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Twenty nine l-aryldihydro-2,4(lH,3H)-pirimidinediones, their 2-thio analogues, and 5- and 6-methyl homologues were investigated as stabilisers of thermooxidative destruction. These derivatives of hexahydropyrimidine were synthesised by reaction of the corresponding N-aryl-, N-aryl-a-methyl- or N-aryl-b-methyl-b-alanines with carbamide or potassium rhodanide in acetic acid with the further addition of hydrochloric acid. It was determined, that l-(4-hydroxy-3,5-diisopropylphenyl)dihydro-2,4(lH,3H)-pyrimidinedione was the best stabiliser for poly(vinyl chloride). Low-density polyethylene was effectively stabilised by l-(4-phenylaminophenyl)dihydro-4(lH,3H)-pyrimidinone-2-thione. l-(l-Naphthyl)-, l-(2-naphthyl)- and l-(4-hydroxyphenyl)dihydro-4(lH,3H)-pyrimidinone-2-thiones were suitable stabilisers for polycaprolactam, polyamides PA 12 and PA 610. l-(Hydroxyphenyl)-6-methyldihydro-4(lH,3H)-pyrimidinone-2-thione was soluble in ethanol and therefore was suitable for stabilisation of polyamide by diffusion. l-(l-Naphthyl)- and l-(4-phenylaminophenyl)dihydro-4(lH,3H)-pyrimidinone-2-thiones were better stabilisers of polyacetals than NG 22-46 and other industrial stabilisers. Cellulose di- and triacetates were stabilised the best by l-(l-naphthyl)-5 (and 6)-methyldihydro-4(lH,3H)-pyrimidinone-2-thiones which were soluble in methylenechloride and acetone.
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