DE1644848A1 - Solvent-free coating agents - Google Patents

Solvent-free coating agents

Info

Publication number
DE1644848A1
DE1644848A1 DE19671644848 DE1644848A DE1644848A1 DE 1644848 A1 DE1644848 A1 DE 1644848A1 DE 19671644848 DE19671644848 DE 19671644848 DE 1644848 A DE1644848 A DE 1644848A DE 1644848 A1 DE1644848 A1 DE 1644848A1
Authority
DE
Germany
Prior art keywords
solvent
free
free coating
hydroxyl
coating agents
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.)
Pending
Application number
DE19671644848
Other languages
German (de)
Inventor
Alfred Krueger
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 claimed from DE1956K0029026 external-priority patent/DE1231833B/en
Priority claimed from DEK29439A external-priority patent/DE1101667B/en
Application filed by Individual filed Critical Individual
Publication of DE1644848A1 publication Critical patent/DE1644848A1/en
Pending legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D161/00Coating compositions based on condensation polymers of aldehydes or ketones; Coating compositions based on derivatives of such polymers
    • C09D161/20Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C09D161/22Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds
    • C09D161/24Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds with urea or thiourea
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D161/00Coating compositions based on condensation polymers of aldehydes or ketones; Coating compositions based on derivatives of such polymers
    • C09D161/20Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D167/00Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Polyesters Or Polycarbonates (AREA)
  • Paints Or Removers (AREA)

Description

"lösun smittelfreie Überzu smitteL" Aus den deutschen Auslegeschriften Nr. 1 101 667 und Nr. 1 231 833 sind lösungsmittelfreie kalthärtende oder ofentrocknende Überzugsmittel auf Basis von Aminoplasten und Weichmachungsmitteln bekannt."Solvent-free transfer agents" from the German Auslegeschriften No. 1 101 667 and No. 1 231 833 are solvent-free cold-curing or oven-drying ones Coating agents based on aminoplasts and plasticizers are known.

Zn weiterer Ausbildung dieser Erfindungen hat sich gezeigt, daß ausgezeichnete lösungsmittelfreie Überzugsmittel aus Mischungen von Umsetzungsprodukten von mit einwertigen Alkoholen mit 1-4 Kohlenstoffatomen verätherten Aminotriazin-Formaldehyd-Kondensationsprodukten und cyolisehen Carbonsäuren sowie fe-tsäurefreien hrdroxylgruppenhaltigen Polyestern mit einem Hydroxylgehalt von mindestens 4% bestehen.Zn further development of these inventions has been found to be excellent solvent-free coating agents made from mixtures of reaction products of with monohydric alcohols with 1-4 carbon atoms etherified aminotriazine-formaldehyde condensation products and cyolic carboxylic acids as well as free-acid-free hydroxyl-containing polyesters with a hydroxyl content of at least 4%.

Die neuen löaungsmittelfreien Überzugsmittel sind niedrigviskos, bei Raumtemperatur hervorragend lagerstabil und können als Einbrennlacke Gder nach Härterzusatz, beispielsweise Salzsäure, auch als kalthärtende Lacke verwendet werden.The new solvent-free coating agents are of low viscosity Excellent storage stability at room temperature and can be used as stoving lacquers after adding hardener, hydrochloric acid, for example, can also be used as cold-curing paints.

Besonders geeignete Umsetzungsprodukte sind solche aus Hexamethoxymethylmelamin und oyclischen Polycarbonsäuren, z. B. Phthalsäure, Benzoltricarbonsäure, Benzoltetracarboasäure oder deren Derivaten, z. B.. Anhydriden.Particularly suitable reaction products are those from hexamethoxymethylmelamine and cyclic polycarboxylic acids, e.g. B. phthalic acid, benzene tricarboxylic acid, benzene tetracarboic acid or their derivatives, e.g. B. Anhydrides.

