DE877759C - Process for the production of condensation products - Google Patents
Process for the production of condensation productsInfo
- Publication number
- DE877759C DE877759C DED4263D DED0004263D DE877759C DE 877759 C DE877759 C DE 877759C DE D4263 D DED4263 D DE D4263D DE D0004263 D DED0004263 D DE D0004263D DE 877759 C DE877759 C DE 877759C
- Authority
- DE
- Germany
- Prior art keywords
- acid
- parts
- water
- condensation products
- weight
- 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
- 239000007859 condensation product Substances 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 6
- 238000004519 manufacturing process Methods 0.000 title description 2
- 150000001299 aldehydes Chemical class 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 claims description 2
- 150000002894 organic compounds Chemical class 0.000 claims 1
- 229950008177 disulfamide Drugs 0.000 description 9
- 239000000243 solution Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- HVBSAKJJOYLTQU-UHFFFAOYSA-N 4-aminobenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C=C1 HVBSAKJJOYLTQU-UHFFFAOYSA-N 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000008098 formaldehyde solution Substances 0.000 description 4
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- DETXZQGDWUJKMO-UHFFFAOYSA-N 2-hydroxymethanesulfonic acid Chemical compound OCS(O)(=O)=O DETXZQGDWUJKMO-UHFFFAOYSA-N 0.000 description 2
- JPVKCHIPRSQDKL-UHFFFAOYSA-N 3-aminobenzenesulfonamide Chemical compound NC1=CC=CC(S(N)(=O)=O)=C1 JPVKCHIPRSQDKL-UHFFFAOYSA-N 0.000 description 2
- JOOXCMJARBKPKM-UHFFFAOYSA-N 4-oxopentanoic acid Chemical compound CC(=O)CCC(O)=O JOOXCMJARBKPKM-UHFFFAOYSA-N 0.000 description 2
- UJOBWOGCFQCDNV-UHFFFAOYSA-N 9H-carbazole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 description 2
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 2
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 2
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- YNPNZTXNASCQKK-UHFFFAOYSA-N phenanthrene Chemical compound C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 2
- 229950000244 sulfanilic acid Drugs 0.000 description 2
- BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical group C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 description 1
- FRASJONUBLZVQX-UHFFFAOYSA-N 1,4-naphthoquinone Chemical compound C1=CC=C2C(=O)C=CC(=O)C2=C1 FRASJONUBLZVQX-UHFFFAOYSA-N 0.000 description 1
- ZYKVCFGIFGTEPR-UHFFFAOYSA-N 2-oxopropane-1-sulfonic acid Chemical compound CC(=O)CS(O)(=O)=O ZYKVCFGIFGTEPR-UHFFFAOYSA-N 0.000 description 1
- ZAJAQTYSTDTMCU-UHFFFAOYSA-N 3-aminobenzenesulfonic acid Chemical compound NC1=CC=CC(S(O)(=O)=O)=C1 ZAJAQTYSTDTMCU-UHFFFAOYSA-N 0.000 description 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 239000000981 basic dye Substances 0.000 description 1
- WRUAHXANJKHFIL-UHFFFAOYSA-N benzene-1,3-disulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC(S(O)(=O)=O)=C1 WRUAHXANJKHFIL-UHFFFAOYSA-N 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- 235000013877 carbamide Nutrition 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 description 1
- MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 description 1
- TXCDCPKCNAJMEE-UHFFFAOYSA-N dibenzofuran Chemical compound C1=CC=C2C3=CC=CC=C3OC2=C1 TXCDCPKCNAJMEE-UHFFFAOYSA-N 0.000 description 1
