CH170352A - Process for the preparation of a tanning substance. - Google Patents
Process for the preparation of a tanning substance.Info
- Publication number
- CH170352A CH170352A CH170352DA CH170352A CH 170352 A CH170352 A CH 170352A CH 170352D A CH170352D A CH 170352DA CH 170352 A CH170352 A CH 170352A
- Authority
- CH
- Switzerland
- Prior art keywords
- tanning
- preparation
- parts
- tanning substance
- formaldehyde
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 3
- 239000000126 substance Substances 0.000 title claims description 3
- 239000003929 acidic solution Substances 0.000 claims description 3
- 229910021578 Iron(III) chloride Inorganic materials 0.000 claims description 2
- 235000005811 Viola adunca Nutrition 0.000 claims description 2
- 240000009038 Viola odorata Species 0.000 claims description 2
- 235000013487 Viola odorata Nutrition 0.000 claims description 2
- 235000002254 Viola papilionacea Nutrition 0.000 claims description 2
- 239000007864 aqueous solution Substances 0.000 claims description 2
- 239000003518 caustics Substances 0.000 claims description 2
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 claims description 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims description 2
- 239000002244 precipitate Substances 0.000 claims description 2
- 239000012670 alkaline solution Substances 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 150000003457 sulfones Chemical class 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- SLABEOONBHLKSD-UHFFFAOYSA-N O=S1(=O)C(C=C2)=CC=C2OOC2=CC=C1C=C2 Chemical compound O=S1(=O)C(C=C2)=CC=C2OOC2=CC=C1C=C2 SLABEOONBHLKSD-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- -1 aromatic sulfonic acids Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
Landscapes
- Treatment And Processing Of Natural Fur Or Leather (AREA)
Description
Verfahren zur Darstellung eines gerbenden Stoffes. Das im Hauptpatent Nr. 156126 beschrie bene saure Kondensationsverfahren gibt in solchen Fällen unbefriedigende Ergebnisse, wo das angewandte Dioxydiphenylsulfon oder die verwendete aromatische Sulfosäure durch ent sprechende Substitution zu reaktionsträge ge worden sind; auch kann die Schwerlöslichkeit bestimmter Dioxydiphenylsulfone einem guten Reaktionsverlauf hinderlich sein.
Es wurde nun gefunden, dass man dieser Schwierigkeit begegnen kann, wenn man die durch alkalische Kondensation aus Dioxydi- phenyIsulfonen und Formaldehyd erhaltenen Reaktionsprodukte nachträglich mit aroma tischen Sulfosäuren in saurer Lösung erhitzt.
Gemäss dem den Gegenstand dieses Pa tentes bildenden Verfahren kann ein in Wasser in jedem Verhältnis klar lösliches und zum Gerben wertvolles Produkt erhalten werden, wenn man 4,4'-Dioxydiphenylsulfon in kon zentrierter, ätzalkaliseher Lösung mit Formal dehyd kondensiert, dann ansäuert und mit Phenylmonoglykoläther-p-sulfosäure in stark saurer Lösung weiter erhitzt. Der neue Gerb stoff liefert nach der Gerbung horvorragend gefüllte Leder von vorzüglicher Lichtechtheit. In verdünnten, wässerigen Lösungen wird durch Ferrichlorid ein blauvioletter Nieder schlag erzeugt.
<I>Beispiel:</I> 120 Teile des 4,4'-Dioxydiphenylsulfou-5- carbinols erhalten durch 24stündiges Behan deln von 100 Teilen 4,4'-Dioxydiphenylsulfon mit 80 Teilen 40 %iger Natronlauge, 80 Teilen Wasser und 48 Teilen Formaldehyd bei<B>500</B> und nachfolgendes vorsichtiges Ausfällen mit Salzsäure,
werden mit 100 Teilen Phenyl- monoglykoläther-p-sulfösäure (erhalten durch 1'/Qstündiges Erhitzen von 100 Teilen Phenol- monoglykoläther und 110 Teilen 93 %iger Schwefelsäure bei 110 0 bis zur Wasserlöslich keit) und 50 Teilen Wasser 1'/2 Stunden auf 105-110 0 erhitzt.
Nach erfolgter Kondensa tion ist das Produkt leicht in Wasser löslich und wird zu Gerbzwecken zuerst durch Anneu- tralisieren so eingestellt, dass die Brühe eben kongoneutral reagiert.
Process for the preparation of a tanning substance. The acidic condensation process described in main patent no. 156126 gives unsatisfactory results in cases where the applied dioxydiphenyl sulfone or the aromatic sulfonic acid used have become too inert due to appropriate substitution; the poor solubility of certain dioxydiphenyl sulfones can also prevent the reaction from proceeding well.
It has now been found that this difficulty can be countered if the reaction products obtained by alkaline condensation from dioxydiphenyl sulfones and formaldehyde are subsequently heated with aromatic sulfonic acids in acidic solution.
According to the process forming the subject of this patent, a product which is clearly soluble in water in any ratio and is valuable for tanning can be obtained if 4,4'-dioxydiphenylsulfone is condensed in concentrated, caustic alkali solution with formaldehyde, then acidified and with phenyl monoglycol ether -p-sulfonic acid is further heated in a strongly acidic solution. After tanning, the new tanning material produces leathers with excellent fillings and excellent lightfastness. In dilute, aqueous solutions, ferric chloride produces a blue-violet precipitate.
<I> Example: </I> 120 parts of 4,4'-Dioxydiphenylsulfou-5-carbinols obtained by treating 100 parts of 4,4'-Dioxydiphenylsulfon with 80 parts of 40% sodium hydroxide solution, 80 parts of water and 48 parts for 24 hours Formaldehyde at <B> 500 </B> and subsequent careful precipitation with hydrochloric acid,
are with 100 parts of phenyl monoglycol ether-p-sulfoic acid (obtained by heating 100 parts of phenol monoglycol ether and 110 parts of 93% sulfuric acid at 110 0 to water solubility) and 50 parts of water for 1 ½ hours 105-110 0 heated.
After condensation, the product is easily soluble in water and, for tanning purposes, is first adjusted by neutralization so that the broth reacts in a Congo-neutral manner.
Claims (1)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1930G0025630 DE611671C (en) | 1930-11-11 | 1930-11-11 | Process for the preparation of tanning condensation products from dioxydiphenyl sulfones |
| CH156126T | 1931-11-01 | ||
| DE170352X | 1932-09-29 | ||
| DEG86445D DE617469C (en) | 1930-11-11 | 1933-09-17 | Process for the preparation of tanning condensation products from dioxydiphenyl sulfones |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH170352A true CH170352A (en) | 1934-06-30 |
Family
ID=34108911
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH170352D CH170352A (en) | 1930-11-11 | 1933-09-20 | Process for the preparation of a tanning substance. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH170352A (en) |
-
1933
- 1933-09-20 CH CH170352D patent/CH170352A/en unknown
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