored in each case in a 4 m 3 experimental silo by the direct cut method.
A total of 9 different silo storages were prepared, starting from three different silo materials (raygrass, orchard grass and alfalfa).
After conservation for more than 5 months, the silo materials were fed in a series in succession to groups of 6 sheep each, which were kept in a metabolic cage. Starting from animal feed taken daily from the silo, a representative sample was prepared for the 6 days of the experimental period. The stability was determined by a method described in a 1981 INRA publication "Pr6vision de la valeur Nutritive des Aliments des Ruminants".
Example 1 Conservation of the raygrass hybrid "Texy", first cycle at incipient ear-formation stage (harvesting date: May 24, 1995) Conservation batches Application rate of Experiment the preservative in l/t fresh matter A Control without preservative 40 B Control with formic acid 3.53 C Solution A 4.54 Example 2 Conservation of orchard grass "Amply", first cycle at incipient ear-formation stage (harvesting date: June 1, 1995).
0050/46217 4 Conservation batches Application rate of Experiment the preservative in 1 fresh matter D Control without preservative E Control with formic acid 3.40 F Solution A 4.50
AI
Table 2: Fermentation parameters of the animal feed Animal feed Experi- %DM pH Total N N-NH 3 soluble Acids (g/kg DM) Total type ment g/kg DM N alcohols LA AA PA BA VA g/kg DM Raygrass A 21.8 3.71 15.7 8.2 66.4 129.2 82.4 0.8 0.0 0.0 63.8 hybrid "Texy" B 21.3 3.78 16.5 6.6 60.4 58.7 40.8 0.4 0.0 0.0 18.9 C 20.5 3.81 16.8 4.5 64.1 96.6 42.6 2.6 0.0 0.0 31.8 Orchard grass D 20.7 3.87 19.1 7.5 60.2 104.1 25.4 1.2 0.2 0.0 12.6 "Amply" E 20.6 3.85 18.6 7.8 63.7 105.1 28.7 1.0 0.6 0.0 18.9 F 20.7 3.88 19.8 5.4 59.8 100.9 21.8 9.0 0.1 0.0 13.3 Alfalfa G 19.8 4.72 32.5 13.0 73.2 50.2 97.3 7.0 0.0 0.0 42.0 "Europe" H 21.2 3.99 32.3 7.5 61.5 86.3 32.7 0.8 0.0 0.0 13.0 I 19.4 4.16 34.1 9.6 68.9 117.2 36.0 12 0.0 0.0 19.8 UM ary matter, N nitrogen, N-NH 3 bound nitrogen, soluble N soluble nitrogen, LA lactic acid AA acetic acid, PA propionic acid, BA butyric acid, VA valeric acid 0050/46217 6 Example 3 Conservation of alfalfa "Europe", first cycle, bud stage (harvesting date: June 8, 1995).
Conservation batches Application rate of the Experiment preservative in l/t fresh matter G Control without preservative H Control with formic acid 4.71 I Solution A 5.06 The results of the experiments A to I carried out in Examples 1 to 3 are shown in Tables 1 to 3.
Table 1: Chemical composition of the green animal feed harvested and conserved Animal feed type Experi- %DM Content of soluble ment carbohydrates in Harvest Ash
%DM
Raygrass hybrid A 20.1 8.5 22.9 "Texy" B 21.3 8.5 22.6 C 19.7 8.5 22.6 Orchard grass D 19.4 9.4 8.9 "Amply" E 19.7 9.2 8.3 F 19.4 9.4 8.9 Alfalfa "Europe" G 16.0 10.8 5.6 H 17.2 10.8 4.9 I 16.0 10.8 5.6 Table 1 shows the chemical composition of the harvested animal feed for conservation in the silo.
The content of soluble carbohydrates in the raygrass hybrid and the orchard grass was unusually high. The content in the dry matter DM) was also high. Both show that the chemical composition of the raygrass and of the orchard grass were very advantageous for silo storage. The chemical composition in the case of the alfalfa was normal.