- NKDDWNXOKDWJAK-UHFFFAOYSA-N dimethoxymethane Chemical compound COCOC NKDDWNXOKDWJAK-UHFFFAOYSA-N 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- DXRFSTNITSDOKK-UHFFFAOYSA-N formaldehyde;sulfurous acid Chemical compound O=C.OS(O)=O DXRFSTNITSDOKK-UHFFFAOYSA-N 0.000 description 1
- 229940015043 glyoxal Drugs 0.000 description 1
- 235000010299 hexamethylene tetramine Nutrition 0.000 description 1
- 239000004312 hexamethylene tetramine Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 229940040102 levulinic acid Drugs 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- GKKCIDNWFBPDBW-UHFFFAOYSA-M potassium cyanate Chemical compound [K]OC#N GKKCIDNWFBPDBW-UHFFFAOYSA-M 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- AGGIJOLULBJGTQ-UHFFFAOYSA-N sulfoacetic acid Chemical compound OC(=O)CS(O)(=O)=O AGGIJOLULBJGTQ-UHFFFAOYSA-N 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229920001864 tannin Polymers 0.000 description 1
- 239000001648 tannin Substances 0.000 description 1
- 235000018553 tannin Nutrition 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 230000001131 transforming effect Effects 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- -1 ureido-naphthalenesulphonic acid Chemical compound 0.000 description 1
- 239000002699 waste material 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
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Phenolic Resins Or Amino Resins (AREA)
Description
Verfahren zur Herstellung von Kondensationsprodukten Gegenstand des Patents 859 .46o ist ein Verfahren zur Herstellung von Kondensationsprodukten, welche Gerbstoffcharakter besitzen. Das Verfahren besteht darin, daß man Sulfitablauge bzw. die darin als wirksamen Anteil enthaltene Ligninsulfonsäure mit aromatischen Sulfarriiden und Aldehyden kondensiert.A process for preparing a condensation product object of the patent is .46o 859 have a process for the preparation of condensation products, which Gerbstoffcharakter. The process consists in condensing the sulphite waste liquor or the lignosulphonic acid contained therein as an effective component with aromatic sulpharriides and aldehydes.
Es wurde nun gefunden, daß man nicht nur auf die verhältnismäßig dunkel gefärbte Ligninsulfonsäure angewiesen ist, sondern an Stelle der Ligninsulfonsäure auch andere hellfarbige bzw. farblose, vorwiegend synthetische Verbindungen verwenden kann, die alkvlolierbarsind und wasserlöslich machende Gruppen enthalten. Derartige Verbindungen gehören zur Gruppe der Phenole, Ketone und Aldehyde, Carbonsäure- und Sulfonsäureamide, Harnstoffe u. dgl., die als wasserlöslich machende Gruppen in erster Linie Sulfonsäure- und Carbonsäuregruppen,ferner Diacylimidgruppen, Polyäthergruppen usw. enthalten.It has now been found that one cannot only look at the comparatively dark colored ligninsulphonic acid is required, but instead of ligninsulphonic acid also use other light-colored or colorless, predominantly synthetic compounds can, which are alkalizable and contain water-solubilizing groups. Such Compounds belong to the group of phenols, ketones and aldehydes, carboxylic acid and Sulphonic acid amides, ureas and the like, which are used as water-solubilizing groups in primarily sulfonic acid and carboxylic acid groups, also diacylimide groups, polyether groups etc. included.
