DE1720269B2 - PROCESS FOR THE MANUFACTURING OF HIGHER MOLECULAR CONDENSATION PRODUCTS FOR TANNING PURPOSES - Google Patents

PROCESS FOR THE MANUFACTURING OF HIGHER MOLECULAR CONDENSATION PRODUCTS FOR TANNING PURPOSES

Info

Publication number
DE1720269B2
DE1720269B2 DE19621720269 DE1720269A DE1720269B2 DE 1720269 B2 DE1720269 B2 DE 1720269B2 DE 19621720269 DE19621720269 DE 19621720269 DE 1720269 A DE1720269 A DE 1720269A DE 1720269 B2 DE1720269 B2 DE 1720269B2
Authority
DE
Germany
Prior art keywords
melamine
tanning
condensation
mol
urea
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.)
Granted
Application number
DE19621720269
Other languages
German (de)
Other versions
DE1720269A1 (en
DE1720269C3 (en
Inventor
Jürgen Dipl Chem Dr Heyden Rudi Dipl Chem Dr 4000 Dusseldorf Plapper
Original Assignee
Henkel & Cie GmbH, 4000 Dusseldorf
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority claimed from DEB57150A external-priority patent/DE1183683B/en
Application filed by Henkel & Cie GmbH, 4000 Dusseldorf filed Critical Henkel & Cie GmbH, 4000 Dusseldorf
Priority to DE19621720269 priority Critical patent/DE1720269B2/en
Priority claimed from DE1962B0067206 external-priority patent/DE1495092B2/en
Publication of DE1720269A1 publication Critical patent/DE1720269A1/en
Publication of DE1720269B2 publication Critical patent/DE1720269B2/en
Application granted granted Critical
Publication of DE1720269C3 publication Critical patent/DE1720269C3/de
Granted legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C14SKINS; HIDES; PELTS; LEATHER
    • C14CCHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
    • C14C3/00Tanning; Compositions for tanning
    • C14C3/02Chemical tanning
    • C14C3/08Chemical tanning by organic agents
    • C14C3/18Chemical tanning by organic agents using polycondensation products or precursors thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G12/00Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08G12/02Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
    • C08G12/04Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds
    • C08G12/043Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds with at least two compounds covered by more than one of the groups C08G12/06 - C08G12/24
    • C08G12/046Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds with at least two compounds covered by more than one of the groups C08G12/06 - C08G12/24 one being urea or thiourea
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G12/00Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08G12/02Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
    • C08G12/26Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
    • C08G12/34Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds and acyclic or carbocyclic compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Treatment And Processing Of Natural Fur Or Leather (AREA)
  • Phenolic Resins Or Amino Resins (AREA)

Claims (1)

