CH248683A - Process for the production of a new condensation product. - Google Patents
Process for the production of a new condensation product.Info
- Publication number
- CH248683A CH248683A CH248683DA CH248683A CH 248683 A CH248683 A CH 248683A CH 248683D A CH248683D A CH 248683DA CH 248683 A CH248683 A CH 248683A
- Authority
- CH
- Switzerland
- Prior art keywords
- condensation product
- production
- water
- new condensation
- acetone
- Prior art date
Links
- 239000007859 condensation product Substances 0.000 title claims description 9
- 238000000034 method Methods 0.000 title claims description 5
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 239000002253 acid Substances 0.000 claims description 5
- 239000007864 aqueous solution Substances 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- ZYKVCFGIFGTEPR-UHFFFAOYSA-N 2-oxopropane-1-sulfonic acid Chemical compound CC(=O)CS(O)(=O)=O ZYKVCFGIFGTEPR-UHFFFAOYSA-N 0.000 claims description 4
- 239000006260 foam Substances 0.000 claims description 4
- 238000005406 washing Methods 0.000 claims description 4
- MJGFBOZCAJSGQW-UHFFFAOYSA-N mercury sodium Chemical compound [Na].[Hg] MJGFBOZCAJSGQW-UHFFFAOYSA-N 0.000 claims description 3
- 229910001023 sodium amalgam Inorganic materials 0.000 claims description 3
- 238000009833 condensation Methods 0.000 claims description 2
- 230000005494 condensation Effects 0.000 claims description 2
- 239000003599 detergent Substances 0.000 claims description 2
- 159000000000 sodium salts Chemical class 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 239000004552 water soluble powder Substances 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 235000019441 ethanol Nutrition 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- BYTFESSQUGDMQQ-UHFFFAOYSA-N octadecanehydrazide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NN BYTFESSQUGDMQQ-UHFFFAOYSA-N 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000003756 stirring Methods 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 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- GKHOLUJNLGYFHA-UHFFFAOYSA-N [Na].CC(C)=O Chemical compound [Na].CC(C)=O GKHOLUJNLGYFHA-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/28—Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
Description
Verfahren zur Herstellung eines neuen Kondensationsproduktes. Es wurde gefunden, dass man zu einem neuen Kondensationsprodukt gelangt, wenn man technisches Stearinsäuremonohydrazid mit Acetonsulfonsäure kondensiert und das erhaltene Kondensationsprodukt anschliessend reduziert.
Die Kondensation des technischen Stearin säuremonohydrazids mit der Acetonsulfon- säure, die zweckmässig in Form eines Alkali salzes verwendet wird, erfolgt vorteilhaft in der Wärme und in Gegenwart eines Lösungs mittels, wie Äthylalkohol. Zur nachfolgenden Reduktion eignet sich insbesondere Natrium amalgam, das man zweckmässig unter Zusatz von Wasser einwirken lässt.
Das Natriumsalz des so erhaltenen neuen Kondensationsproduktes bildet ein hellgefärb tes, in Wasser lösliches Pulver. Seine wässeri gen Lösungen schäumen stark und besitzen hervorragende Wascheigenschaften. Es kann als Tegtilhilfsstoff, z. B. als Waschmittel, verwendet werden.
Beispiel: 44 Teile eines Hydrazidgemisches, welches aus techn. Stearinsäure hergestellt wurde, werden in 280 Volumteilen Alkohol gelöst. Dazu werden unter Rühren 84 Teile aceton- sulfonsaures Natrium gegeben. Hierauf wird während 4 Stunden unter Rückflusskühlung gekocht, wobei bereits nach kurzem Erhitzen sich das acetonsulfonsaure Natrium auf löst.
