GB553064A - Improvements in photographic developers - Google Patents

Abstract

553,064. Phenylenediamine derivatives ; aminophenols. KODAK, Ltd. (Eastman Kodak Co.). Sept. 25, 1941, No. 12461. [Class 2 (iii)] [Also in Group XX] Compounds of the formula : where R 1 , R 2 and R 3 are each a substituted or unsubstituted hydrocarbon group or a heterocyclic group, and X is a group conferring increased water-solubility are used in photography R, and R 2 may each be an alkyl or cycloaliphatic group or an alkyl group containing a heterocyclic or aryl substituent. R 3 may be a group of the type (CH 2 )n, where n is 1, 2, 3 or more and one or more of the hydrogen atoms may be replaced by hydroxyl or other substituent. X may be a hydroxy, hydroxyalkoxy, carboxyl, sulphonic acid, amino; or acid amide group. The benzene ring may be further substituted by a halogen atom or an amino, azo, alkyl, or aryl group. 3 - (# - hydroxyethoxy) - 4 - aminodiethylaniline, specified in examples is prepared by condensing m - diethylaminophenol with # - chloroethanol, treating the product with nitrous acid, and reducing. The following compounds are similarly prepared 3 - (# - hydroxyethoxy) - 4 - amino - N - methyl: N - tetrahydrofurfurylaniline, 3 - (y - hydroxy - n - propoxy) - 4 - aminodiethylaniline, 3 - (# - hydroxyethoxyethoxy) - 4 - aminodimethylaniline, glycerol - α - (2 - amino - 5 - N - propyl - N - benzylaminophenyl) - ether, 1 : 3 - di - (2 - amino - 5 - diethyl aminophenoxy) - propanol - 2, 2 - amino - 5 - piperidylphenoxyacetamide, 2 - amino - 5 - diethylamino - phenoxy N - (o - carboxyphenyl)- acetamide, and # - (2 - amino - 5 - N - ethyl N - benzylaminophenox) - ethylsulphonic acid. The substituted m - aminophenols are prepared by condensing resorcinol with the corresponding secondary amine (obtained from ammonia and the halides of the substituent radicals). Aminophenols so obtained are m - (N - methyl : N - tetrahydrofurfuryl) - aminophenol, m - (N - propyl: N - benzyl) aminophenol. m-Piperidylphenol is similarly prepared.