DE2036714C2 - Process for the preparation of solvent-free and water-free liquid or solid solutions of methylolmelamines in alkyd resins containing hydroxyl groups - Google Patents

Process for the preparation of solvent-free and water-free liquid or solid solutions of methylolmelamines in alkyd resins containing hydroxyl groups

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Publication number
DE2036714C2
DE2036714C2 DE2036714A DE2036714A DE2036714C2 DE 2036714 C2 DE2036714 C2 DE 2036714C2 DE 2036714 A DE2036714 A DE 2036714A DE 2036714 A DE2036714 A DE 2036714A DE 2036714 C2 DE2036714 C2 DE 2036714C2
Authority
DE
Germany
Prior art keywords
methylolmelamines
free
alkyd resins
solvent
water
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
Application number
DE2036714A
Other languages
German (de)
Other versions
DE2036714A1 (en
Inventor
Alfred 5047 Wesseling Krüger
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Individual
Original Assignee
Individual
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 to DE2036289A priority Critical patent/DE2036289C3/en
Application filed by Individual filed Critical Individual
Priority to DE2036714A priority patent/DE2036714C2/en
Priority to DE2055107A priority patent/DE2055107C2/en
Priority claimed from DE2055107A external-priority patent/DE2055107C2/en
Publication of DE2036714A1 publication Critical patent/DE2036714A1/en
Priority to DE2243843A priority patent/DE2243843C2/en
Priority claimed from DE2243843A external-priority patent/DE2243843C2/en
Application granted granted Critical
Publication of DE2036714C2 publication Critical patent/DE2036714C2/en
Expired legal-status Critical Current

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Classifications

    • 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
    • C08G12/46Block or graft polymers prepared by polycondensation of aldehydes or ketones on to macromolecular compounds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Phenolic Resins Or Amino Resins (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

Zum Stand der Technik und den Entgegenhaltungen FR-PS 15 74 618, FR-PS 15 46 134 und Farbe und Lack, Bd. 76, Heft 5, Mai 1970, S. 461 -467, wird auf die DE-PS 20 36 289 und die dort in Spalte 1, Zeile 33 bis Spalte 2, Zeile 49 gemachten Ausführungen verwiesen. Darüberhinaus ist festzustellen, daß in keine dieser Entgegenhaltungen Melamin und Formaldehyd erwähnt sind.On the state of the art and the references FR-PS 15 74 618, FR-PS 15 46 134 and paint and varnish, Vol. 76, Issue 5, May 1970, pp. 461-467, is referred to DE-PS 20 36 289 and there in column 1, line 33 to column 2, Reference made to line 49. Furthermore, it should be noted that none of these references Melamine and formaldehyde are mentioned.

Gegenstand der Erfindung ist die weitere Ausbildung des Verfahrens zur Herstellung lösungsmittel- und wasserfreier flüssiger oder fester Lösungen von Methylolmelaminen in hydroxylgruppenhaltigen Alkydharzen, bei dem man Methylolmelamine mit 2 oder mehr Methylolgruppen im Molekül in hydroxylgruppenhaltigen Alkydharzen mit einem Hydroxylgehalt über 4% fein verteilt, die so erhaltene Mischung in dünner Schicht erhitzt bis unter Weiterkondensation Lösung der Methylolmelamine erfolgt, und die Temperaturbehandlung anschließend durch Kühlung abbricht, nach Patent 20 36 289, das dadurch gekennzeichnet ist, daß anstelle von Methylolmelaminen Melamin und wasserfreier Formaldehyd, besonders Paraformaldehyd, verwendet werden.The invention relates to the further development of the method for producing solvent and anhydrous liquid or solid solutions of methylolmelamines in alkyd resins containing hydroxyl groups, in which one methylolmelamines with 2 or more methylol groups in the molecule in hydroxyl groups Alkyd resins with a hydroxyl content of over 4% are finely divided, the resulting mixture in thinner Layer heated until solution of the methylolmelamine takes place with further condensation, and the temperature treatment then breaks off by cooling, according to patent 20 36 289, which is characterized in that instead of methylol melamines melamine and anhydrous formaldehyde, especially paraformaldehyde, are used will.

Der besondere Vorteil des erfindungsgemäßen Verfahrens besteht darin, daß der gesonderte Arbeitsgang zur Herstellung der Methylolmelamine entfällt, weil Kondensation von Melamin und Formaldehyd zu Methylolmelaminen und Auflösung letzterer in den hydroxylgruppenhaltigen Alkydharzen in einem Arbeitsgang erfolgen.The particular advantage of the method according to the invention is that the separate operation for the production of methylolmelamines is omitted because condensation of melamine and formaldehyde too Methylolmelamines and dissolution of the latter in the hydroxyl-containing alkyd resins in one operation take place.