An leicht zugänglichen Verbindungen dieser Art sind z. B. folgende zu nennen: Salicylsäure, Oxybenzylsulfonsäure (aus Phenol und Formaldehydbisulfit), i-Naphthol-6- oder -7-sulfonsäure, Acetonsulfonsäure, Acetophenonsulfonsäure, Lävulinsäure, Acetamidsulfonsäure, Benzamid-m-sulfonsäure, Sulfoessigsäureureid, f-Ureido-äthansulfonsäure, 3- oder .f-Ureidobenzolsulfonsäure, Ureido-naphthalinsulfonsäureii, i-Diaminocyanur-metanil- oder -sulfanilsäure (aus Cyanurchlorid, i llol Metanil- oder Sulfanilsäure und 2 Mol Ammoniak), m, m'-Diureido-dibenzol-disulfimid u. dgl.Easily accessible connections of this type are z. B. the following to mention: salicylic acid, oxybenzylsulphonic acid (from phenol and formaldehyde bisulphite), i-naphthol-6- or -7-sulfonic acid, acetone sulfonic acid, acetophenone sulfonic acid, levulinic acid, Acetamide sulfonic acid, benzamide-m-sulfonic acid, sulfoacetic acid acid, f-ureido-ethanesulfonic acid, 3- or .f-ureidobenzenesulphonic acid, ureido-naphthalenesulphonic acid, i-diaminocyanur-metanil- or sulfanilic acid (from cyanuric chloride, i llol metanilic or sulfanilic acid and 2 Mol ammonia), m, m'-diureido-dibenzene-disulfimide and the like.
Diese Verbindungen werden erfindungsgemäß in Gegenwart von Aldehyden mit Polysulfamiden kondensiert. Solche Polysulfamide sind beispielsweise: Propan-i, 3-disulfamid, Dekamethylen-i, io-disulfamid, Cyclohexan-i, 4-disulfamid, Benzol-m-disulfamid, Benzol-m-disulfo-di-methylamid (aus Benzolm-disulfochlorid und Monomethylamin), Phenol-2, 4, 6-trisulfamid, Naphthalin-1, 3, 5- oder 1, 3, 6-trisulfamid, Diphenyl-4, 4'-disulfamid, Dibenzyl-4, 4'-disulfamid, Diphenyläther-4, 4'-disulfamid, Polysulfamide des Anthracens, Phenanthrens, Carbazols, Diphenylenoxyds, 3, 3'-Disulfamino-diphenylharnstoff, Benzol -1, 3 - disulfonsäure - di - (3', 5'- disulfonamidophenyl)-amid (aus i Mol Benzol-m-disulfochlorid und 2 Mol Metanilamid), 3, 3', 3"-Trisulfamido-N, N',N "-triphenylmelamin (aus Cyanurchlorid und 3 Mol Metanilamid) und ähnliche Verbindungen.According to the invention, these compounds are in the presence of aldehydes condensed with polysulfamides. Such polysulfamides are for example: Propane-i, 3-disulfamide, decamethylene-i, io-disulfamide, cyclohexane-i, 4-disulfamide, benzene-m-disulfamide, Benzene-m-disulfo-dimethylamide (from benzene-disulfochloride and monomethylamine), Phenol-2, 4, 6-trisulfamide, naphthalene-1, 3, 5- or 1, 3, 6-trisulfamide, diphenyl-4, 4'-disulfamide, dibenzyl-4, 4'-disulfamide, diphenyl ether-4, 4'-disulfamide, polysulfamides of anthracene, phenanthrene, carbazole, diphenylene oxide, 3, 3'-disulfamino-diphenylurea, Benzene -1, 3 - disulfonic acid - di - (3 ', 5'-disulfonamidophenyl) -amide (from i Mol Benzene-m-disulfochloride and 2 moles of metanilamide), 3, 3 ', 3 "-trisulfamido-N, N', N" -triphenylmelamine (from cyanuric chloride and 3 moles of metanilamide) and similar compounds.
Als Aldehydkomponenten kommen für das Verfahren hauptsächlich Formaldehyd, daneben Acetaldehyd, Glyoxal, Acrolein, Crotonaldehyd, Furfurol usw. in Betracht oder entsprechende Aldehyd abgebende Verbindungen, wie Paraformaldehyd, Trioxymethylen, Formaldehydbisulfit, Methylal, Hexamethylentetramin usw.The main aldehyde components used in the process are formaldehyde, in addition, acetaldehyde, glyoxal, acrolein, crotonaldehyde, furfural, etc. can be considered or corresponding aldehyde-releasing compounds, such as paraformaldehyde, trioxymethylene, Formaldehyde bisulfite, methylal, hexamethylenetetramine, etc.
