Aminium and diimonium salts of n,n,n',n',-tetrakis (p-substituted-phenyl)-p-phenylenediamines and benzidines and their use as infrared absorbers

摘要

The invention provides aminium and diimonium salts of N,N,N1,N1-tetrakis-(p-substituted-phenyl) -p-phenylenediamines and benzidines. The compounds are represented by the formula wherein A is R is an allyl group or a straight or branched chain alkyl group of 1-12 carbon atoms, R1 is hydrogen or R, n is one or two, and m is one, or A is and m is two and X- is an anion. The compounds are prepared by oxidation of intermediates of formula R, R1 and n are as above, in an organic solvent solution by reacting with a silver salt, many salts being specified, dimethylformamide and acetone are particularly good solvents.ALSO:Compounds of general formula in which A is and n is 1 or 2 and m is 1, or A is and m is 2, R is an allyl or straight or branched chain alkyl group of 1-12 carbon atoms, R1 is hydrogen or R and X is an anion which have infra-red absorbing are incorporated in organic plastic substrates, e.g. polymers of styrene and alkyl styrenes, polyvinyl acetals, polyvinyl chloride or acetate and vinyl chlorideacetate copolymers and acrylic resins, e.g. polymers of methyl acrylate, methyl methacrylate, acrylamide, methylolacrylamide and acrylonitrile and polyolefines, e.g. polyethylene and polypropylene. Cellulose, nitrate, acetate and methyl and ethyl ethers are also employed, see Examples 10, 11, 12, 14, 17.