DE1015778B - Process for the production of ammonium diamidophosphate - Google Patents
Process for the production of ammonium diamidophosphateInfo
- Publication number
- DE1015778B DE1015778B DEB42140A DEB0042140A DE1015778B DE 1015778 B DE1015778 B DE 1015778B DE B42140 A DEB42140 A DE B42140A DE B0042140 A DEB0042140 A DE B0042140A DE 1015778 B DE1015778 B DE 1015778B
- Authority
- DE
- Germany
- Prior art keywords
- ammonium
- diamidophosphate
- production
- ammonia
- water
- 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
- AFBDXJQFDOQVGR-UHFFFAOYSA-N azanium diaminophosphinate Chemical compound P(=O)([O-])(N)N.[NH4+] AFBDXJQFDOQVGR-UHFFFAOYSA-N 0.000 title claims description 5
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 19
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 229910021529 ammonia Inorganic materials 0.000 claims description 6
- XPPKVPWEQAFLFU-UHFFFAOYSA-N diphosphoric acid Chemical compound OP(O)(=O)OP(O)(O)=O XPPKVPWEQAFLFU-UHFFFAOYSA-N 0.000 claims description 4
- KPZGRMZPZLOPBS-UHFFFAOYSA-N 1,3-dichloro-2,2-bis(chloromethyl)propane Chemical compound ClCC(CCl)(CCl)CCl KPZGRMZPZLOPBS-UHFFFAOYSA-N 0.000 claims description 3
- 239000003960 organic solvent Substances 0.000 claims description 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 5
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 235000019270 ammonium chloride Nutrition 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- ANCLJVISBRWUTR-UHFFFAOYSA-N diaminophosphinic acid Chemical compound NP(N)(O)=O ANCLJVISBRWUTR-UHFFFAOYSA-N 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- YUWBVKYVJWNVLE-UHFFFAOYSA-N [N].[P] Chemical class [N].[P] YUWBVKYVJWNVLE-UHFFFAOYSA-N 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- YNPFMWCWRVTGKJ-UHFFFAOYSA-N mianserin hydrochloride Chemical compound [H+].[Cl-].C1C2=CC=CC=C2N2CCN(C)CC2C2=CC=CC=C21 YNPFMWCWRVTGKJ-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B21/00—Nitrogen; Compounds thereof
- C01B21/082—Compounds containing nitrogen and non-metals and optionally metals
- C01B21/087—Compounds containing nitrogen and non-metals and optionally metals containing one or more hydrogen atoms
- C01B21/092—Compounds containing nitrogen and non-metals and optionally metals containing one or more hydrogen atoms containing also one or more metal atoms
- C01B21/0923—Metal imides or amides
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B21/00—Nitrogen; Compounds thereof
- C01B21/082—Compounds containing nitrogen and non-metals and optionally metals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
Description
DEUTSCHESGERMAN
Versetzt man Diphosphorsäuretetrachlorid mit flüssigem Ammoniak für sich oder auch in Gegenwart von indifferenten, nichtwäßrigen Lösungs- oder Verdünnungsmitteln, so· bildet sich Diphosphorsäuretetramid. Überraschenderweise erhält man aber ein anderes Reaktionsprodukt, wenn man statt eines trockenen Lösungs- oder Verdünnungsmittels ein wasserhaltiges benutzt, z. B. wasserhaltigen Äther, Methylenchlorid, Petroläther usw. Es entsteht nämlich unter Benutzung organischer Lösungsmittel bei gleichzeitiger Anwesenheit von geringen Mengen Wasser das bisher noch nicht beschriebene Ammoniumsalz der Diamidophosphorsäure, dem die Formel (H2N)2P(O)ONH4 zukommt. Dieses weist im Chromatogramm einen i^-Wert von 0,57 auf.If diphosphoric acid tetrachloride is mixed with liquid ammonia by itself or in the presence of inert, non-aqueous solvents or diluents, then diphosphoric acid tetramide is formed. Surprisingly, however, a different reaction product is obtained if, instead of a dry solvent or diluent, a water-containing one is used, e.g. B. water-containing ether, methylene chloride, petroleum ether, etc. The ammonium salt of diamidophosphoric acid, which has not yet been described and which has the formula (H 2 N) 2 P (O) ONH 4 , is created using organic solvents with the simultaneous presence of small amounts of water. This has an i ^ value of 0.57 in the chromatogram.
Für den gewünschten Ablauf der Reaktion ist es erforderlich, daß das Lösungsmittel einen Wassergehalt unter 0,5%, vorzugsweise von 0,01 bis 0,5% hat.For the reaction to proceed as desired, it is necessary that the solvent has a water content below 0.5%, preferably from 0.01 to 0.5%.
Die Entfernung des als Nebenprodukt entstehenden Ammoniumchlorids kann in bekannter Weise, z. B. durch Auswaschen mit flüssigem Ammoniak oder durch Verkochen mit Diäthylamin in Chloroform, vorgenommen werden.The ammonium chloride formed as a by-product can be removed in a known manner, e.g. B. by washing with liquid ammonia or by boiling with diethylamine in chloroform, be made.
