CH214799A - Process for the production of a betaine-like condensation product. - Google Patents
Process for the production of a betaine-like condensation product.Info
- Publication number
- CH214799A CH214799A CH214799DA CH214799A CH 214799 A CH214799 A CH 214799A CH 214799D A CH214799D A CH 214799DA CH 214799 A CH214799 A CH 214799A
- Authority
- CH
- Switzerland
- Prior art keywords
- sep
- betaine
- production
- condensation product
- agent
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/14—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D295/145—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/15—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines betainartig konstituierten gondensationsprodukteg. In der Patentschrift Nr. 212410 ist ein Verfahren zur Herstellung eines betainartig konstituierten Kondensationsproduktes be schrieben, welches man erhält, wenn Octa- decylchlormethyläther mit Dimethylamino- essigsäuremethylester umgesetzt und das erhaltene Reaktionsprodukt verseift wird.
Gegenstand dieser Erfindung ist ein Ver fahren zur Herstellung eines betaina.rtig kon stituierten Kondensationsproduktes, welches dadurch gekennzeichnet ist, dass Octadecyl- chlormethyläther mit Piperidino-essigsäure- methylester umgesetzt und das erhaltene Reaktionsprodukt verseift wird.
Die Umsetzung wird zweckmässig so aus geführt, dass man den Octadecylchlormethyl- üther an den Ester der Aminocarbonsäure anlagert und anschliessend das Reaktions produkt verseift, was zum Beispiel durch Behandlung mit einem alkalisch wirkenden Mittel wie Natronlauge, Soda oder Magne- siumoxyd erfolgen kann, wobei gleichzeitig das Halogenatom entfernt wird.
Die neue betainartig konstituierte Ver bindung stellt einen festen Körper dar, der in Wasser, besonders beim Erwärmen, löslich ist. Er ist wegen seiner hohen Kapillarakti- vität vor allem in der Textilindustrie als Netz-, Reinigungs-, Dispergier- und Avivier- mittel verwendbar. Auch zusammen mit andern Textilhilfsmitteln wie Seife, Alkohol- sulfonaten, Fettsäurekondensationsprodukten,
Alkylnaphthalinsalfonsäuren und andern kann das Produkt Verwendung finden.
<I>Beispiel:</I> In eine Lösung von 155 Gewichtsteilen Octadecylchlormethyläther in 200 Gewichts teilen Methylenchlorid lässt man unter Rühren 80 Gewichtsteile Piperidino-essigsäuremethyl- ester einfliessen. Nach beendeter Reaktion dampft man das Lösungsmittel im Vakuum ab. Den trockenen Rückstand trägt man darauf in eine Lösung von 1x0 C ew iehts- teilen krist. Soda in 1000 Gewichtsteilen Wasser bei 65 ein.
Nach etwa ','-. stündigem Rühren ist die Verseifung eingetreten und eine schwach opale Lösung entstanden, die beim Abkühlen ein Betgin folgender Struktur ausscheidet:
EMI0002.0011
Process for the production of a betaine-like constituted condensation product. Patent No. 212410 describes a process for the preparation of a betaine-like condensation product which is obtained when octadecylchloromethyl ether is reacted with methyl dimethylaminoacetate and the reaction product obtained is saponified.
The subject matter of this invention is a process for the production of a betaina.rtig kon stituierten condensation product, which is characterized in that octadecylchloromethyl ether is reacted with piperidino-acetic acid methyl ester and the reaction product obtained is saponified.
The reaction is expediently carried out in such a way that the octadecylchloromethyl ether is added to the ester of the aminocarboxylic acid and then the reaction product is saponified, which can be done, for example, by treatment with an alkaline agent such as sodium hydroxide, soda or magnesium oxide, and at the same time the halogen atom is removed.
The new betaine-like compound is a solid body that is soluble in water, especially when heated. Because of its high capillary activity, it can be used primarily in the textile industry as a wetting agent, cleaning agent, dispersing agent and softening agent. Also together with other textile auxiliaries such as soap, alcohol sulfonates, fatty acid condensation products,
The product can be used for alkylnaphthalenesulfonic acids and others.
<I> Example: </I> 80 parts by weight of methyl piperidinoacetate are allowed to flow into a solution of 155 parts by weight of octadecylchloromethyl ether in 200 parts by weight of methylene chloride. After the reaction has ended, the solvent is evaporated off in vacuo. The dry residue is then added to a solution of 1x0 C weight parts of crystal. Soda in 1000 parts by weight of water at 65 a.
After about ','-. After stirring for hours, saponification has occurred and a slightly opal solution has formed, which upon cooling separates a Betgin of the following structure:
EMI0002.0011
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE214799X | 1938-03-18 | ||
| CH212410T | 1939-03-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH214799A true CH214799A (en) | 1941-05-15 |
Family
ID=25725217
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH214799D CH214799A (en) | 1938-03-18 | 1939-03-17 | Process for the production of a betaine-like condensation product. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH214799A (en) |
-
1939
- 1939-03-17 CH CH214799D patent/CH214799A/en unknown
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