Disclosed are oxalic acid diarylamides as ultraviolet absorbing agents for organic materials, the oxalic acid diarylamides being compounds of the formula A -- NH -- CO -- CO -- NH -- A in which A represents a member selected from the group consisting of ##SPC1## In which Z represents a member selected from the group consisting of a linear or branched alkyl group with 1 to 18 carbon atoms, an acetyl, butyryl, lauroyl, octadecanoyl, benzoyl, para-tertiary butylbenzoyl or para-chlorobenzoyl group, a benzyl group, a carbalkoxyalkyl group with a total of up to 12 carbon atoms, an allyl group and a mono-halogenalkyl group with up to 8 carbon atoms; Z.sub.1 represents an alkyl or mono-halogenalkyl group containing 1 to 18 carbon atoms; R.sub.19 represents an alkyl group containing 1 to 12 carbon atoms, w is 1, 2 or 3; X represents a member selected from the group consisting of an alkyl group with up to 12 carbon atoms, a halogen atom, a phenyl and a cyclohexyl group; and Y.sub.1 and Y.sub.3 each stands for hydrogen, an alkyl or alkoxy group with 1 to 8 carbon atoms, or Y.sub.2 may also represent a phenyl group; W represents an alkyl group with 1 to 18 carbon atoms or a carbalkoxyalkyl group with 3 to 8 carbon atoms.
This is a continuation-in-part of our copending application Ser. No. 879,964 filed Dec. 4th, 1969, now abandoned which in turn, is a divisional application of Ser. No. 599,363, filed Dec. 6, 1966, now U.S. Pat. No. 3,542,573.
A compound of formula I ##STR1## in which each R.sub.1, independently is selected from hydrogen, C.sub.1-12 alkyl, C.sub.1-12 alkoxy and halogen; R.sub.2 has a significance of R.sub.1, independently of R.sub.1, or is --OH; R.sub.20 is --CO--OR.sub.6 or, when each R.sub.1 is hydrogen and R.sub.2 is 2-C.sub.1-4 alkoxy, R.sub.20 is additionally --OH; R.sub.3 is hydrogen or methyl (more preferably hydrogen); and R.sub.6 is hydrogen; unsubstituted C.sub.6-22 alkyl, uninterrupted or interrupted by 1 or 2 oxygen atoms or C.sub.1-22 alkyl mono- or di-substituted by OH and uninterrupted or interrupted by 1 or 2 oxygen atoms; provided when each RF.sub.1 and R.sub.2 is hydrogen, then R.sub.6 is not hydrogen.
The disclosed invention is concerned with porous substrates impregnated with moisture curing polyurethane oligomers incorporating tertiary nitrogen atoms and free aromatic isocyanate groups in which the yellowing tendency of these isocyanates is diminished or supressed by the inclusion of specific light protection agents. These agents are either substituted oxalanilides or indole or indoline derivatives. The impregnated substrates cure rapidly when exposed to moisture to yield rigid structures suitable as a replacement for Plaster of Pairs in medicinal and veterinary bandaging applications.
The invention concerns specific new oxalic acid diarylamides which are characterized by an asymmetrical substitution with regard to the central oxalic amide moiety of the formula and by substitution with one or two alkoxy, alkenyloxy, aralkenyloxy or acyloxy groups. Definite additional substituents may be present. The compounds are valuable ultraviolet stabilizers.
Anti-allergic agents of aromatic oxamic acid derivation present the following formula: ##STR1## in which A is a member selected from the group consisting of .alpha.-naphthyl, .beta.-napthtyl, phenyl, 2,6-di-chlorophenyl, and substituted phenyl moieties containing from one to three substituents in any of the 2,3,4 and 5 positions of the phenyl ring, independently selected from the group consisting of lower alkyl, lower alkylthio, lower alkylsulfinyl, lower alkoxy, hydroxy (lower)alkoxy, 2-(oxalyloxy) ethoxy, benzyloxy, N-mono- and di-lower alkylamino(lower)alkoxy, halo, sulfamyl, polyhalo(lower)alkyl, carbamyl, N-lower alkylcarbamyl, nitro, mono and di lower alkylamino, carboxy, lower alkylcarbonyl, carb(lower)alkoxy, phenoxy(lower)alkoxy, and oxalamidophenoxy radicals; and pharmaceutically acceptable salts thereof.