ίο Die in dem Beispiel angegebenen Teile sind Gewichtsteile.ίο The parts specified in the example are Parts by weight.

Beispielexample

30 Teile pulverisiertes Melamin und 30 Teile pulverisierter Paraformaldehyd werden mittels Kneter und Dreiwalze in 120 Teilen eines hydroxylgruppenhaltigen Alkydharzes, dessen Herstellung nachstehend beschrieben ist, fein verteilt. Die erhaltene weißliche Mischung wird nun auf einen auf eine Temperatur von 1600C eingestellten in einer Vakuumkammer von 50 Torr befindlichen beheizten Mehrwalzenstuhl gegeben, der so einreguliert ist, daß eine Schichtdicke der umlaufenden Mischung von etwa 0,1 mm resultiert. Innerhalb von wenigen Minuten beginnt die Mischung klar zu werden, was die beginnende Kondensation des sich bildenden Tetramethylolmelamins unter gleichzeitiger Lösung in dem hydroxylgruppenhaltigen Alkydharz anzeigt Die Temperaturbehandlung wird nun durch Kühlen an der Luft unterbrochen. Die erhaltene zähflüssige Lösung trocknet in 60 Minuten bei 160° C zu einem elastischen klebfreien Überzug.30 parts of pulverized melamine and 30 parts of pulverized paraformaldehyde are finely divided into 120 parts of a hydroxyl-containing alkyd resin, the preparation of which is described below, by means of a kneader and three-roller. The whitish mixture obtained is then adjusted to a to a temperature of 160 0 C in a vacuum chamber of 50 torr located more heated roll mill given, which is regulated so that a layer thickness of the circulating mixture of about 0.1 mm results. Within a few minutes the mixture begins to become clear, which indicates the incipient condensation of the tetramethylolmelamine which is forming with simultaneous dissolution in the hydroxyl-containing alkyd resin. The temperature treatment is now interrupted by cooling in air. The viscous solution obtained dries in 60 minutes at 160 ° C. to give an elastic, non-tacky coating.

Herstellung des hydroxylgruppenhaltigen
Alkydharzes mit einem Hydroxylgehalt über 4%
Production of the hydroxyl group-containing
Alkyd resin with a hydroxyl content above 4%

In einer üblichen Apparatur mit Rührwerk und Wasserabscheider werden 1 Mol 1,2-Propylenglycol, 1 Mol Triäthylunglycol, 3,44 Mol Glycerin, 1,33 Mol Adipinsäure und 1,15MoI Bezoesäure in Gegenwart von 60 Teilen Xylol und 2 Teilen Zinkacetat bei 120—175°C umgesetzt, bis mindestens 95% der theoretischen Wassermenge abdestilliert sind. Jetzt läßt man unter 140°C abkühlen, fügt 1,3 Mol Cyclohexan-1,2-dicarbonsäurehydrid zu und setzt bei 180—210°C unter Wasserabspaltung weiter bis zur Säurezahl von 7,5 um.1 mol of 1,2-propylene glycol, 1 mol of triethylunglycol, 3.44 mol of glycerol, 1.33 mol of adipic acid and 1.15 mol of bezoic acid in the presence of 60 parts of xylene and 2 parts of zinc acetate reacted at 120-175 ° C, up to at least 95% of the theoretical amount of water are distilled off. The mixture is now allowed to cool below 140 ° C., and 1.3 mol of cyclohexane-1,2-dicarboxylic acid hydride are added and continues at 180-210 ° C with elimination of water up to the acid number of 7.5 µm.

Claims (2)

