Organic compounds -- part of the class 532-570 series – Organic compounds – Four or more ring nitrogens in the bicyclo ring system
Patent
1997-01-23
1998-06-02
Lipman, Bernard
Organic compounds -- part of the class 532-570 series
Organic compounds
Four or more ring nitrogens in the bicyclo ring system
525154, 5253288, 525375, 525390, 525472, C09D 900
Patent
active
057602263
DESCRIPTION:
BRIEF SUMMARY
BACKGROUND OF THE INVENTION
1. Field of the Invention
The invention relates to binders comprising triazine are methylolated on average with at least one mole of formaldehyde per mole of primary amino groups, and these methylol groups are etherified on average with at least 0.5 mol of primary alcohol per mole of methylol group and the primary alcohols are a mixture containing which may be unsubstituted or substituted by from one to three C.sub.1 -C.sub.8 -alkyl groups, and R.sup.2 and R.sup.3 independently of one another are C.sub.2 -C.sub.8 -alkylene and n is an integer from 1 to 100, or of a mixture of higher-boiling alcohols having a boiling point of above 120.degree. C. at 1 bar which contains at least 10 mol %, based on the higher-boiling alcohols, of alcohols of the formula I, and crosslinkable with the aminotriazine derivative.
The invention also relates to an aminotriazine derivative in which the primary amino groups of the triazine are methylolated on average with at least one mole of formaldehyde per mole of primary amino groups, and these methylol groups are etherified on average with at least 0.5 mol of primary alcohol per mole of methylol group, and the primary alcohol is a mixture containing higher-boiling alcohols having a boiling point above 120.degree. C. at 1 bar which contains at least 10 mol %, based on the higher-boiling alcohols, of alcohols of the formula I.
2. Discussion of the Background
Highly methylolated aminotriazines which are etherified to a large extent with short-chain alcohols melamine being a particular example of such aminotriazines, are used as crosslinking agents for hydroxyl-containing polymers in coating binders.
In comparison with aminotriazine derivatives having high proportions of free NH and OH groups a high degree of alkylation and etherification results in a lower solution viscosity, enabling the production of medium-solids and, in particular, high-solids coating materials. Coating compositions of this kind with a reduced content of volatile solvents are preferred on ecological grounds (lower emission of organic carbon) and offer the paint user cost advantages (lower expenditure on solvent reprocessing or incinerations. At the same time, however, a high degree of alkylation and etherification leads to a level of reactivity, in the crosslinking of OH-containing coating binders, which is reduced in relation to partially methylolated and partially etherified aminotriazine derivatives.
This lower reactivity can be compensated only by using higher baking temperatures, with the disadvantage of the higher consumption of energy and the yellowing of the coated surfaces, or by the increased addition of acidic catalysts, acids and/or their amine salts, with the disadvantage of a reduced weather resistance (hydrophilic acid remains in the coating).
DE-A 24 14 426 discloses methylolaminotriazines etherified with ethylene glycol monoethyl ether and their use as crosslinking agents for hydroxyl-containing polymers. However, the reactivity of these aminotriazine derivatives for crosslinking with hydroxyl groups remains inadequate.
DE-A-36 32 587 describes melamine-formaldehyde resins which are etherified with glycol ethers, one example being polyethylene glycol, or with other alcohols as well as the glycol ethers. Basically, however, glycol ethers are present in mixtures in a distinct excess. The resins are prepared by the simultaneous reaction of melamine, formaldehyde and glycol ethers in a substantially anhydrous process which entails the use of paraformaldehyde.
SUMMARY OF THE INVENTION
It is an object of the present invention to prepare aminotriazine derivatives whose low solution viscosity renders them suitable for the production of low-solvent coating materials and which have a markedly increased reactivity with OH-containing binders in comparison with the conventional resins such as, for example, hexamethoxymethylmelamine resins.
Other desirable properties are good elasticity, good compatibility of the aminotriazine derivatives with the other components of binders,
Kummer Matthias
Meichsner Georg
Niessner Manfred
Tropsch Jurgen
Weiss Wolfram
BASF - Aktiengesellschaft
Lipman Bernard
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