DE2355441A1 - Verfahren zur herstellung von salzen aliphatischer carbonsaeuren - Google Patents
Verfahren zur herstellung von salzen aliphatischer carbonsaeurenInfo
- Publication number
- DE2355441A1 DE2355441A1 DE19732355441 DE2355441A DE2355441A1 DE 2355441 A1 DE2355441 A1 DE 2355441A1 DE 19732355441 DE19732355441 DE 19732355441 DE 2355441 A DE2355441 A DE 2355441A DE 2355441 A1 DE2355441 A1 DE 2355441A1
- Authority
- DE
- Germany
- Prior art keywords
- acid
- carboxylic acid
- ammonia
- reaction zone
- salt
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 55
- 238000004519 manufacturing process Methods 0.000 title description 8
- 150000004653 carbonic acids Chemical class 0.000 title 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 181
- 238000006243 chemical reaction Methods 0.000 claims description 160
- 239000007788 liquid Substances 0.000 claims description 80
- 239000000203 mixture Substances 0.000 claims description 64
- 229910021529 ammonia Inorganic materials 0.000 claims description 62
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 claims description 62
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 56
- 150000003863 ammonium salts Chemical class 0.000 claims description 52
- 239000002253 acid Substances 0.000 claims description 48
- 239000000047 product Substances 0.000 claims description 44
- 150000003839 salts Chemical class 0.000 claims description 37
- 238000002156 mixing Methods 0.000 claims description 33
- 125000004432 carbon atom Chemical group C* 0.000 claims description 29
- 239000000243 solution Substances 0.000 claims description 27
- 150000001735 carboxylic acids Chemical class 0.000 claims description 22
- 239000004460 silage Substances 0.000 claims description 22
- 230000015572 biosynthetic process Effects 0.000 claims description 21
- 238000001816 cooling Methods 0.000 claims description 21
- 239000007921 spray Substances 0.000 claims description 17
- 239000007787 solid Substances 0.000 claims description 16
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 claims description 16
- 239000007864 aqueous solution Substances 0.000 claims description 15
- 239000002245 particle Substances 0.000 claims description 14
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 claims description 12
- -1 aliphatic monocarboxylic acid Chemical class 0.000 claims description 11
- 150000002763 monocarboxylic acids Chemical class 0.000 claims description 11
- 239000006193 liquid solution Substances 0.000 claims description 10
- 239000011541 reaction mixture Substances 0.000 claims description 10
- 229940005605 valeric acid Drugs 0.000 claims description 8
- 239000002826 coolant Substances 0.000 claims description 7
- 238000003756 stirring Methods 0.000 claims description 7
- 159000000003 magnesium salts Chemical class 0.000 claims description 6
- 150000001447 alkali salts Chemical class 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- 238000009423 ventilation Methods 0.000 claims description 4
- 239000007791 liquid phase Substances 0.000 claims description 3
- 239000012265 solid product Substances 0.000 claims description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- 239000002585 base Substances 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 67
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 14
- MDUBPQGQPBQGGN-UHFFFAOYSA-N azanium;2-methylpropanoate Chemical compound [NH4+].CC(C)C([O-])=O MDUBPQGQPBQGGN-UHFFFAOYSA-N 0.000 description 12
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 8
- 238000009331 sowing Methods 0.000 description 7
- 238000002474 experimental method Methods 0.000 description 6
- 230000007935 neutral effect Effects 0.000 description 6
- 229960000583 acetic acid Drugs 0.000 description 5
- 238000001704 evaporation Methods 0.000 description 5
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 5
- 239000000347 magnesium hydroxide Substances 0.000 description 5
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 5
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 4
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 4
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 3
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 240000008042 Zea mays Species 0.000 description 3
- 235000011114 ammonium hydroxide Nutrition 0.000 description 3
- 230000008020 evaporation Effects 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 238000001694 spray drying Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 2
- 239000005695 Ammonium acetate Substances 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 2
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 238000007605 air drying Methods 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 235000019257 ammonium acetate Nutrition 0.000 description 2
- 229940043376 ammonium acetate Drugs 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000000498 cooling water Substances 0.000 description 2
- 235000005822 corn Nutrition 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 235000019260 propionic acid Nutrition 0.000 description 2
