DE383189C - Process for the preparation of sulfonated phenol-aldehyde condensation products which are readily soluble in water - Google Patents
Process for the preparation of sulfonated phenol-aldehyde condensation products which are readily soluble in waterInfo
- Publication number
- DE383189C DE383189C DEC30361D DEC0030361D DE383189C DE 383189 C DE383189 C DE 383189C DE C30361 D DEC30361 D DE C30361D DE C0030361 D DEC0030361 D DE C0030361D DE 383189 C DE383189 C DE 383189C
- Authority
- DE
- Germany
- Prior art keywords
- water
- condensation products
- preparation
- aldehyde condensation
- readily soluble
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C14—SKINS; HIDES; PELTS; LEATHER
- C14C—CHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
- C14C3/00—Tanning; Compositions for tanning
- C14C3/02—Chemical tanning
- C14C3/08—Chemical tanning by organic agents
- C14C3/18—Chemical tanning by organic agents using polycondensation products or precursors thereof
- C14C3/20—Chemical tanning by organic agents using polycondensation products or precursors thereof sulfonated
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Treatment And Processing Of Natural Fur Or Leather (AREA)
Description
Verfahren zur Herstellung von in Wasser leicht löslichen, sulfonierten Phenol-Aldehydkondensationsprodukten. Es ist bekannt, daß kolloidale Sulfosäuren der aromatischen Reihe, insbesondere die kernsulfonierten Phenolformaldehvdkondensationsprodukte, leimfällende Eigenschaften aufweisen. Es wurde nun die Beobachtung gemacht, (laß man durch Kondensation von Azetaidehyddisulfosäure, die bekanntlich aus Azetylen und rauchender: Schwefelsäure leicht erhältlich ist, mit Phenolen zu neuen, in Wasser leicht löslichen Produkten gelangen kann, die ebenfalls leimfällende Eigenschaften zeigen. Vermutlich stellen die neuen Verbindungen Seitenketten= sulfosäuren nach Art der aus Phenolen, Aldehyden und Sulfiten erhältlichen Kondensationsprodukte dar.Process for the preparation of sulphonated products which are readily soluble in water Phenol-aldehyde condensation products. It is known that colloidal sulfonic acids the aromatic series, in particular the nucleus sulfonated phenol-formaldehyde condensation products, have glue-precipitating properties. The observation was now made (let one by condensation of Azetaidehyddisulfonic acid, which is known from acetylene and fuming: sulfuric acid is readily available, with phenols to make new ones, in water Easily soluble products can reach, which also have glue-precipitating properties demonstrate. Presumably the new compounds simulate side chains = sulfonic acids Type of condensation products obtainable from phenols, aldehydes and sulfites represent.
Zu ihrer Darstellung verfährt man zweckmäßig so, daß man das rohe_Reaktionsprodukt, wie man es durch Sättigen von rauchender Schwefelsäure mit Azetylen erhält, nach dem Verdünnen mit Wasser mit Phenolen erhitzt. Dabei kann man, j e nach der Arbeitsweise, ein gelatineartig aussehendes un- oder schwer lösliches Zwischenprodukt abscheiden, das bei weiterem Erhitzen indessen wieder in Lösung geht. Natürlich kann. man die Kondensation auch unterBenutzung von fertigerAzetaldehyddisulfosäure vornehmen. An Stelle von Phenol können auch Polyphenole, die Homologen oder deren Gemische Verwendung finden. Beispiel i. 20o Teile rauchende Schwefelsäure von 6o Prozent SO,-Gehalt werden mit Azetylen gesättigt und dann das Reaktionsprodukt in ioo Teile Eiswasser eingerührt. Zu dieser Lösung gibt man i2o Teile Phenol und erhitzt langsam bis zum Sieden, wobei das erstausgeschiedene Zwischenprodukt vollständig in Lösung geht. Alsdann neutralisiert man mit Kalkmilch, filtriert vom ausgeschiedenen Kalziumsulfat -ab und wäscht den Kalziumsulfatniederschlag mit heißem Wasser aus. Aus dem Filtrat gewinnt man durch Zugabe von Schwefelsäure eine Lösung der freien Sulfosäure. Beispiel e.For their representation one proceeds appropriately in such a way that one uses the crude reaction product, as