CH201191A - Process for the preparation of a tanning substance. - Google Patents
Process for the preparation of a tanning substance.Info
- Publication number
- CH201191A CH201191A CH201191DA CH201191A CH 201191 A CH201191 A CH 201191A CH 201191D A CH201191D A CH 201191DA CH 201191 A CH201191 A CH 201191A
- Authority
- CH
- Switzerland
- Prior art keywords
- formaldehyde
- preparation
- parts
- heated
- tanning substance
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 6
- 238000002360 preparation method Methods 0.000 title claims description 4
- 239000000126 substance Substances 0.000 title claims description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 21
- 239000000203 mixture Substances 0.000 claims description 7
- 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 claims description 5
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 5
- 229930003836 cresol Natural products 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 3
- 239000007795 chemical reaction product Substances 0.000 claims description 2
- 239000007859 condensation product Substances 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- 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
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- WEAYCYAIVOIUMG-UHFFFAOYSA-N 1-methyl-4-(4-methylphenyl)sulfonylbenzene Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C1=CC=C(C)C=C1 WEAYCYAIVOIUMG-UHFFFAOYSA-N 0.000 description 1
- DSBZMUUPEHHYCY-UHFFFAOYSA-N 2-oxo-1,3,2-dioxathietan-4-one Chemical compound O=C1OS(=O)O1 DSBZMUUPEHHYCY-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000001896 cresols Chemical class 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 235000018553 tannin Nutrition 0.000 description 1
- 229920001864 tannin Polymers 0.000 description 1
- 239000001648 tannin Substances 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 Darstellung eines gerbenden Stoffes. Im Hauptpatent Nr. 156126 ist ein Ver fahren zur Darstellung eines gerbenden Stof fes beschrieben, nach welchem mann Naphtha- linmonosulfonsäure mit Formaldehyd und para-Dioxydiphenylsulfon in wässriger Lö sung erhitzt.
Bei diesem Verfahren gelingt es nicht, das para-Dioxydiphenylsulfon durch Di-kresylsulfongemische, die aus Rohkresol (der Handelsmischung der drei isomeren Kre- sole), hergestellt werden, zu ersetzen, da sich im Verlauf der Kondensation in Wasser un lösliche Harze bilden, die als solche für Gerbzwecke wertlos sind.
Es wurde nun gefunden, dass man ohne Abscheidung lästiger Harze einen wertvollen Gerbstoff erhält, wenn man die Reaktions geschwindigkeit der aus Rohkresol herge stellten Di-hresylsulfongemische herabsetzt, indem mann diese vor dem Zusammenbringen mit Naphthalinmonosulfonsäure und Form aldehyd mit Formaldehyd-Sulfit behandelt.
Bei der anschliessenden Kondensation mit Naphthalinmonosulfonsäure und Formalde- hyd entstehen dann. in Wasser klar lösliche Kondensationsprodukte mit guten gerberi- schen Eigenschaften.
Beispiel: 100 Teile Sulfan aus Rohkresol, einem Gemisch der drei isomeren Kresole, darge stellt nach dem Verfahren der Patentschrift Nr.
190422, 10 Teile Natronlauge 32%ig, 80 Teile Wasser, 20 Teile Formaldehyd 30%ig und 30 Teile Natriumsulfit wasser frei, werden 6 Stunden zum Sieden erhitzt und mit einer Mineralsäure ausgefällt. Das entstandene wasserunlösliche Harz wird in einer Lösung von 100 Teilen Naphthalin- monosulfonsäure, verwendet als rohes Sulfo- nierungsgemisch, wie man es beispielsweise durch Erhitzen von 520 Teilen Naphthalin und 560 Teilen Schwefelsäure während meh rerer Stunden auf 160 bis<B>170'</B> C erhält,
60 Teilen Wasser und 40 Teilen Formaldehyd 30 % ig -2 Stunden zum Sieden erhitzt. Das Enderzeugnis ist in Wasser klar löslich und besitzt gute gerberische Eigenschaften.
Process for the preparation of a tanning substance. In the main patent no. 156126 a process for the preparation of a tanning substance is described, according to which man naphthaline monosulfonic acid is heated with formaldehyde and para-dioxydiphenyl sulfone in aqueous solution.
In this process it is not possible to replace the para-dioxydiphenylsulfone with di-cresylsulfone mixtures, which are produced from raw cresol (the commercial mixture of the three isomeric cresol), since in the course of the condensation water-insoluble resins are formed as such are worthless for tanning purposes.
It has now been found that a valuable tannin is obtained without the separation of troublesome resins if the reaction rate of the di-hresylsulfone mixtures prepared from raw cresol is reduced by treating them with formaldehyde sulfite before combining them with naphthalene monosulfonic acid and formaldehyde.
The subsequent condensation with naphthalene monosulphonic acid and formaldehyde then results. Condensation products which are clearly soluble in water and have good tanning properties.
Example: 100 parts of sulfane from raw cresol, a mixture of the three isomeric cresols, represents according to the method of patent no.
190422, 10 parts of 32% sodium hydroxide solution, 80 parts of water, 20 parts of 30% formaldehyde and 30 parts of sodium sulfite free of water, are heated to boiling for 6 hours and precipitated with a mineral acid. The resulting water-insoluble resin is used in a solution of 100 parts of naphthalene monosulphonic acid as a crude sulphonation mixture, as can be achieved, for example, by heating 520 parts of naphthalene and 560 parts of sulfuric acid to 160 to 170 parts for several hours. B> C receives,
60 parts of water and 40 parts of 30% formaldehyde heated to boiling for -2 hours. The end product is clearly soluble in water and has good tanning properties.
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 | ||
| DEG86445D DE617469C (en) | 1930-11-11 | 1933-09-17 | Process for the preparation of tanning condensation products from dioxydiphenyl sulfones |
| CH201191T | 1936-07-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH201191A true CH201191A (en) | 1938-11-15 |
Family
ID=34108908
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH201191D CH201191A (en) | 1930-11-11 | 1936-07-29 | Process for the preparation of a tanning substance. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH201191A (en) |
-
1936
- 1936-07-29 CH CH201191D patent/CH201191A/en unknown
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