Nach dem Abdestillieren des Alko- hols erhält man das Kondensationspro- dukt als weisses Pulver, das in Wasser klar löslich ist. Die wässerigen Lösungen schäu men stark und zeigen ein gutes Waschver mögen. Beim Ansäuern der wässerigen Lö sung mit Mineralsäuren tritt in der Wärme nach kurzer Zeit Trübung ein, wobei das Schaumvermögen verschwindet.
Um ein Pro dukt zu erhalten, das gegen Mineralsäure auch in der Hitze beständig ist, werden zur alkoho lischen Lösung 120 Teile destilliertes Wasser und unter Rühren bei 40 bis 50 pro Stunde 860 Teile 2%iges Natriumamalgam zugege ben, bis im ganzen 1440 Teile eingetragen sind. Nach dem Neutralisieren mit Schwefel säure wird vom Quecksilber abgegossen und der Alkohol abdestilliert, worauf das Reduk tionsprodukt als hellgefärbtes Pulver erhalten wird, das in Wasser löslich ist. Die wässerigen Lösungen schäumen stark und besitzen her vorragende Wascheigenschaften.
Process for the production of a new condensation product. It has been found that a new condensation product is obtained if technical-grade stearic acid monohydrazide is condensed with acetone sulfonic acid and the condensation product obtained is then reduced.
The condensation of the technical stearic acid monohydrazide with the acetone sulfonic acid, which is conveniently used in the form of an alkali salt, is advantageously carried out in the heat and in the presence of a solvent such as ethyl alcohol. Sodium amalgam, which is expediently allowed to act with the addition of water, is particularly suitable for the subsequent reduction.
The sodium salt of the new condensation product thus obtained forms a light colored, water-soluble powder. Its aqueous solutions foam strongly and have excellent washing properties. It can be used as Tegtilhilfsstoff, z. B. can be used as a detergent.
Example: 44 parts of a hydrazide mixture, which from techn. Stearic acid was prepared, are dissolved in 280 parts by volume of alcohol. 84 parts of sodium acetone sulfonic acid are added to this with stirring. This is then refluxed for 4 hours, the sodium acetonsulfonic acid already dissolving after a short period of heating.
After the alcohol has been distilled off, the condensation product is obtained as a white powder which is clearly soluble in water. The aqueous solutions foam strongly and show good washing properties. When the aqueous solution is acidified with mineral acids, turbidity occurs after a short time when heated, and the foaming power disappears.
In order to obtain a product that is resistant to mineral acid even in the heat, 120 parts of distilled water are added to the alcoholic solution and 860 parts of 2% sodium amalgam are added with stirring at 40 to 50 per hour, up to a total of 1440 parts are. After neutralizing with sulfuric acid, the mercury is poured off and the alcohol is distilled off, whereupon the reduction product is obtained as a light-colored powder that is soluble in water. The aqueous solutions foam strongly and have excellent washing properties.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH243596T | 1944-06-07 | ||
| CH248684T | 1944-06-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH248683A true CH248683A (en) | 1947-05-15 |
Family
ID=25728826
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH243596D CH243596A (en) | 1944-06-07 | 1944-06-07 | Process for the production of a new condensation product. |
| CH248683D CH248683A (en) | 1944-06-07 | 1944-06-07 | Process for the production of a new condensation product. |
| CH248684D CH248684A (en) | 1944-06-07 | 1944-06-07 | Process for the production of a new condensation product. |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH243596D CH243596A (en) | 1944-06-07 | 1944-06-07 | Process for the production of a new condensation product. |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH248684D CH248684A (en) | 1944-06-07 | 1944-06-07 | Process for the production of a new condensation product. |
Country Status (1)
| Country | Link |
|---|---|
| CH (3) | CH243596A (en) |
-
1944
- 1944-06-07 CH CH243596D patent/CH243596A/en unknown
- 1944-06-07 CH CH248683D patent/CH248683A/en unknown
- 1944-06-07 CH CH248684D patent/CH248684A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CH243596A (en) | 1946-07-31 |
| CH248684A (en) | 1947-05-15 |
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