DE2044126A1 - Daylight fluorescent pigments - from azines and melamine resins resins, for plastics paper, paints, inks, etc - Google Patents

Abstract

The pigments consists of dyes of formula (in which R1 is H or methoxy, and R2,R3 and R4 are H or methyl) in completely condensed M-F resins, which are opt. co-condensed with aryl- or benzyl sulphonamides. The dyes are added to the melamine resin before or during condensation.

Description

Lightfast daylight luminous pigments The invention relates to daylight luminous pigments, the dyes of the general formula I. in fully condensed melamine-formaldehyde hareses, which are optionally cocondensed with aryl or bensyl sulionamides, where R1 is hydrogen or xethoxy, R2 is hydrogen or methyl, R3 is hydrogen or methyl and R4 is hydrogen or methyl.

The daylight fluorescent pigments contain the dyes that prevent are characterized in the following table by the substituents R1 to R4: R1 R2 R3 R 4 1) OCH3 H H H 2) OCH3 CH3 H H 3) OCH3 H CH3 H 4) OCH3 H CH3 CH3 5) H CH3 H H 6) H H CH3 H 7) H H CH3 CH3 8) H H H H melamine-formaldehyde hardness by condensation of 1 mol of melamine with 1.5 to 6, preferably 2.5 to 3.5 mol formaldehyde or formaldehyde-releasing agents. The co-condensed Resins also contain aryl or benzyl sulfonamides and one for their Condensation required additional amount of formaldehyde, expediently 0.5 to 3 mol. The sulfonamides can, based on melamine, in up to 20 times the amount by weight be contained in the resins. The use of o / p-toluenesulfonamide is preferred.

The resins are thermoplastic or duroplastic, depending on their composition.

Resins which can be used in the present invention are disclosed, for example, in U.S. patents 2 809 954 or 2 851 424 known.

The new daylight luminous pigments are obtained by the Dyes of the general formula I before or during the condensation reaction the melamine resins described above. The colored resins can after the complete condensation according to the usual methods in the for the respective Application as soon as the most favorable pigment form can be transferred.

The new pigments are distinguished by good brilliance and good wet fastness properties and identifying agent fastness properties. Particular attention should be paid to the good lightfastness, which, measured according to the blue scale, is 2 to 3 grades above the light fastness properties known pigments of this type lie. They are very suitable for mass coloring of plastics and paper and for use in printing inks, paints and Lacquers.

Example 1 34.2 parts of o, p-toluenesulfonamide, 10.4 parts of melamine, 19.4 parts of paraformaldehyde and 3 parts of the dye of the formula are mixed and melted and homogenized at 10006, then hardened for 1.5 hours at 160OC, cooled and ground.

About 55 parts of a brilliant yellow pigment are obtained.

1 part of the 80 produced pigment results in 100 parts of soft polyvinyl chloride mixture incorporated a brilliant, yellow plastic.

Example 2 171 parts of o, p-toluenesulfonamide, 25.6 parts of melamine and 47.5 parts of formaldehyde are melted at 80 ° C. and then cooled. The melt is dissolved in dimethylformamide with 8 parts of the dye of the formula added and freed from dimethylformamide under reduced pressure. The residue is condensed out at 15,000 for 1.5 hours and then ground.

20 parts of the pigment produced in this way are mixed with 100 parts of a Solution of 40 parts of modified rosin resin in 60 parts of toluene to form a Processed gravure ink, which gives very brilliant, yellow prints.

Example 3 104 parts of melamine, 74 parts of paraformaldehyde and 6 parts of the dye of the formula dissolved in dimethylformamide are mixed well, melted at 110OC and homogenized.

After one and a half hours of condensation at 1600C, the product becomes ground. 5 parts of the pigment are incorporated into a lacquer that consists of 20 parts Nitrocellulose and 80 parts Solvent. You get one brilliant yellow varnish for painting purposes.

Example 4 171 parts of o, p-toluenesulfonamide, 52 parts of melamine and 67 parts of paraformaldehyde are mixed well, melted at 90 ° C. and mixed with 15 parts of the dye of the formula offset. After homogenization, the mixture is cured for 1 hour and, after cooling, it is ground to form the pigment. 40 parts of this pigment, 15 parts of a reaction product of 1 mole of sperm oil alcohol and 24 to 25 moles of ethylene oxide, 8 parts of ethylene glycol and 30 parts of water are processed into a paste by grinding on the usual equipment.

This paste, in a binder and thickener customary for pigment printing incorporated, printed on textile material and hardened, results in a very brilliant, yellow textile print.

Example 5 171 parts of o, p-toluenesulfonamide, 52 parts of melamine and 10 parts of the dye of the formula are melted at 1200C, homogenized, mixed with 80 parts of paraformaldehyde, completely condensed at 1600C and ground after cooling. 40 parts of this pigment are processed into a paste as in Example 4. 500 parts of an aqueous paper pulp containing 50 parts of dry paper pulp are mixed with 1 part of this pigment paste. A brilliant, yellow paper can be produced from this mass.

Claims (1)

Pat entanst> odor lightfast daylight luminous pigments, the dyes of the general formula in fully condensed melamine-formaldehyde resins which are optionally cocondensed with aryl or benzyl sulfonamides, where R1 is hydrogen or methoxy, R2 is hydrogen or methyl, R3 is hydrogen or methyl and R4 is hydrogen or methyl.