CH200921A - Process for the preparation of a quaternary ammonium compound. - Google Patents
Process for the preparation of a quaternary ammonium compound.Info
- Publication number
- CH200921A CH200921A CH200921DA CH200921A CH 200921 A CH200921 A CH 200921A CH 200921D A CH200921D A CH 200921DA CH 200921 A CH200921 A CH 200921A
- Authority
- CH
- Switzerland
- Prior art keywords
- stearate
- preparation
- quaternary ammonium
- ammonium compound
- mole
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 3
- 150000003856 quaternary ammonium compounds Chemical class 0.000 title description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 6
- ZHALDANPYXAMJF-UHFFFAOYSA-N octadecanoate;tris(2-hydroxyethyl)azanium Chemical compound OCC[NH+](CCO)CCO.CCCCCCCCCCCCCCCCCC([O-])=O ZHALDANPYXAMJF-UHFFFAOYSA-N 0.000 claims description 4
- 229940029614 triethanolamine stearate Drugs 0.000 claims description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 3
- 238000002844 melting Methods 0.000 claims description 2
- 230000008018 melting Effects 0.000 claims description 2
- 230000009965 odorless effect Effects 0.000 claims description 2
- 239000007787 solid Substances 0.000 claims description 2
- KJFMBFZCATUALV-UHFFFAOYSA-N phenolphthalein Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2C(=O)O1 KJFMBFZCATUALV-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 229920000297 Rayon Polymers 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 150000003839 salts Chemical group 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung einer quaternären Ammoniumverbindung. Es wurde gefunden, dass man Tetraätha- nolammoniumstearat erhält, wenn man auf je ein Mol Triäthanolaminstearat etwa ein Mol Äthylenoxyd unter erhöhtem Druck bei Tem peraturen bis zu<B>100'</B> C einwirken lässt.
Die Reaktion kann in Abwesenheit von Wasser ausgeführt werden, wodurch wasser freies Tetraäthanolammoniumstearat in giat- ter Reaktion erhalten wird. Beispielsweise bildet sich dieses quaternäre Salz bereits beim Erhitzen auf 50 bis<B>100'</B> C in kurzer Zeit. Man kann die Reaktion jedoch auch in Ge genwart von Wasser ausführen.
Im allgemeinen arbeitet man unter dem Druck, der sich beim Arbeiten im geschlosse nen Reaktionsgefäss unter den Reaktionsbe dingungen einstellt. Man kann jedoch auch den Druck durch Aufpressen von inerten Ga sen, z. B. von Stickstoff, noch erhöhen.
Das Tetraäthanolammoniumstearat, aus dem die entsprechende Base in Freiheit ge- setzt werden kann, ist beispielsweise als wertvolles Hilfsmittel für die Textilindustrie und verwandte Gebiete, insbesondere als Weichmachungsmittel für die Kunstseiden industrie, als Farbstoffzwischenprodukt oder für pharmazeutische Zwecke verwendbar.
Die in dem folgenden Beispiel angegebe nen Teile sind Gewichtsteile.
Beispiel: . 430 Teile Triäthanolaminstearat werden mit 50 Teilen Äthylenoxyd unter Druck auf 90 C erhitzt. Nach 2 bis 3 Stunden ist die Reaktion beendet. Das gebildete, leicht in Wasser lösliche Produkt reagiert in Alkohol gegen Phenolphthalein neutral, während die in Triäthanolaminstearat enthaltene Stearin säure sich in Alkohol gegen Phenolphthalein mit Natronlauge titrieren lässt. Das Tetra- äthanolammoniumstearat ist eine feste, ge ruchlose Masse von unscharfem Schmelz punkt.
Process for the preparation of a quaternary ammonium compound. It has been found that tetraethanolammonium stearate is obtained if about one mole of ethylene oxide is allowed to act on each mole of triethanolamine stearate under increased pressure at temperatures of up to 100 ° C.
The reaction can be carried out in the absence of water, whereby anhydrous tetraethanolammonium stearate is obtained in a giat- ter reaction. For example, this quaternary salt forms in a short time when heated to 50 to <B> 100 </B> C. However, the reaction can also be carried out in the presence of water.
In general, one works under the pressure that is established when working in the closed reaction vessel under the reaction conditions. However, you can also reduce the pressure by pressing inert Ga sen, z. B. of nitrogen, still increase.
The tetraethanolammonium stearate, from which the corresponding base can be set free, can be used, for example, as a valuable aid for the textile industry and related areas, in particular as a plasticizer for the rayon industry, as a dye intermediate or for pharmaceutical purposes.
The parts given in the following example are parts by weight.
Example:. 430 parts of triethanolamine stearate are heated to 90 ° C. with 50 parts of ethylene oxide under pressure. The reaction has ended after 2 to 3 hours. The product, which is easily soluble in water, reacts neutrally in alcohol against phenolphthalein, while the stearic acid contained in triethanolamine stearate can be titrated in alcohol against phenolphthalein with sodium hydroxide solution. Tetraethanolammonium stearate is a solid, odorless mass with an indistinct melting point.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE200921X | 1935-05-22 | ||
| CH193927T | 1936-05-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH200921A true CH200921A (en) | 1938-10-31 |
Family
ID=25722612
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH200921D CH200921A (en) | 1935-05-22 | 1936-05-18 | Process for the preparation of a quaternary ammonium compound. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH200921A (en) |
-
1936
- 1936-05-18 CH CH200921D patent/CH200921A/en unknown
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