An Stelle der getrennten Anwendung der wasserlöslichen, alkylolierbaren Verbindungen und der Aldehyde kann man auch von den fertig vorgebildeten Alkylolderivaten ausgehen.Instead of the separate use of the water-soluble, alkylolatable Compounds and the aldehydes can also be obtained from the preformed alkylol derivatives go out.
Die Umsetzung zwischen den obigen Ausgangsstoffen geht in wäßriger Lösung bzw. Suspension vor sich bei erhöhten Temperaturen, die in den meisten Fällen xoo° nicht wesentlich überschreiten. Die Aufarbeitung der erhaltenen Kondensationsprodukte erfolgt in üblicher Weise.The reaction between the above starting materials is aqueous Solution or suspension in front of you at elevated temperatures, which in most cases do not significantly exceed xoo °. Working up the condensation products obtained takes place in the usual way.
Die erhaltenen Kondensationsprodukte besitzen Affinität zur tierischen Faser und stellen wertvolle Alleingerbstoffe dar. Sie können daneben auch in der Textilfärberei als Reservierungsmittel und in der Lackfärberei als Fällungsmittel für basische Farbstoffe Verwendung finden.The condensation products obtained have an affinity for animals Fiber and represent valuable sole tanning agents. They can also be used in the Textile dyeing as a reservation agent and in paint dyeing as a precipitating agent find use for basic dyes.
Beispiele i. Zu einer Suspension von 94 Gewichtsteilen Phenol in 8oo Teile Wasser fügt man 26o Gewichtsteile einer 4o°/@gen Natriumbisulfitlösung, ioo Raumteile io n-Natronlauge und ioo Gewichtsteile 30°loige wäßrige Formaldehydlösung. Die erhaltene klare und farblose Lösung wird 5 Stunden auf 9o° erwärmt, dann auf 350 Raumteile eingeengt und auf io° gekühlt. Nun fügt man 246 Gewichtsteile 3o°/oigeFormaldehydlösung hinzu und sorgt durch gelinde Kühlung dafür, daß hierbei und während der nächsten 6 Stunden die Temperatur 2o° nicht übersteigt. Nach 5tägigem Stehen bei Raumtemperatur werden 236 Gewichtsteile feingepulvertes Benzol-m-disulfamid eingerührt, es wird mit Salzsäure schwach lackmussaure Reaktion hergestellt und so lange auf dem Dampfbad erwärmt, bis die Mischung in kaltem Wasser klar löslich geworden ist. Sollte dies nach 2 bis 3 Stunden noch nicht der Fall sein, so wird vorsichtig Natriumbisulfit zugegeben, bis die Klarlöslichkeit erreicht ist. Die erhaltene Lösung ist nunmehr unmittelbar für Gerbzwecke verwendbar, kann aber auch zur Trockne gedampft werden.Examples i. To a suspension of 94 parts by weight of phenol in 800 parts of water are added 26o parts by weight of a 40% sodium bisulfite solution, 100 parts by volume of 10 n sodium hydroxide solution and 100 parts by weight of 30 ° aqueous formaldehyde solution. The clear and colorless solution obtained is heated to 90 ° for 5 hours, then concentrated to 350 parts by volume and cooled to 10 °. 246 parts by weight of 30% formaldehyde solution are then added, and gentle cooling ensures that the temperature does not exceed 20 ° during this and for the next 6 hours. After standing for 5 days at room temperature, 236 parts by weight of finely powdered benzene-m-disulfamide are stirred in, a weak lacquer acidic reaction is produced with hydrochloric acid and heated on the steam bath until the mixture has become clearly soluble in cold water. If this is not the case after 2 to 3 hours, sodium bisulfite is carefully added until clear solubility is achieved. The solution obtained can now be used directly for tanning purposes, but can also be steamed to dryness.