1 21 2 das Melamin ganz oder teilweise durch Harnstoff oder HarnstoSabkömmlinse ersetzt.
Patentanspruch: A]s Harnstcffabkömmlinge ist z. B. der Äthylen-
all or part of the melamine has been replaced by urea or urea derivative lenses.
Claim: A] s urine derivatives is z. B. the ethylene
harnstoff zu nennen.to name urea. Weiterbildung des Verfahrens zur Herstellung 5 Es wurde gefunden, daß sich durch den vorgesevon höhermolekularen Kondensationsprcdukten henen Ersatz des Melamins in den Kondensationsfür Gewerbezwecke durch Umsetzen von Dicyan- produkten die Eigenschaften der Harze nicht entdiamid. Melamin und Formaldehyd unter Zugabe scheidend verändern. Auch im vorliegenden Falle von neutralen Alkalisalzen aromatischer Sulfon- werden die Harze im neutralen pH-Bereich nicht gesäuren vor oder während der Kondensation bei io fällt. Eine Fällung beginnt erst, wenn die Konden-Temperaturen von 70 'is 100: C. wobei 0.35 bis sationsprodukte auf pH-Werte unterhalb 6 eingestellt 0.6MoI Dicyandiamid, 0.4 bis 0.65 Mol Melamin. werde:-:. Die Hauptmenge der Kondensationsharze 2.5 bis 4.5 Mol Formaldehyd in wäßriger Lösung fällt etwa zwischen pH 5.5 und 3.5 aus.
und 0.2 bis 0.4 Mol neutrale Alkalisalze aroma- Der pH-Wert hängt im gev issen Umfange von der
Further development of the process for production 5 It has been found that the replacement of the melamine in the condensation products for commercial purposes through the use of dicyano products does not result in the properties of the resins being removed. Melamine and formaldehyde significantly change with addition. In the present case of neutral alkali metal salts of aromatic sulfonic acids, too, the resins are not acidic in the neutral pH range before or during the condensation at io. Precipitation only begins when the condenser temperatures are from 70 to 100 : C. with 0.35 to sation products being adjusted to pH values below 6, 0.6 mol dicyandiamide, 0.4 to 0.65 mol melamine. will:-:. The main amount of the condensation resins 2.5 to 4.5 mol of formaldehyde in aqueous solution precipitates between approximately pH 5.5 and 3.5.
and 0.2 to 0.4 mol of neutral alkali salts aroma- The pH value depends to a large extent on the
tischer Sulfonsäuren verwendet werden, gemäß 15 Zusammensetzung des Harzes und dessen Konden-Patent 1 183 683. bei dem als Ausgangskornpo- satiinsgrad ab. Außerdem kann der pH-Wert mit zunenten an Stelle der Alkalisalze aromatischer nehmender Kondensation>dauer steigen.
Sulfonsäuren Salze von Ligninsulfonsäuren in Die Kondensation wird inerhalb der gleichen Tem-
Table sulphonic acids are used, according to 15 composition of the resin and its condensate patent 1 183 683. with the starting grain position from. In addition, instead of the alkali metal salts more aromatic, the pH value can increase with increasing condensation> duration.
Sulphonic acids Salts of lignosulphonic acids in The condensation takes place within the same temperature
einer Menge von 23.5 bis 32.5 Gewichtsprozent. peraturgrenzen und Zeiträume wie im Hauptpntent bezogen auf wasserfreie Mischung, verwendet wer- 20 durchgeführt. Die erhaltenen Kondensatlösungen könden. gemäß Patent 14 95 092. dadurch ge- nen im Vakuum eingedampft, auf der Walze getrockkennzeichnet, daß man das Melamin ganz net oder auch bei 80 bis 100 C versprüht werden, ader teilweise durch Harnstoff oder Harnstoff- Die erfindungsgemäßen Gerbharze eignen sich \or-an amount from 23.5 to 32.5 percent by weight. temperature limits and time periods as in the main patent based on anhydrous mixture, are used. The condensate solutions obtained can be used. according to patent 14 95 092. thereby evaporated in vacuo, marked dry on the roller, that the melamine is completely net or sprayed at 80 to 100 C, or partly through urea or urea- The tanning resins according to the invention are suitable abkömmlinge ersetzt. zugsweise für die Kombinationsgerbung mit Mineral-offspring replaced. preferably for combination tanning with mineral 25 gerbstoffen. insbesondere für Rindhäute. KaIb-. Schaf- und Ziegenhäute. Wildhäuie und Pelzfelle zur25 tanning agents. especially for beef hides. KaIb-. Sheep and goat skins. Wild boar and furskins for Herstellung von Bekleidungsledern und andere chromgegerbte oder auch alurniniumgegerbte Lederarten. Bei der Herstellung der Leder kann je nach LederartManufacture of clothing leathers and other chrome-tanned or aluminum-tanned leather types. During the production of the leather, depending on the type of leather Gegenstand der Erfindung ist die Weiterbildung 30 vor der Harzgerbung eine Fettung vorgenommen des Verfahrens zur Herstellung von höhermolekula- werden, e· kommt aber auch die Nachfettung in ren Kondrnsationsprodukten für Gerbzwecke durch Fraee.The subject of the invention is the further development 30 which is fatliquored before the resin tanning of the process for the production of higher molecular weight, but also the refatting comes in ren condensation products for tanning purposes by Fraee. Umsetzen von Dicyandiamid. Melamin und Formal- BeispielImplementation of dicyandiamide. Melamine and formal example dehyd unter Zugabe von neutralen Alkalisalzen aro- Gewichtsteiledehydration with the addition of neutral alkali salts aro parts by weight matischer Sulfonsäuren vor od<*r während der Kon- 35 Melamin 10 5matic sulfonic acids before or during the con- 35 Melamine 10 5 densation bei Temperaturen von 70 bis 100 C. wobei H . a ζ'η densation at temperatures from 70 to 100 C. where H. a ζ'η 0.35 bis 0.6 Mol Dicyandiamid. 0.4 bis 0.65 Mo! Dicyandiamid 1400.35 to 0.6 moles of dicyandiamide. 0.4 to 0.65 mo! Dicyandiamide 140 Melamin. 2> bis 4o Mol Formaldehyd ,n waßnger Technisches lisninsulfonsauresMelamine. 2> to 40 moles of formaldehyde, n water technical lisninsulfonsaures Losung und 0.2 bis 0.4 Mol neutrale Alkalisalze Natrium " 3(J 0Solution and 0.2 to 0.4 mol of neutral alkali metal salts sodium "3 (J 0 aromarischer Sulfonsäuren verwendet werden, gemäß 40 Formalinlösunä.' 30» Oi2 ".'.'.'.'.'.'.'.'.'.'. 1 "koaromatic sulfonic acids are used, according to 40 formalin solution. ' 30 »Oi 2 ". '.'. '.'. '.'. '. '. '.'. 1 "ko Patent 1 183 6Sj. bei dem als AusgangskomponentenPatent 1,183 6Sj. in which as the starting components an Stelle der Alkalisalze aromatischer Sulfonsäuren werden 120 Minuten in einem Rührkessel auf 85 C Salze von Ligninsulfonsäuren in einer Menge von erwärmt. Anschließend wird die Harzlösung durch 23.5 bis 32.5 Gewichtsprozent, bezogen auf wasser- Eindampfen im Vakuum getrocknet. Man erhält ein freie Mischung. verwerHet werden, gemäß Patent 45 leicht wasserlösliches Harz. Aus den wäßrigen Lö-P 34 95 092. das dadurch gekennzeichnet ist. daß man sunaen läßt sich das Harz durch Ansäuern ausfällen.Instead of the alkali metal salts of aromatic sulfonic acids, it is heated to 85 ° C. for 120 minutes in a stirred kettle Salts of lignosulfonic acids heated in an amount of. Then the resin solution is through 23.5 to 32.5 percent by weight, based on water evaporation, dried in vacuo. One receives a free mix. can be used, according to patent 45 easily water-soluble resin. From the aqueous Lö-P 34 95 092. which is characterized. the resin can be precipitated by acidification.
DE19621720269 1960-03-22 1962-05-11 PROCESS FOR THE MANUFACTURING OF HIGHER MOLECULAR CONDENSATION PRODUCTS FOR TANNING PURPOSES Granted DE1720269B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DE19621720269 DE1720269B2 (en) 1960-03-22 1962-05-11 PROCESS FOR THE MANUFACTURING OF HIGHER MOLECULAR CONDENSATION PRODUCTS FOR TANNING PURPOSES

