DE687066C - Process for the production of synthetic tanning agents - Google Patents
Process for the production of synthetic tanning agentsInfo
- Publication number
- DE687066C DE687066C DE1937I0057033 DEI0057033D DE687066C DE 687066 C DE687066 C DE 687066C DE 1937I0057033 DE1937I0057033 DE 1937I0057033 DE I0057033 D DEI0057033 D DE I0057033D DE 687066 C DE687066 C DE 687066C
- Authority
- DE
- Germany
- Prior art keywords
- formaldehyde
- production
- weight
- parts
- tanning agents
- 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
- 238000000034 method Methods 0.000 title claims description 6
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 42
- 239000003795 chemical substances by application Substances 0.000 claims description 7
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 5
- 239000004202 carbamide Substances 0.000 claims description 5
- 150000002989 phenols Chemical class 0.000 claims description 4
- 239000007859 condensation product Substances 0.000 claims description 3
- SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical class O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 claims description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 5
- 229930003836 cresol Natural products 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 229920001864 tannin Polymers 0.000 description 2
- 239000001648 tannin Substances 0.000 description 2
- 235000018553 tannin Nutrition 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 150000003739 xylenols Chemical class 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- VZTDIZULWFCMLS-UHFFFAOYSA-N ammonium formate Chemical compound [NH4+].[O-]C=O VZTDIZULWFCMLS-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 239000003077 lignite Substances 0.000 description 1
- GMDNUWQNDQDBNQ-UHFFFAOYSA-L magnesium;diformate Chemical compound [Mg+2].[O-]C=O.[O-]C=O GMDNUWQNDQDBNQ-UHFFFAOYSA-L 0.000 description 1
- 150000004780 naphthols Chemical class 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
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)
- Phenolic Resins Or Amino Resins (AREA)
Description
Verfahren zur Herstellung synthetischer Gerbstoffe Gegenstand des Patents 6842g.0 ist ein Verfahren zur Herstellung von Gerbstoffen, bei dem man durch Einwirkung von Phenolen oder Naphtholen bzw. deren Sulfonsäuren, Formaldehyd und gegebenenfalls sulfonierenden Mitteln erhältliche wasserlösliche Produkte mit Phenolen und Fprmaldehyd nachbehandelt.Process for the production of synthetic tanning agents Patent 6842g.0 is a process for the production of tanning agents, in which one by Effect of phenols or naphthols or their sulfonic acids, formaldehyde and water-soluble products containing phenols, optionally available with sulfonating agents and Fprmaldehyde aftertreated.
Bei der weiteren Ausarbeitung dieses Verfahrens wurde nun gefunden, daß man besonders wertvolle Gerbstoffe herstellen kann, wenn man in einer geeigneten Stufe des Verfahrens eine Einwirkung von Harnstoff und Formaldehyd stattfinden läßt. Diese erfolgt zweckmäßig vor der Nachbehandlung mit Phenolen und Formaldehyd; sie kann jedoch auch gleichzeitig oder nachher durchgeführt werden. Erfolgt die Einwirkung von Harnstoff und Formaldehyd in einer Stufe, in der das Reaktionsgemisch ohnedies sauer ist, so wird sie vorteilhaft in saurem Medium ausgeführt; sie kann jedoch gegebenenfalls auch in alkalischem Medium stattfinden.In the further elaboration of this procedure it has now been found that you can produce particularly valuable tannins if you use a suitable one Stage of the process allows the action of urea and formaldehyde to take place. This is expediently carried out before the aftertreatment with phenols and formaldehyde; she however, it can also be carried out at the same time or afterwards. The action takes place of urea and formaldehyde in a stage in which the reaction mixture anyway is acidic, it is advantageously carried out in an acidic medium; however, it can optionally also take place in an alkaline medium.
Die so erhältlichen Gerbstoffe zeichnen sich durch besonders ausgeprägte Füllwirkung aus und geben Leder von besonders heller Farbe und ausgezeichneter Lichtechtheit. Beispiel 1 45o Gewichtsteile Kresol werden in der in Beispiel i des Patents 68424o beschriebenen Weise sulfoniert und mit Formaldehyd kondensiert. Zu dem erhaltenen Produkt gibt man eine Lösung von i20 Gewichtsteilen Harnstoff in i20 Gewichtsteilen Wasser, kondensiert bei 35 bis 4o° mit weiteren 2oo Ge-@vichtsteilen Formaldehyd und neutralisiert mit Ammoniak so weit, daß io g des Reaktionsgemisches i i bis i 2 ccm n-I\Tatronlauge verbrauchen. Dann fügt man 216 Gewichtsteile Kresol, sodann bei 3o bis 35° allmählich ioo Gewichtsteile 3o°/oigen Formaldehyd zu und rührt das Gemisch, bis der Formaldehyd verbraucht ist.The tanning agents obtainable in this way are particularly pronounced Filling effect and give leather of a particularly light color and excellent lightfastness. Example 1 45o parts by weight of cresol are used in example i of patent 68424o sulfonated manner described and condensed with formaldehyde. To the received A solution of 20 parts by weight of urea in 20 parts by weight is added to the product Water, condensed at 35 to 40 ° with a further 2oo parts by weight of formaldehyde and neutralized with ammonia to such an extent that io g of the reaction mixture i i bis I consume 2 ccm of sodium hydroxide solution. Then 216 parts by weight of cresol are added at 30 to 35 ° gradually add 100 parts by weight of 30% formaldehyde and stir it Mix until the formaldehyde is used up.