RA4,, -zT N~~7~i 0050/46217 7 Table 3: Fermentation parameters of the animal feed alcohols Animal feed type Experi- Total ment alcohols MeOH EtOH PrOH BuOH ment alcohols Sg/kg DM Raygrass hybrid A 63.8 0.52 35.94 27.34 0.0 "Texy" "Texy" B 18.9 0.50 14.97 3.47 0.0 C 31.8 0.30 22.50 9.03 0.0 Orchard grass D 12.6 0.36 10.03 2.20 0.0 "Amply" "Amply" E 18.9 0.62 14.08 4.15 0.0 F 13.3 0.29 12.18 0.86 0.0 Alfalfa "Europe" G 42.0 8.52 13.06 19.57 0.89 H 13.0 4.25 6.64 2.11 0.0 I 19.8 6.61 8.06 5.15 0.0 It is clearly evident from Tables 2 and 3 conservation (Experiments A, D and the that, without fermentation parameters of the silo material are disadvantageous with the exception of the orchard grass Without conservation, the fermentation parameters indicate a high acetic acid and alcohol content. This indicates disadvantageous heterofermentation. The raygrass and alfalfa silo material without a preservative had poor stability.
The experiments show that the fermentation parameters with the use of the novel agent are just as good as with the known formic acid-containing agent.
Moreover, in contrast to formic acid, the novel agent is noncorrosive and does not irritate the skin in the rabbit test.
This is a substantial advantage with regard to application.
Furthermore, the corrosiveness towards metals is substantially lower in the case of the novel agent than in the case of the known agents which contain formic acid as a preservative.
-s% .0 LO 1 ,:/VT0P
Claims (6)
1. An aqueous solution consisting of a) 35-42% by weight of propionic acid, b) 30-40% by weight of formic acid, c) 5-10% by weight of ammonia and d) 10-30% by weight of water.
2. Use of an aqueous solution as claimed in claim 1 in animal nutrition.
3. Use as claimed in claim 2, wherein aqueous solutions as claimed in claim 1 are used for conserving animal feed.
4. Use as claimed in claim 2, wherein aqueous solutions as claimed in claim 1 are used for conserving or disinfecting drinking water. A composition for conserving animal feed, which essentially consists of a) 35-42% by weight propionic acid b) 30-40% by weight of formic acid, c) 5-10% by weight of ammonia and d) 10-30% by weight of water.
C C
6. The aqueous solution as claimed in claim 1 substantially as hereinbefore described with reference to solution A. DATED this 22nd day of April, 1999 BASF AKTIENGESELLSCHAFT WATERMARK PATENT TRADEMARK ATTORNEYS 290 BURWOOD ROAD HAWTHORN VICTORIA 3122 AUSTRALIA LCG/JGC/MEH DOC 26 AU7126996.WPC AJ N
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19534490A DE19534490A1 (en) | 1995-09-18 | 1995-09-18 | Aqueous solutions of formic acid, propionic acid and ammonia and their use |
| DE19534490 | 1995-09-18 | ||
| PCT/EP1996/003947 WO1997010724A1 (en) | 1995-09-18 | 1996-09-09 | Aqueous solutions of formic acid, propionic acid and ammonia and their use |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU7126996A AU7126996A (en) | 1997-04-09 |
| AU706907B2 true AU706907B2 (en) | 1999-07-01 |
Family
ID=7772422
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU71269/96A Ceased AU706907B2 (en) | 1995-09-18 | 1996-09-09 | Aqueous solutions of formic acid, propionic acid and ammonia and the use thereof |
Country Status (14)
| Country | Link |
|---|---|
| EP (1) | EP0852465B1 (en) |
| AT (1) | ATE185474T1 (en) |
| AU (1) | AU706907B2 (en) |
| BG (1) | BG63241B1 (en) |
| BR (1) | BR9610587A (en) |
| CA (1) | CA2230175C (en) |
| CZ (1) | CZ79198A3 (en) |
| DE (2) | DE19534490A1 (en) |
| ES (1) | ES2138376T3 (en) |
| GR (1) | GR3031530T3 (en) |
| HU (1) | HU223566B1 (en) |
| NO (1) | NO319516B1 (en) |
| SK (1) | SK282001B6 (en) |