Das erfindungsgemäß hergestellte Produkt kann als Ausgangsmaterial zur Herstellung höherpolymerer Phosphorstickstoffverbindungen dienen. Das Ammoniumsalz der Diamidophosphorsäure ist in Wasser leicht löslich.The product produced according to the invention can be used as a starting material for the production of higher polymer Serve phosphorus nitrogen compounds. The ammonium salt of diamidophosphoric acid is in water easily soluble.
500 ml handelsüblicher Äther, der 2 Tage über Calciumchlorid getrocknet wurde, und einen Wassergehalt zwischen 0,01 und 0,5% aufweist, werden in einem Dreihalskolben auf etwa — 20° abgekühlt und mit Ammoniak gesättigt. Unter gutem Rühren und weiterem ständigen Zuleiten von Ammoniak wird dann ein Gemisch aus 20 ml P2O3Cl4 und 100 ml Äther langsam eingetropft. Nach Beendigung der Zugabe läßt man das Reaktionsprodukt auf Zimmertemperatur erwärmen und filtriert den Äther ab. Der Rückstand wird im Vacuum über Phosphorpentoxyd getrocknet. Das Ammoniumchlorid löst man schließlich mit verflüssigtem Ammoniak aus dem Reaktionsprodukt heraus und erhält so als Rückstand in prak- tisch quantitativer Ausbeute das Ammoniumdiamidophosphat. 500 ml of commercially available ether, which has been dried over calcium chloride for 2 days and has a water content between 0.01 and 0.5%, is cooled to about -20 ° in a three-necked flask and saturated with ammonia. A mixture of 20 ml of P 2 O 3 Cl 4 and 100 ml of ether is then slowly added dropwise with thorough stirring and further continuous supply of ammonia. After the addition is complete, the reaction product is allowed to warm to room temperature and the ether is filtered off. The residue is dried over phosphorus pentoxide in a vacuum. The ammonium chloride is finally dissolved out of the reaction product with liquefied ammonia and the ammonium diamidophosphate is obtained as a residue in a practically quantitative yield.
B ei spiel 2Eg game 2
500 ml Äther, der 0,5 bis 1 % Wasser enthält, werden bei etwa — 25° mit trockenem Ammoniak gesättigt.
Unter weiterer Kühlung und gutem Rühren Verfahren zur Herstellung
von Ammoniumdiamidophosphat500 ml of ether, which contains 0.5 to 1% water, are saturated with dry ammonia at about -25 °. With further cooling and thorough stirring, proceed to manufacture
of ammonium diamidophosphate
Anmelder:
Joh. A. Benckiser G. m. b. H.Applicant:
Joh. A. Benckiser G. mb H.
Chemische Fabrik,
Ludwigshafen/Rhein, Frankenthaler Str. 3Chemical factory,
Ludwigshafen / Rhein, Frankenthaler Str. 3
Dr. Margot Goehring, Heidelberg,
ist als Erfinder genannt wordenDr. Margot Goehring, Heidelberg,
has been named as the inventor
läßt man eine Lösung von 7,9 g Diphosphorsäuretetrachlorid in 60 ml absolutem Äther langsam zu der Ammoniaklösung tropfen. Während dieser Operation leitet man einen schwachen Strom von trockenem Ammoniakgas ein. Nachdem das Säurechlorid zugegeben ist, läßt man unter Rühren und weiterem Einleiten von NH3 auf Zimmertemperatur erwärmen. Dann filtriert man vom Äther ab und wäscht den Rückstand mit verflüssigtem Ammoniak aus. Die zurückbleibenden farblosen Kristalle von Ammoniumdiamidophosphat werden im Vakuum über P4O10 getrocknet. Die Ausbeuten betragen 85 bis 92% der Theorie.a solution of 7.9 g of diphosphoric acid tetrachloride in 60 ml of absolute ether is allowed to slowly drip into the ammonia solution. During this operation, a weak stream of dry ammonia gas is introduced. After the acid chloride has been added, the mixture is allowed to warm to room temperature with stirring and further introduction of NH 3. The ether is then filtered off and the residue is washed out with liquefied ammonia. The remaining colorless crystals of ammonium diamidophosphate are dried over P 4 O 10 in vacuo. The yields are 85 to 92% of theory.
Claims (3)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB42140A DE1015778B (en) | 1956-02-21 | 1956-10-16 | Process for the production of ammonium diamidophosphate |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB39206A DE1018399B (en) | 1956-02-21 | 1956-02-21 | Process for the preparation of diphosphoric acid tetramide |
| DEB42140A DE1015778B (en) | 1956-02-21 | 1956-10-16 | Process for the production of ammonium diamidophosphate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1015778B true DE1015778B (en) | 1957-09-19 |
Family
ID=25965127
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEB42140A Pending DE1015778B (en) | 1956-02-21 | 1956-10-16 | Process for the production of ammonium diamidophosphate |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE1015778B (en) |
-
1956
- 1956-10-16 DE DEB42140A patent/DE1015778B/en active Pending
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