- 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 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- JSLISSGEILAIOU-UHFFFAOYSA-N (4-chloro-2-iodophenyl)hydrazine Chemical compound NNC1=CC=C(Cl)C=C1I JSLISSGEILAIOU-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 240000007124 Brassica oleracea Species 0.000 description 1
- 235000003899 Brassica oleracea var acephala Nutrition 0.000 description 1
- 235000011301 Brassica oleracea var capitata Nutrition 0.000 description 1
- 235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 206010035148 Plague Diseases 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229940039409 ammonium valerate Drugs 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- RXQNHIDQIJXKTK-UHFFFAOYSA-N azane;pentanoic acid Chemical compound [NH4+].CCCCC([O-])=O RXQNHIDQIJXKTK-UHFFFAOYSA-N 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
- 230000004151 fermentation Effects 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 230000035784 germination Effects 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 238000003973 irrigation Methods 0.000 description 1
- 230000002262 irrigation Effects 0.000 description 1
- UNYOJUYSNFGNDV-UHFFFAOYSA-M magnesium monohydroxide Chemical compound [Mg]O UNYOJUYSNFGNDV-UHFFFAOYSA-M 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000003595 mist Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000004570 mortar (masonry) Substances 0.000 description 1
- 239000000618 nitrogen fertilizer Substances 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000002271 resection Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 230000001960 triggered effect Effects 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
- 235000021419 vinegar Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/41—Preparation of salts of carboxylic acids
- C07C51/412—Preparation of salts of carboxylic acids by conversion of the acids, their salts, esters or anhydrides with the same carboxylic acid part
-
- 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
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Microbiology (AREA)
- Animal Husbandry (AREA)
- Zoology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Food Science & Technology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US30446272A | 1972-11-07 | 1972-11-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2355441A1 true DE2355441A1 (de) | 1974-05-16 |
Family
ID=23176622
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19732366090 Pending DE2366090A1 (de) | 1972-11-07 | 1973-11-06 | Verfahren zur herstellung von ammoniumsalzen gesaettigter aliphatischer carbonsaeuren |
| DE19732355441 Pending DE2355441A1 (de) | 1972-11-07 | 1973-11-06 | Verfahren zur herstellung von salzen aliphatischer carbonsaeuren |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19732366090 Pending DE2366090A1 (de) | 1972-11-07 | 1973-11-06 | Verfahren zur herstellung von ammoniumsalzen gesaettigter aliphatischer carbonsaeuren |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3786086A (OSRAM) |
| CA (1) | CA1008878A (OSRAM) |
| DE (2) | DE2366090A1 (OSRAM) |
| FR (1) | FR2205501B1 (OSRAM) |
| GB (2) | GB1451352A (OSRAM) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4223045A (en) * | 1976-10-01 | 1980-09-16 | Basf Aktiengesellschaft | Preservative for animal feeds |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1505388A (en) * | 1975-11-27 | 1978-03-30 | Bp Chem Int Ltd | Acid salt solutions |
| CA1066617A (en) * | 1975-11-27 | 1979-11-20 | John J. Huitson | Liquid composition containing formic acid |
| DE2751865A1 (de) * | 1976-11-29 | 1978-06-01 | Grace W R & Co | Verfahren zur herstellung von ammoniumsalzen von alkansaeuren |
| US4215225A (en) * | 1978-07-28 | 1980-07-29 | W. R. Grace & Co. | Process for preparing ammonium salts of alkanoic acids |
| US5344975A (en) * | 1993-09-03 | 1994-09-06 | Wyckoff Chemical Company, Inc. | Process for production of lower alkanoic acids |
| DE10159420A1 (de) * | 2001-12-04 | 2003-06-12 | Basf Ag | Herstellung von Ammoniumsalzen aromatischer Carbonsäuren |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2175629A1 (en) * | 1972-03-16 | 1973-10-26 | Grace W R Ltd | Isobutyric acid or isobutyrate addn - to animal fodder to prevent infection by pathogenic substances |
-
1972
- 1972-11-07 US US00304462A patent/US3786086A/en not_active Expired - Lifetime
-
1973
- 1973-09-24 CA CA181,793A patent/CA1008878A/en not_active Expired
- 1973-11-06 GB GB1900975A patent/GB1451352A/en not_active Expired
- 1973-11-06 DE DE19732366090 patent/DE2366090A1/de active Pending
- 1973-11-06 DE DE19732355441 patent/DE2355441A1/de active Pending
- 1973-11-06 GB GB5152273A patent/GB1451351A/en not_active Expired
- 1973-11-07 FR FR7339623A patent/FR2205501B1/fr not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4223045A (en) * | 1976-10-01 | 1980-09-16 | Basf Aktiengesellschaft | Preservative for animal feeds |
Also Published As
| Publication number | Publication date |
|---|---|
| GB1451351A (en) | 1976-09-29 |
| DE2366090A1 (de) | 1977-11-10 |
| CA1008878A (en) | 1977-04-19 |
| FR2205501A1 (OSRAM) | 1974-05-31 |
| US3786086A (en) | 1974-01-15 |
| FR2205501B1 (OSRAM) | 1979-03-30 |
| GB1451352A (en) | 1976-09-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OI | Miscellaneous see part 1 | ||
| OHJ | Non-payment of the annual fee |