Besonders geeignete fettsäurefreie hydroxylgruppenhaltige Polyester sind auf der Basis von aliphatischen und aro- matischen Dicarbonsäuren, uc r-. Adipinsäure, Phthaleäure, zweiwertiger und drei- oder mehrwertigen Alkoholon, z. ,B. 1,2-Propylenglycol, Glycerin, aufgebaut und haben einen Hydroxylgehalt von 8% und höher. Beispiel: A) 100 Teile Hexamethoxymethylmelamin werden in Gegenwart von tylol bei 80-12000 unter leichtem Vaeuum mit 16 Teilen Phthalsäureanhydrid bis zu einer Säurezahl von 10 umgesetzt. Das erhaltene Umsetzungsprodukt ist völlig klar und hat eine Viskosität von etwa 6 P. bei 200C.Particularly suitable fatty acid-free polyesters containing hydroxyl groups are based on aliphatic and aro- matic dicarboxylic acids, uc r-. Adipic acid, phthalic acid, dihydric and tri or polyhydric alcohols, e.g. , B. 1,2-propylene glycol, glycerine, and have a hydroxyl content of 8% and higher. Example: A) 100 parts of hexamethoxymethylmelamine are reacted with 16 parts of phthalic anhydride to an acid number of 10 in the presence of tylene at 80-12000 under slight vacuum. The reaction product obtained is completely clear and has a viscosity of about 6 P. at 200.degree.

B) Unter Verwendung von Zinkoctoat und hithiumnaphtenat als Katalysatoren wird ein hydroxylgruppenhaltiger Polyester aus Glycerin, 1,2-Propylenglycol, Phthalsäuresahydrid und Adipinsäure unter azeotropen Bedingungen und Verwendung von 3Cylol während 30-35 Stunden bei Temperaturen von 120-mal-mal 2200C hergestellt. Der fettsäurefreie hydroxylgruppenhaltige Polyester hat eine Säurezahl von 12 und eine Hydrozylzahl von 520, die Viskosität beträgt 75see./DIN 4 mm/200C, 75%ig in Äthanol. Nach Herstellung des Polyesters wird das Xylol-unter Vacuum abdestilliert.B) Using zinc octoate and lithium naphtenate as catalysts, a hydroxyl group-containing polyester is produced from glycerol, 1,2-propylene glycol, phthalic acid sahydride and adipic acid under azeotropic conditions and using 3-cylol for 30-35 hours at temperatures of 120 times 220 ° C. The fatty acid-free, hydroxyl-containing polyester has an acid number of 12 and a hydrocyl number of 520, the viscosity is 75 sea./DIN 4 mm / 200 ° C., 75% in ethanol. After the polyester has been produced, the xylene is distilled off in vacuo.

60 Teile des Umsetzungsproduktes A) werden jetzt mit 40 Teilen des fettsäurefreien, hydroaylgruppenhaltigen, lösungsmittelfreien Polyesters BZ vermischt. Anstriche werden 30 min. bei 13000, 10 min. bei 16000 oder wenige Minuten bei 20000 eingebrannt und zeichnen sich durch gute allgemeine lacktechnische Eigenschaften aus. Bei Verwendung als kalthärtender hack werden 10% eines Härters aus eineu Teil conc. Salzsäure (37%ig) und einem Teil Äthylalkohol verwendet. Anstriche auf Holz sind bereits nach wenigen Minuten staubtrocken und härten zu Lackfilmen von hoher Härte und sehr guter Elastizität. Diese Lackfilme lassen die Holzstruktur völlig unverändert erkennen und sind absolut lichtecht. Die Lagerstabilität nach Härterzusatz beträgt bei Raumtemperatur ca. 2 Tage.60 parts of the reaction product A) are now mixed with 40 parts of the fatty acid-free, hydroayl group-containing, solvent-free polyester BZ. Paintings will be 30 min. At 13000, 10 min. At 16,000 minutes or baked at 200 00 and are distinguished by good general coating properties. When used as a cold-curing hack, 10% of a hardener from a part of conc. Hydrochloric acid (37%) and a part of ethyl alcohol are used. Paints on wood are dust-dry after just a few minutes and harden to form paint films of high hardness and very good elasticity. These lacquer films show the structure of the wood completely unchanged and are absolutely lightfast. The storage stability after the addition of hardener is approx. 2 days at room temperature.

