DEP0011842DA - Process for the preparation of salts of hexamethylenetetramine - Google Patents
Process for the preparation of salts of hexamethylenetetramineInfo
- Publication number
- DEP0011842DA DEP0011842DA DEP0011842DA DE P0011842D A DEP0011842D A DE P0011842DA DE P0011842D A DEP0011842D A DE P0011842DA
- Authority
- DE
- Germany
- Prior art keywords
- hexamethylenetetramine
- parts
- salts
- preparation
- formaldehyde
- 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
- 150000003839 salts Chemical class 0.000 title claims description 7
- VKYKSIONXSXAKP-UHFFFAOYSA-N Hexamethylenetetramine Chemical class C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 title claims description 6
- 229960004011 Methenamine Drugs 0.000 title claims description 6
- 239000004312 hexamethylene tetramine Substances 0.000 title claims description 6
- 235000010299 hexamethylene tetramine Nutrition 0.000 title claims description 6
- 239000011780 sodium chloride Substances 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 12
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 5
- 150000003863 ammonium salts Chemical class 0.000 claims description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 4
- 235000011114 ammonium hydroxide Nutrition 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- SOIFLUNRINLCBN-UHFFFAOYSA-N Ammonium thiocyanate Chemical compound [NH4+].[S-]C#N SOIFLUNRINLCBN-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- UXJVWJGDHIZPLD-UHFFFAOYSA-O Ammonium vanadate Chemical compound [NH4+].O=[V-](=O)=O UXJVWJGDHIZPLD-UHFFFAOYSA-O 0.000 description 1
- ZNNZYHKDIALBAK-UHFFFAOYSA-M Potassium thiocyanate Chemical compound [K+].[S-]C#N ZNNZYHKDIALBAK-UHFFFAOYSA-M 0.000 description 1
- 210000003491 Skin Anatomy 0.000 description 1
- AGGKEGLBGGJEBZ-UHFFFAOYSA-N Tetramethylenedisulfotetramine Chemical compound C1N(S2(=O)=O)CN3S(=O)(=O)N1CN2C3 AGGKEGLBGGJEBZ-UHFFFAOYSA-N 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000005591 charge neutralization Effects 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- VFNGKCDDZUSWLR-UHFFFAOYSA-L disulfate(2-) Chemical compound [O-]S(=O)(=O)OS([O-])(=O)=O VFNGKCDDZUSWLR-UHFFFAOYSA-L 0.000 description 1
- 235000013601 eggs Nutrition 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000008098 formaldehyde solution Substances 0.000 description 1
- 125000004836 hexamethylene group Chemical class [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- QDHHCQZDFGDHMP-UHFFFAOYSA-N monochloramine Chemical compound ClN QDHHCQZDFGDHMP-UHFFFAOYSA-N 0.000 description 1
- 230000001264 neutralization Effects 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- PVNIIMVLHYAWGP-UHFFFAOYSA-N nicotinic acid Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000002965 rope Substances 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Description
Verfahren zijir Herstellung von Salse4 d@s Hssxätne thy lent etraminsoProcess for the production of Salse4 d @ s Hssxätne thy lent etraminso
Die Herstellung von Salzen des Hexamettyylentetramins g@- schieht üblicherweise durch Umsetzung von Formaldehyd mit Ammo+The preparation of salts of hexamettyylenetetramine g @ - usually takes place by reacting formaldehyde with Ammo +
[ ί[ί
niak (im Verhältnis von 6 zu 4 Mol) und neutralisation ü®& methylentetramins milt Säure. Ausserdem sind noch Wege mit umständlichen doppelten Umsetzungen von Lösungen des Hexamethyl tetramine mit Salzlösungen vorgeschlagen worden« Bs wurde nun gefunden, dass man Salze des Hexamethylen-niac (in the ratio of 6 to 4 mol) and neutralization ü® & methylentetramine with acid. In addition, ways have been proposed with cumbersome double reactions of solutions of hexamethyl tetramine with salt solutions. It has now been found that salts of hexamethylene
tetramins in sehr eitetramins in very egg
nfacher Weise herstellen kann* indem mancan be made more easily * by
der Umsetzung von Formaldehyd mit Ammoniak einen üüeil des Ammo+ niaks in Form eines Ammoniumsalzes verwendetά Man kann ein ode]· zwei Mol Ammoniak in Salzform verwenden* wobei man einfache od«ir doppeltsaure Salze ejrhälto Es gelingt auf diese Weise? auch Sai.s® des Hexamethylentetramins mit Säuren9 die in fireier Form nicht oder nur als Anhydride beständig ,siridf mit Leichtigkeit herau-the reaction of formaldehyde with ammonia a üüeil of Ammo + niaks in the form of an ammonium salt used ά It is an ode] · two moles of ammonia used in salt form * where one simple od "ir ejrhälto double acid salts, it is possible in this way? also Sai.s® of hexamethylenetetramine with acids 9 which in fireier form are not resistant or only resistant as anhydrides, sirid f easily
> '!