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DEB57150A DE1183683B (en) 1960-03-22 1960-03-22 Process for the production of higher molecular weight condensation products for tanning purposes
DE19621720269 DE1720269B2 (en) 1960-03-22 1962-05-11 PROCESS FOR THE MANUFACTURING OF HIGHER MOLECULAR CONDENSATION PRODUCTS FOR TANNING PURPOSES
DE1962B0067206 DE1495092B2 (en) 1962-05-11 1962-05-11 PROCESS FOR MANUFACTURING HIGHER MOLECULAR CONDENSATION PRODUCTS FOR TANNING PURPOSES

Publications (3)

Publication Number Publication Date
DE1720269A1 DE1720269A1 (en) 1972-07-27
DE1720269B2 true DE1720269B2 (en) 1973-06-07
DE1720269C3 DE1720269C3 (en) 1974-03-07

Family

ID=5689757

Family Applications (1)

Application Number Title Priority Date Filing Date
DE19621720269 Granted DE1720269B2 (en) 1960-03-22 1962-05-11 PROCESS FOR THE MANUFACTURING OF HIGHER MOLECULAR CONDENSATION PRODUCTS FOR TANNING PURPOSES

Country Status (1)

Country Link
DE (1) DE1720269B2 (en)

Also Published As

Publication number Publication date
DE1720269A1 (en) 1972-07-27
DE1720269C3 (en) 1974-03-07

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Legal Events

Date Code Title Description
C3 Grant after two publication steps (3rd publication)
E77 Valid patent as to the heymanns-index 1977
EHJ Ceased/non-payment of the annual fee