Claims (3)

Pate n t a n s r ü c h e s =ss=s-s__ 1. Zösungsmittelfreie Überzugsmittel in weiterer Ausbildung der deutschen Auslegeschriften Nr. 1 101 667 und Nr. 1 231 833, dadurch gekennzeichnet, daB sie aus Mischungen von Umsetzungsprodukten aus verätherten Aminotriazin-Formaldehyd-Kondensationsprodukten mit cyclischen Garbensäuren sowie fettsäurefreien hydroxylgruppenhaltigen Polyestern mit einem Hydroxylgehalt von mindestens « bestehen. Pate ntan s r ü c he s = ss = s-s__ 1. Solvent-free coating agents in further development of the German Auslegeschriften No. 1 101 667 and No. 1 231 833, characterized in that they are made from mixtures of reaction products of etherified aminotriazine-formaldehyde -Condensation products with cyclic garbene acids and fatty acid-free hydroxyl-containing polyesters with a hydroxyl content of at least « exist. 2. Zösungsmittelfreie Überzugs mittel nach Anspruch 1, dadurch gekennzeichnet, daB Umsetzungsprodukte von-Hexamethoxymethylm.elamin mit ayclischen Polycarbonsäuren oder deren Derivaten wie Anhydriden, verwendet werden. 2. Solvent-free coating agent according to claim 1, characterized in that reaction products of-hexamethoxymethylm.elamin with ayclic polycarboxylic acids or their derivatives such as anhydrides are used. 3. Zösungsmittelfreie Überzugsmittel nach den Ansprüchen 1 und 2, dadurch gekennzeichnet, daß fettsäurefreie , hydroxylgruppenhaltige Polyester auf der Basis von aliphatischen und aromatischen Dikarbonsäuren und zwei- und dreiwertigen Alkoholen mit einem Hydroxylgehalt über Ef. verwendet werden.3. Solvent-free coating agent according to claims 1 and 2, characterized in that fatty acid-free , hydroxyl-containing polyesters based on aliphatic and aromatic dicarboxylic acids and di- and trihydric alcohols with a hydroxyl content above Ef. be used.
DE19671644848 1956-06-05 1967-07-31 Solvent-free coating agents Pending DE1644848A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE1956K0029026 DE1231833B (en) 1956-06-05 1956-06-05 Cold curing coating agents
DEK29439A DE1101667B (en) 1956-07-24 1956-07-24 Stoving enamels
DEK0062981 1967-07-31

Publications (1)

Publication Number Publication Date
DE1644848A1 true DE1644848A1 (en) 1971-04-15

Family

ID=32397432

Family Applications (1)

Application Number Title Priority Date Filing Date
DE19671644848 Pending DE1644848A1 (en) 1956-06-05 1967-07-31 Solvent-free coating agents

Country Status (1)

Country Link
DE (1) DE1644848A1 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2316289A1 (en) * 1973-03-31 1974-10-17 Basf Farben & Fasern Rapidly hardenable lacquer coatings - contg. aminoplast, polyester resin, para-toluene sulphonic acid and opt. polyvalent alcohol
DE2621657A1 (en) * 1976-05-15 1977-11-24 Bayer Ag COATING AGENTS FOR THE PRODUCTION OF WEATHER-RESISTANT COATINGS

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2316289A1 (en) * 1973-03-31 1974-10-17 Basf Farben & Fasern Rapidly hardenable lacquer coatings - contg. aminoplast, polyester resin, para-toluene sulphonic acid and opt. polyvalent alcohol
DE2621657A1 (en) * 1976-05-15 1977-11-24 Bayer Ag COATING AGENTS FOR THE PRODUCTION OF WEATHER-RESISTANT COATINGS

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