| WO (1) | WO1997010724A1 (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK0969738T3 (en) | 1997-03-21 | 2003-07-14 | Basf Ag | Solutions of propionic acid, ammonia, propanediol and water and their use |
| DE19719412A1 (en) * | 1997-03-21 | 1998-09-24 | Basf Ag | Solutions from propionic acid, ammonia, propanediol and water and their use |
| FI108700B (en) * | 1997-06-18 | 2002-03-15 | Kemira Chemicals Oy | Formic acid solution with reduced corrosive action |
| EP2153720A1 (en) * | 2008-08-06 | 2010-02-17 | LANXESS Distribution GmbH | Fungicide mixtures comprising formate |
| CN103988989B (en) * | 2014-04-17 | 2016-08-24 | 上海邦成生物工程有限公司 | A kind of feedstuff liquid mildew preventive with mildew-resistant, water conservation effect |
| CN109717302A (en) * | 2019-01-30 | 2019-05-07 | 四川爱客信生物科技股份有限公司 | The organic additive and its application method of ensilage and TMR anti-mildew fresh-keeping |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3988483A (en) * | 1975-09-04 | 1976-10-26 | The Kansas State University Research Foundation | Liquid starch-urea ruminant feed and method of producing same |
| NL185703C (en) * | 1975-11-27 | 1990-07-02 | Bp Chem Int Ltd | METHOD FOR THE PRESERVATION OF ANIMAL FEED OR AGRICULTURAL PRODUCTS. |
| GB1505388A (en) * | 1975-11-27 | 1978-03-30 | Bp Chem Int Ltd | Acid salt solutions |
| DE3220233A1 (en) * | 1982-05-28 | 1983-12-01 | Euflor GmbH für Gartenbedarf, 8000 München | Method of inhibiting the growth of microorganisms during the storage of moist fertilisers |
| US5082675A (en) * | 1989-07-29 | 1992-01-21 | Bp Chemicals Limited | Ensiling composition |
-
1995
- 1995-09-18 DE DE19534490A patent/DE19534490A1/en not_active Withdrawn
-
1996
- 1996-09-09 BR BR9610587A patent/BR9610587A/en not_active IP Right Cessation
- 1996-09-09 DE DE59603367T patent/DE59603367D1/en not_active Expired - Lifetime
- 1996-09-09 AU AU71269/96A patent/AU706907B2/en not_active Ceased
- 1996-09-09 SK SK307-98A patent/SK282001B6/en unknown
- 1996-09-09 HU HU9900376A patent/HU223566B1/en not_active IP Right Cessation
- 1996-09-09 WO PCT/EP1996/003947 patent/WO1997010724A1/en not_active Application Discontinuation
- 1996-09-09 EP EP96932484A patent/EP0852465B1/en not_active Expired - Lifetime
- 1996-09-09 AT AT96932484T patent/ATE185474T1/en not_active IP Right Cessation
- 1996-09-09 ES ES96932484T patent/ES2138376T3/en not_active Expired - Lifetime
- 1996-09-09 CZ CZ98791A patent/CZ79198A3/en unknown
- 1996-09-09 CA CA002230175A patent/CA2230175C/en not_active Expired - Fee Related
-
1998
- 1998-01-14 BG BG102183A patent/BG63241B1/en unknown
- 1998-03-17 NO NO19981186A patent/NO319516B1/en not_active IP Right Cessation
-
1999
- 1999-10-14 GR GR990402546T patent/GR3031530T3/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BG63241B1 (en) | 2001-07-31 |
| HUP9900376A2 (en) | 1999-05-28 |
| CA2230175C (en) | 2006-07-11 |
| SK282001B6 (en) | 2001-10-08 |
| CZ79198A3 (en) | 1998-08-12 |
| EP0852465A1 (en) | 1998-07-15 |
| EP0852465B1 (en) | 1999-10-13 |
| WO1997010724A1 (en) | 1997-03-27 |
| GR3031530T3 (en) | 2000-01-31 |
| HU223566B1 (en) | 2004-09-28 |
| BR9610587A (en) | 1999-07-06 |
| DE19534490A1 (en) | 1997-03-20 |
| NO981186L (en) | 1998-03-17 |
| AU7126996A (en) | 1997-04-09 |
| HUP9900376A3 (en) | 2000-02-28 |
| ES2138376T3 (en) | 2000-01-01 |
| NO981186D0 (en) | 1998-03-17 |
| ATE185474T1 (en) | 1999-10-15 |
| NO319516B1 (en) | 2005-08-22 |
| SK30798A3 (en) | 1998-11-04 |
| MX9801854A (en) | 1998-05-31 |
| BG102183A (en) | 1998-08-31 |
| CA2230175A1 (en) | 1997-03-27 |
| DE59603367D1 (en) | 1999-11-18 |
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