Der erhaltene Gerbstoff kann mit Ammoniumformiat, Magnesiumformiat oder N atriumacetat so eingestellt werden, daß der pH-Wert seiner io°/oigen Lösung etwa 3 beträgt.The tanning agent obtained can be mixed with ammonium formate, magnesium formate or sodium acetate can be adjusted so that the pH of its 10% solution is about 3.
An Stelle von Kresol kann man auch das in Beispiel 3 des Patents 684.24o genannte Gemisch von Phenol, Kresol und Xylenolen verwenden. Beispiel 2 4.5o Gewichtsteile eines aus der Hydrierung von Braunkohle stammenden Gemisches von Phenol, Kresol und Xylenolen werden in der in Beispiel z des Patents 68424o beschriebenen Weise sulfoniert und mit Formaldehyd kondensiert. Das Kondensationsprodukt wird mit Ammoniak oder Natronlauge alkalisch gemacht, mit 1o8 Gewichtsteilen des genannten Phenolgemisches vermischt und bei 30 bis 35° mit 5o Gewichtsteilen 3o°joigemFormaldehyd behandelt. Nach Zugabe einer Lösung von z2o Gewichtsteilen Harnstoff in r2o Gewichtsteilen Wasser versetzt man bei 3o bis 35° mit weiteren Zoo Gewichtsteilen 3o°/oigem Formaldehyd und erwärmt-bis zur Beendigung der Umsetzung, d. h. bis der Formaldehyd verbraucht ist, auf roo°. Der erhaltene Gerbstoff bleibt beim Ansäuern mit Essigsäureanhydrid auf einen pH-Wert von 3 in Lösung und kann so zum Gerben verwendet werden.Instead of cresol one can also use that in example 3 of the patent 684.24o Use the mixture of phenol, cresol and xylenols mentioned. example 2 4.5o parts by weight of a mixture originating from the hydrogenation of lignite of phenol, cresol and xylenols are in the example z of the patent 68424o sulfonated manner described and condensed with formaldehyde. The condensation product is made alkaline with ammonia or caustic soda, with 1o8 parts by weight of the said phenol mixture and mixed at 30 to 35 ° with 5o parts by weight of 3o ° joigem formaldehyde treated. After adding a solution of z2o parts by weight of urea in r2o parts by weight Water is added at 30 to 35 ° with further parts by weight of 30% formaldehyde and heated-until the reaction is complete, d. H. until the formaldehyde is consumed is to roo °. The tannin obtained remains on acidification with acetic anhydride to a pH value of 3 in solution and can thus be used for tanning.
Man kann nach dem Alkalischmachen des Kondensationsproduktes auch zuerst mit Harnstoff-Formaldehyd und dann mit Phenol-Formaldehyd nachbehandeln, wodurch man einen Gerbstoff mit ähnlichen Eigenschaften erhält.You can also after making the condensation product alkaline Treat first with urea-formaldehyde and then with phenol-formaldehyde, whereby a tanning agent with similar properties is obtained.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1937I0057033 DE687066C (en) | 1937-02-04 | 1937-02-04 | Process for the production of synthetic tanning agents |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1937I0057033 DE687066C (en) | 1937-02-04 | 1937-02-04 | Process for the production of synthetic tanning agents |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE687066C true DE687066C (en) | 1940-01-22 |
Family
ID=7194492
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1937I0057033 Expired DE687066C (en) | 1937-02-04 | 1937-02-04 | Process for the production of synthetic tanning agents |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE687066C (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1142173B (en) * | 1959-12-15 | 1963-01-10 | Basf Ag | Process for the production of lightfast condensation products from phenolsulfonic acids, phenols, urea and formaldehyde |
| DE1237133B (en) * | 1961-12-23 | 1967-03-23 | Basf Ag | Process for the production of condensation products by aftertreatment of phenol-urea-formaldehyde condensates containing sulfonic acid groups with phenols and formaldehyde |
| DE1241985B (en) * | 1962-01-17 | 1967-06-08 | Basf Ag | Process for the production of nitrogen-containing condensation products |
| US5342916A (en) * | 1991-06-01 | 1994-08-30 | Basf Aktiengesellschaft | Condensation polymers of sulfonated phenols, urea, other organic nitrogen-bases, and formaldehyde, and their use as tanning agents and as spraying aids for redispersible polymer powders |
-
1937
- 1937-02-04 DE DE1937I0057033 patent/DE687066C/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1142173B (en) * | 1959-12-15 | 1963-01-10 | Basf Ag | Process for the production of lightfast condensation products from phenolsulfonic acids, phenols, urea and formaldehyde |
| DE1237133B (en) * | 1961-12-23 | 1967-03-23 | Basf Ag | Process for the production of condensation products by aftertreatment of phenol-urea-formaldehyde condensates containing sulfonic acid groups with phenols and formaldehyde |
| DE1241985B (en) * | 1962-01-17 | 1967-06-08 | Basf Ag | Process for the production of nitrogen-containing condensation products |
| US5342916A (en) * | 1991-06-01 | 1994-08-30 | Basf Aktiengesellschaft | Condensation polymers of sulfonated phenols, urea, other organic nitrogen-bases, and formaldehyde, and their use as tanning agents and as spraying aids for redispersible polymer powders |
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