Abstract A stabilizer compound for synthetic resinous materials is a tri-substituted triazine in which each substituent is a N 4 -methylated 2-keto-1,4-diazacyclohexane connected to the triazine ring through an alkylene bridge. This bridge permits efficient methylation of the N 4 atom in every substituent under conditions which yield crystals having at least 90% purity. These crystals may be further purified to at least 95% purity at which purity level they contain less than 500 ppm ash. The stabilization effect of 95% pure compound in a polyacetal is such that, even with an ash content of 50 ppm, it has better stabilization properties than its 99.2% pure precursor (the non-methylated tri-substituted triazine) with an ash content of 10 ppm, as evidenced by lower formaldehyde evolved and better color retention, that is, developing less color in a water white sample after testing at 259° C.
The stabilizer compound ##STR11## where PSP represents a substituent on the triazine ring said substituent having the structure ##STR12## A represents C 1 -C 3 alkyl; R 1 , R 2 , R 3 , and R 4 each independently represent C 1 -C 6 alkyl, or, when together cyclized, R 1 with R 2 , and R 3 with R 4 , represents C 5 -C 7 cycloalkyl; R 5 represents C 1 -C 6 alkyl; C 5 -C 7 cycloalkyl; C 7 -C 12 aralkyl; hydrogen and phenyl; R 6 represents C 1 -C 12 alkyl and C 5 -C 12 cycloalkyl; and, p represents an integer in the range from 2 to about 12.
Claim 2
Dependent Claim
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The stabilizer compound ##STR11## where PSP represents a substituent on the triazine ring said substituent having the structure ##STR12## A represents C 1 -C 3 alkyl; R 1 , R 2 , R 3 , and R 4 each independently represent C 1 -C 6 alkyl, or, when together cyclized, R 1 with R 2 , and R 3 with R 4 , represents C 5 -C 7 cycloalkyl; R 5 represents C 1 -C 6 alkyl; C 5 -C 7 cycloalkyl; C 7 -C 12 aralkyl; hydrogen and phenyl; R 6 represents C 1 -C 12 alkyl and C 5 -C 12 cycloalkyl; and, p represents an integer in the range from 2 to about 12.
Claim 3
Dependent Claim
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The stabilizer compound of claim 1 wherein R 1 , R 2 , R 3 , and R 4 are each methyl, and A is methyl.
Claim 4
Dependent Claim
10 words
The stabilizer compound of claim 2 having the structure ##STR13##