Naphthoquinone compounds

A compound of formula I, ##STR248## in which R.sub.1 is a group --CH.dbd.CH--CH.dbd.CH-- or ##STR249## which group is unsubstituted or substituted by up to two substituents selected from chlorine bromine, methyl and C.sub.1-4 alkoxy or by one substituent selected from aminocarbonyl, C.sub.1-4 alkylaminocarbonyl, phenylaminocarbonyl, carboxyl, C.sub.1-4 alkoxycarbonyl and phenoxycarbonyl, either m is 1 and R.sub.2 and R.sub.3, together are cyano;

• 2- or 4-pyridyl;
• 2-quinolyl;
• 2,4-dihydroxy-1,3,5-triazinyl;
• phenyl, unsubstituted or substituted by up to two substituents selected from chlorine, bromine, methyl, C.sub.1-4 alkoxy, nitro and cyano;
• or --CO--R.sub.5, where
• R.sub.5 is hydroxy, methyl, C.sub.1-4 alkoxy, phenyl or phenoxy, which phenyl or phenoxy is unsubstituted or substituted by up to two substituents selected from chlorine, bromine, methyl, nitro and cyano, provided that only one cyano is borne thereby, or
• m is 1, R.sub.2 is --CO--NR.sub.4 --, in which R.sub.4 is hydrogen or C.sub.1-4 alkyl, and R.sub.3 is hydrogen;
• C.sub.1-4 alkyl;
• carbazolyl;
• thiazole anthronyl;
• anthraquinonyl which is unsubstituted or substituted by up to two substituents selected from chlorine, bromine, methyl, C.sub.1-4 alkoxy, amino, hydroxy, phenylamino, phenylmercapto, nitro, benzoylamino, mono- or dichloro- benzoylamino, mono- or dibromo- benzoylamino and nitrobenzoylamino;
• pyridyl;
• naphthyl;
• benzimidazolonyl;
• phenyl, unsubstituted or substituted by up to three substituents selected from up to three substituents selected from chlorine and bromine, up to two substituents selected from nitro, methyl and C.sub.1-4 alkoxy and one substituent selected from benzoylamino, mono- or dichlorobenzoylamino, mono- or dibromobenzoylamino, nitrobenzoylamino, C.sub.1-4 alkylcarbonylaminobenzoylamino, aminocarbonyl, C.sub.1-4 alkylaminocarbonyl, phenylaminocarbonyl, mono-, di- or trichlorophenylaminocarbonyl, mono-, di- or tribromophenylaminocarbonyl, C.sub.1-4 alkylcarbonylaminophenylaminocarbonyl and C.sub.1-4 alkoxycarbonyl, or
• m is 1, R.sub.2 is a radical (a), (b) or (c) ##STR250## in which R.sub.4 is as defined above, and R.sub.3 is C.sub.1-4 alkylene;
• divalent pyridyl;
• divalent naphthyl;
• divalent benzimidazolonyl;
• divalent benzene, unsubstituted or substituted by up to two substituents selected from chlorine, bromine, methyl, C.sub.1-4 alkoxy and nitro;
• any aromatic radical as R.sub.3 is bound to R.sub.2 through adjacent carbon atoms;
• or m is 2, R.sub.2 is --CONR.sub.4 --, where R.sub.4 is as defined above, and R.sub.3 is C.sub.1-4 alkylene;
• divalent anthraquinonyl, unsubstituted or substituted by up to two substituents selected from chlorine, bromine, methyl, C.sub.1-4 alkoxy, amino, hydroxy, phenylamino, phenylmercapto, nitro, benzoylamino, mono- or di-chlorobenzoylamino, mono- or di-bromobenzoylamino and nitrobenzoylamino;
• divalent pyridyl;
• divalent napththyl;
• divalent benzimidazolonyl;
• divalent benzene, unsubstituted or substituted by up to two substituents selected from chlorine, bromine, methyl, C.sub.1-4 alkoxy and nitro;
• divalent diphenyl, unsubstituted or substituted by up to two substitutents selected from chlorine, bromine, methyl, C.sub.1-4 alkoxy and nitro;
• a radical (d) ##STR251## in which R.sub.6 is --S--, --SO.sub.2 -- or --NH--CO-- or;
• m is 2, R.sub.2 is a radical (a), (b) of (c), above, and R.sub.3 is an unsubstituted tetravalent diphenyl radical, the links between such radical and radicals (a), (b) or (c) being through adjacent carbon atoms.