Patentansprüche:Patent claims: 1. Weitere Ausbildung des Verfahrens zur Herstellung lösungsmittel- und wasserfreier flüssiger oder fester Lösungen von Methylolmelaminen in hydroxylgruppenhaltigen Alkydharzen, bei dem man Methylolmelamine mit 2 oder mehr Methylolgruppen im Molekül in Hydroxylgruppenhalligen Alkydharzen mit einem Hydroxylgehalt über 4% fein verteilt, die so erhaltene Mischung in dünner Schicht erhitzt bis unter Weiterkondensation Lösung der Methylolmelamine erfolgt, und die Temperaturbehandlung anschließend durch Kühlung abbricht, nach Patent 2036289, dadurch gekennzeichnet, daß anstelle von Methylolmelaminen Melamin und wasserfreier Formaldehyd verwendet werden.1. Further development of the process for the production of solvent-free and water-free liquids or solid solutions of methylolmelamines in hydroxyl-containing alkyd resins, in which one Methylolmelamines with 2 or more methylol groups in the molecule in alkyd resins containing hydroxyl groups finely divided with a hydroxyl content of over 4%, the mixture obtained in this way in a thin layer heated until solution of the methylolmelamines takes place with further condensation, and the temperature treatment then breaks off by cooling, according to patent 2036289, characterized in, that melamine and anhydrous formaldehyde are used instead of methylol melamines will. 2. Verfahren nach Anspruch 1, dadurch gekennzeichnet, daß Paraformaldehyd verwendet wird.2. The method according to claim 1, characterized in that paraformaldehyde is used.
DE2036714A 1970-07-22 1970-07-24 Process for the preparation of solvent-free and water-free liquid or solid solutions of methylolmelamines in alkyd resins containing hydroxyl groups Expired DE2036714C2 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
DE2036289A DE2036289C3 (en) 1970-07-22 1970-07-22 Process for the preparation of solvent-free and water-free liquid or solid solutions of methylolmelamines in alkyd resins containing hydroxyl groups
DE2036714A DE2036714C2 (en) 1970-07-22 1970-07-24 Process for the preparation of solvent-free and water-free liquid or solid solutions of methylolmelamines in alkyd resins containing hydroxyl groups
DE2055107A DE2055107C2 (en) 1970-07-24 1970-11-10 Process for the production of solvent-free and water-free liquid or solid solutions in alkyd resins containing hydroxyl groups
DE2243843A DE2243843C2 (en) 1970-07-24 1972-09-07 Process for the preparation of solvent-free and water-free liquid or solid solutions of methylol-2,6-diamino-4-phenyl-1,3,5-triazine in alkyd resins containing hydroxyl groups

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
DE2036289A DE2036289C3 (en) 1970-07-22 1970-07-22 Process for the preparation of solvent-free and water-free liquid or solid solutions of methylolmelamines in alkyd resins containing hydroxyl groups
DE2036714A DE2036714C2 (en) 1970-07-22 1970-07-24 Process for the preparation of solvent-free and water-free liquid or solid solutions of methylolmelamines in alkyd resins containing hydroxyl groups
DE2055107A DE2055107C2 (en) 1970-07-24 1970-11-10 Process for the production of solvent-free and water-free liquid or solid solutions in alkyd resins containing hydroxyl groups
DE2243843A DE2243843C2 (en) 1970-07-24 1972-09-07 Process for the preparation of solvent-free and water-free liquid or solid solutions of methylol-2,6-diamino-4-phenyl-1,3,5-triazine in alkyd resins containing hydroxyl groups

Publications (2)

Publication Number Publication Date
DE2036714A1 DE2036714A1 (en) 1972-03-09
DE2036714C2 true DE2036714C2 (en) 1982-04-08

Family

ID=30449395

Family Applications (2)

Application Number Title Priority Date Filing Date
DE2036289A Expired DE2036289C3 (en) 1970-07-22 1970-07-22 Process for the preparation of solvent-free and water-free liquid or solid solutions of methylolmelamines in alkyd resins containing hydroxyl groups
DE2036714A Expired DE2036714C2 (en) 1970-07-22 1970-07-24 Process for the preparation of solvent-free and water-free liquid or solid solutions of methylolmelamines in alkyd resins containing hydroxyl groups

Family Applications Before (1)

Application Number Title Priority Date Filing Date
DE2036289A Expired DE2036289C3 (en) 1970-07-22 1970-07-22 Process for the preparation of solvent-free and water-free liquid or solid solutions of methylolmelamines in alkyd resins containing hydroxyl groups

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DE (2) DE2036289C3 (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2243843C2 (en) * 1970-07-24 1983-05-19 Alfred 5047 Wesseling Krüger Process for the preparation of solvent-free and water-free liquid or solid solutions of methylol-2,6-diamino-4-phenyl-1,3,5-triazine in alkyd resins containing hydroxyl groups
DE2554220B2 (en) * 1975-12-03 1979-05-10 Dynamit Nobel Ag, 5210 Troisdorf Coating agents
DE2806497C2 (en) * 1978-02-16 1982-02-18 Basf Farben + Fasern Ag, 2000 Hamburg Multi-layer painting with a clear coat as the final layer

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1546134A (en) * 1966-12-10 1968-11-15 Huels Chemische Werke Ag Process for the preparation of elastic and hard impact resistant coatings
FR1574618A (en) * 1967-08-10 1969-07-11

Also Published As

Publication number Publication date
DE2036289C3 (en) 1981-04-09
DE2036289A1 (en) 1972-01-27
DE2036289B2 (en) 1980-07-17
DE2036714A1 (en) 1972-03-09

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