stellen« Man kann im Wasser oder organischen lösungsmitteln ar+ beiten und bei der Umsetzung oder nachträglich Stoffe zusetzen,,
die Additionsverbindungen mit dem Salz des Hexamethylentetramin bilden« Oftmals ist ein Überschuss an Ammoniak von Vorteil«
Die in den nachstehenden Beispielen angegebenen feile sincjl>'!
"You can work in water or organic solvents and add substances during the reaction or afterwards, which form addition compounds with the salt of hexamethylenetetramine." An excess of ammonia is often an advantage. "The files given in the examples below are useful
G-ewichtsteilecWeight partsec
76ο 12 Seile Ammoniumrhodanid werden in 204 feilen 25 Ammoniakwasser gelöst« In diese Lösung lässt man unter Kfihre» bei 40-50° 600 Teile 30-^ige Formaldehydlöaung ©infliesssn erhaltene Lösung wird im Vakuum eingedampft und der Rückstand bei 80° getrocknet« Man erhält so 199 !felle |Hexam©thyleatetra·76ο 12 ropes of ammonium rhodanide are dissolved in 204 files 25 ammonia water. at 40-50 ° 600 parts of 30- ^ ige formaldehyde solution © infliesssn solution obtained is evaporated in vacuo and the residue dried at 80 °. This gives 199! skins | Hexam © thyleatetra ·
64» minmonorhodanid,64 »minmonorhodanid,
OcZ, 15 226OcZ, 15 226
107 Teile Ammoniumchiorid werden in 143*2 Teilen 25-$igem Ammoniakwasser gelöst» Durch umsetzen mit 600 Teilen Formaldehyd in der im Beispiel 1 beschriebenen Weise erhält man 213 Teile Hexamethylentetramin!chloride107 parts of ammonium chloride are dissolved in 143 * 2 parts of 25% ammonia water. By reacting with 600 parts of formaldehyde in the manner described in Example 1, 213 is obtained Share hexamethylenetetramine! Chloride
In*analoger Weise lassen sich das Monochlorid, das Mononitratj das Mono- und Disulfats die Acetate und die Phosphate herstellenIn an analogous manner * the monochloride let's make the Mononitratj the mono- and disulfate the acetates and the phosphates
Zu einer Lösung von 11,7 Teilen Ammoniumvanadat in 2340 Teilen Wasser werden 2O3 4 Teile 25-^iges Ammoniakwasser g-egeben. Durch Umsetzen -mit 60 Teilen 3Q-$igen Formaldehyde erhält man 25 Teile des gelben, wasserlöslichen Monovanadate» Zur Reinigung kann dieses aus der wässrigen Lösung mit Alkohol gefällt werden*, 2O 3 4 parts of 25% strength ammonia water are added to a solution of 11.7 parts of ammonium vanadate in 2340 parts of water. By reacting with 60 parts of 3Q formaldehyde, 25 parts of the yellow, water-soluble monovanadate are obtained. »For cleaning, this can be precipitated from the aqueous solution with alcohol *,
76j 1 Teile Ammoniumrhodanid und 97»1 Teile Kaliumrhodanid werden in 204 Teilen 25-^jigem Ammoniakwasser gelöst und mit 600 Teilen 30-^igem Formaldehyd umgesetzt» Man erhält die Additionsverbindung aus molaren Mengen Hexamethylentetraminmonorhodanid und Kaliumrhodanjido76j 1 part of ammonium rhodanide and 97 »1 part of potassium rhodanide are dissolved in 204 parts of 25- ^ jigem ammonia water and mixed with 600 parts of 30% formaldehyde reacted »The addition compound is obtained from molar amounts of hexamethylenetetramine monorhodanide and potassium rhodanjido
Claims (1)
Family
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