CH160661A - Process for the preparation of a high molecular weight sulfonic acid. - Google Patents
Process for the preparation of a high molecular weight sulfonic acid.Info
- Publication number
- CH160661A CH160661A CH160661DA CH160661A CH 160661 A CH160661 A CH 160661A CH 160661D A CH160661D A CH 160661DA CH 160661 A CH160661 A CH 160661A
- Authority
- CH
- Switzerland
- Prior art keywords
- molecular weight
- high molecular
- sulfonic acid
- preparation
- phenol
- Prior art date
Links
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 12
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 7
- 239000003795 chemical substances by application Substances 0.000 claims description 7
- 230000002378 acidificating effect Effects 0.000 claims description 3
- 238000009833 condensation Methods 0.000 claims description 3
- 230000005494 condensation Effects 0.000 claims description 3
- 229920003002 synthetic resin Polymers 0.000 claims description 3
- 239000000057 synthetic resin Substances 0.000 claims description 3
- 229910021578 Iron(III) chloride Inorganic materials 0.000 claims description 2
- 150000001447 alkali salts Chemical class 0.000 claims description 2
- 239000000981 basic dye Substances 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 claims description 2
- 238000004043 dyeing Methods 0.000 claims description 2
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 claims description 2
- 230000001376 precipitating effect Effects 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- 239000007864 aqueous solution Substances 0.000 claims 1
- NVBFHJWHLNUMCV-UHFFFAOYSA-N sulfamide Chemical compound NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000002253 acid Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- LMYRWZFENFIFIT-UHFFFAOYSA-N toluene-4-sulfonamide Chemical compound CC1=CC=C(S(N)(=O)=O)C=C1 LMYRWZFENFIFIT-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G14/00—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00
- C08G14/02—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes
- C08G14/04—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes with phenols
- C08G14/12—Chemically modified polycondensates
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
- D06P1/56—Condensation products or precondensation products prepared with aldehydes
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Phenolic Resins Or Amino Resins (AREA)
Description
Verfahren zur Darstellung einer hochmolekularen Sulfosäure. Es wurde gefunden, dass man zu neuen, wasserlöslichen Kondensationsprodukten ge langen kann, wenn man feste, sauer kon densierte Kunstharze auf Formaldehydbasis einer Behandlung mit Phenol, seinen Ho mologen oder Substitutionsprodukten unter wirft und die entstehende homogene Masse mit sulfonierenden Mitteln behandelt.
Vorliegende Erfindung bezieht sich nun auf ein Verfahren zur Herstellung einer hoch molekularen Sulfosäure, dadurch gekenn zeichnet, dass man ein durch Kondensation von Phenol und p-Toluolsulfamid mit Form aldehyd unter Mitverwendung von sauren Katalysatoren erhaltenes Kunstharz in Phe nol löst und bis zur Wasserlöslichkeit mit sulfonierenden Mitteln behandelt.
Der neue Körper stellt in Form seines Alkalisalzes eine schwach gefärbte, amorphe Masse dar. Ausser als Gerbstoff kann das Produkt als Wollreservierungsmittel in der Halbwollfärberei dienen. Beispiel: Ein Harz, erhalten durch Kondensation von 44 Teilen Phenol, $7,5 Teilen Toluol- sulfamid, 90 Teilen Formaldehyd und 10 Teilen Schwefelsäure 4%, wird mit 62 Teilen Phenol bei 70 so lange gerührt, bis eine homogene Lösung des Harzes entstanden ist.
Man lässt nun zwischen 45 und<B>90'</B> 6,5 Teile Schwefelsäure 66 B6 zufliessen und rührt weiter, bis eine Probe im glei chen Raumteil Wasser auch in der Kälte klar löslich ist. Nach Abstumpfen der über schüssigen Säure mit Natriumkarbonat lässt sich das lösliche Harz durch Aussalzen mit Natriumchlorid oder durch Eindampfen als schwach gefärbte, amorphe Masse gewinnen; ihre Lösungen wirken auf basische Farb stoffe stark fällend, besitzen stark leimfäl lende Eigenschaften und färben sich mit Ferrichlorid rotstichig blau.
Process for the preparation of a high molecular weight sulfonic acid. It has been found that you can ge to new, water-soluble condensation products if you throw solid, acidic condensed synthetic resins based on formaldehyde under a treatment with phenol, its homologues or substitution products and treat the resulting homogeneous mass with sulfonating agents.
The present invention relates to a process for the production of a high molecular weight sulfonic acid, characterized in that a synthetic resin obtained by condensation of phenol and p-toluenesulfamide with formaldehyde using acidic catalysts is dissolved in phenol and with sulfonating agents until it is water-soluble Funds treated.
In the form of its alkali salt, the new body represents a weakly colored, amorphous mass. In addition to being a tanning agent, the product can also serve as a wool reservation agent in semi-wool dyeing. Example: A resin obtained by condensation of 44 parts of phenol, 7.5 parts of toluenesulfamide, 90 parts of formaldehyde and 10 parts of sulfuric acid 4% is stirred with 62 parts of phenol at 70 until a homogeneous solution of the resin has formed .
Between 45 and 90 ”6.5 parts of sulfuric acid 66 B6 are now allowed to flow in and stirring is continued until a sample in the same volume of water is clearly soluble even in the cold. After the excess acid has been blunted with sodium carbonate, the soluble resin can be obtained as a pale, amorphous mass by salting out with sodium chloride or by evaporation; Their solutions have a strong precipitating effect on basic dyes, have strong glue-precipitating properties and turn a reddish blue color with ferric chloride.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH158243T | 1932-05-12 | ||
| CH160661T | 1932-05-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH160661A true CH160661A (en) | 1933-03-15 |
Family
ID=25717072
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH160661D CH160661A (en) | 1932-05-12 | 1932-05-12 | Process for the preparation of a high molecular weight sulfonic acid. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH160661A (en) |
-
1932
- 1932-05-12 CH CH160661D patent/CH160661A/en unknown
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