Im vorstehenden Beispiel kann das Benzol-m-disulfamid auch durch äquimolekulare Mengen anderer aliphatischer oder aromatischer Disulfamide ersetzt werden, ferner auch mit Vorteil durch das Benzoli, 3-disulfonsäure-di-(3', 5'-disulfamidophenyl)-amid. Es werden auf diesem Wege Gerbstoffe erhalten, die tierische Haut in griffige hellfarbige Leder verwandeln.In the above example, the benzene-m-disulfamide can also be equimolecular Amounts of other aliphatic or aromatic disulfamides are replaced, furthermore also with advantage through the benzol, 3-disulfonic acid-di- (3 ', 5'-disulfamidophenyl) -amide. In this way, tannins are obtained and the animal skin is brightly colored with a good grip Transforming leather.
2. 304 Gewichtsteile N-(diaminocyanur)-metanilsaures Natrium und 33z Gewichtsteile Phenol-2, 4, 6-trisulfamid werden unter Erwärmen auf 9o° in 2 ooo Teile Wasser gelöst. In die Lösung rührt man bei 9o bis g5° 225 Gewichtsteile einer 3o°/oigen Formaldehydlösung ein und rührt bei derselben Temperatur noch einige Stunden nach. Dann wird die Lösung zur Trockne gedampft. Das erhaltene Harz ist leicht in Wasser löslich und die Lösung stellt nach entsprechender Ansäuerung ein vorzügliches Gerbmittel dar.2. 304 parts by weight of sodium N- (diaminocyanur) -metanilic acid and 33z Parts by weight of phenol-2, 4, 6-trisulfamide are heated to 90 ° in 2,000 Parts of water dissolved. 225 parts by weight of one are stirred into the solution at 90 ° to 5 ° 30% formaldehyde solution and stir at the same temperature for a few hours after. Then the solution is evaporated to dryness. The resin obtained is light in Water soluble and the solution is an excellent one after appropriate acidification Tanning agents.
3.435 Gewichtsteile des Natriumsalzes des m, m'-Diureido-dibenzoldisulfimids (erhalten aus m, m'-Diamino-dibenzol-disulfimidnatrium und Kaliumcyanat in heißer wäßriger Lösung) und 365 Gewichtsteile Naphthalin-i, 3, 5-trisulfamid werden mit 4ooo Teilen Wasser auf dem Dampfbad erwärmt, und es werden innerhalb z Stunden 225 Gewichtsteile einer 3o°/pigen Formaldehydlösung eingerührt. Man rührt noch 6 Stunden bei Wassertemperatur und destilliert dann das Wasser unter vermindertem Druck ab. Es hinterbleibt ein springhartes, in Wasser leicht lösliches Harz, das gute gerbende Eigenschaften besitzt.3.435 parts by weight of the sodium salt of m, m'-diureido-dibenzene disulfimide (obtained from m, m'-diamino-dibenzene-disulfimide sodium and potassium cyanate in hot aqueous solution) and 365 parts by weight of naphthalene-i, 3, 5-trisulfamide are with 4,000 parts of water are heated on the steam bath, and within z hours 225 Parts by weight of a 30% / pigen formaldehyde solution are stirred in. The mixture is stirred for a further 6 hours at water temperature and then the water is distilled off under reduced pressure. What remains is a hard, water-soluble resin, the good tanning one Possesses properties.
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DED4263D DE877759C (en) | 1942-12-01 | 1942-12-01 | Process for the production of condensation products |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DED4263D DE877759C (en) | 1942-12-01 | 1942-12-01 | Process for the production of condensation products |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE877759C true DE877759C (en) | 1953-05-26 |
Family
ID=7030921
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DED4263D Expired DE877759C (en) | 1942-12-01 | 1942-12-01 | Process for the production of condensation products |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE877759C (en) |
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1942
- 1942-12-01 DE DED4263D patent/DE877759C/en not_active Expired
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