obtained by saturating fuming sulfuric acid with acetylene, according to heated with phenols after dilution with water. Depending on the working method, you can deposit a gelatinous-looking, insoluble or sparingly soluble intermediate product, which, however, goes back into solution with further heating. Of course you can. one the Carry out condensation using ready-made acetaldehyde disulfonic acid. Polyphenols, the homologues or mixtures thereof can also be used in place of phenol Find use. Example i. 20o parts fuming sulfuric acid of 60 percent SO, content are saturated with acetylene and then the reaction product in 100 parts Stir in ice water. To this solution, one hundred and twenty parts of phenol are added and the mixture is heated slowly to boiling, with the first precipitated intermediate product completely in solution goes. It is then neutralized with milk of lime and filtered from the calcium sulphate which has separated out - Wash off the calcium sulphate precipitate with hot water. From the filtrate a solution of the free sulfonic acid is obtained by adding sulfuric acid. example e.
Zu der wie in Beispiel i hergestellten Lösung von Azetaldehvddisulfosäure gibt man i5o Teile Rohkresol und erhitzt 2 Stunden zum Sieden, alsdann entfernt man durch Abtrennen oder Wasserdampfdestillation etwas unverändertes Kresol, stumpft die Lösung mit wenig Soda ab und engt ein. Die Lösung kann unmittelbar zum Gerben Verwendung finden. Beispiel 3. To the solution of acetaldehyde disulfonic acid prepared as in Example i is added 150 parts of crude cresol and heated to boiling for 2 hours, then some unchanged cresol is removed by separation or steam distillation, the solution is blunted with a little soda and concentrated. The solution can be used directly for tanning. Example 3.
In die wie in Beispiel i hergestellte Lö-.,ung von Azetaldehyddisulfosäure trägt man 23o Teile Resorzin unter Rühren ein und erwärmt hierauf d. Stunden im Wasserbad. Alsdann entfernt man die freie Schwefelsäure durch Kalkzugabe und engt das Filtrat vom Kalziumsulfat ein. Die Lösung kann ummittelbar zum Gerben Verwendung finden.In the solution of acetaldehyde disulfonic acid prepared as in Example i one carries 23o parts resorcinol with stirring and then heated d. Hours in a water bath. The free sulfuric acid is then removed by adding lime and concentrates the filtrate from the calcium sulfate. The solution can be used directly for tanning Find use.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEC30361D DE383189C (en) | 1921-03-27 | 1921-03-27 | Process for the preparation of sulfonated phenol-aldehyde condensation products which are readily soluble in water |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEC30361D DE383189C (en) | 1921-03-27 | 1921-03-27 | Process for the preparation of sulfonated phenol-aldehyde condensation products which are readily soluble in water |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE383189C true DE383189C (en) | 1923-10-11 |
Family
ID=7019305
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEC30361D Expired DE383189C (en) | 1921-03-27 | 1921-03-27 | Process for the preparation of sulfonated phenol-aldehyde condensation products which are readily soluble in water |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE383189C (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2590449A (en) * | 1949-06-08 | 1952-03-25 | Allied Chem & Dye Corp | Cation exchange resins |
| US2597171A (en) * | 1949-06-08 | 1952-05-20 | Allied Chem & Dye Corp | Chlorine containing condensation products of phenols and sulfonated acetaldehydes |
-
1921
- 1921-03-27 DE DEC30361D patent/DE383189C/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2590449A (en) * | 1949-06-08 | 1952-03-25 | Allied Chem & Dye Corp | Cation exchange resins |
| US2597171A (en) * | 1949-06-08 | 1952-05-20 | Allied Chem & Dye Corp | Chlorine containing condensation products of phenols and sulfonated acetaldehydes |
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