GB986059A - Improvements relating to basic esters of phenylpyrazoline carboxylic acids and theiruse - Google Patents

Abstract

The invention comprises compounds of the formulae <FORM:0986059/C2/1> <FORM:0986059/C2/2> where R1 is phenyl, which may be substituted by halogen or alkyl or alkoxy groups having 1 or 2 carbon atoms, R2 is hydrogen or C1- 4 alkyl R3 is hydrogen, C1- 4 alkyl, phenyl, or phenyl substituted by halogen, alkyl, alkoxy, dialkylsulphamyl or alkylsulphonyl, X is alkylene of up to 4 carbon atoms, R4 and R5 are alkyl, hydroxyalkyl, alkoxyalkyl, hydroxyalkoxyalkyl or cyanoalkyl, each having at most 6 carbon atoms, or R4 and R5 together with the nitrogen make up a heterocyclic ring which may contain oxygen or further nitrogen, R6 is alkyl or aralkyl which may be substituted, and Y is the anion of an inorganic acid or of an organic sulphonic acid; and their production by reacting (i) a functional derivative, e.g. halide or ester, of the phenylpyrazolinobenzoic acid with the alcohol HOXNR4R5 or HOXNR4R5R6.Y; (ii) a sal of said acid with a strong acid ester, e.g. halide or alkaryl sulphonate, of said alcohols; or (iii) HNR4R5 or NR4R5R6 with a phenylpyrazalinobenzoyloxyalkyl halide or sulphonate; and in each case, if necessary or desired, quaternating by reaction with R6Y. Examples and reactants are given. The compounds of the invention are brightening agents (see Division D1). Reference has been directed by the Comptroller to Specifications 669,590 and 832,239.ALSO:Polymeric and copolymeric acrylonitrile fibres are brightened by applying thereto a compound of the formulae <FORM:0986059/D1-D2/1> where R1 is phenyl, which may be substituted by halogen or alkyl or alkoxy groups having 1 or 2 carbon atoms, R2 is hydrogen or C1-4 alkyl, R3 is hydrogen, C1-4 alkyl, phenyl, or phenyl substituted by halogen, alkyl, alkoxy, dialkylsulphamyl or alkyl-sulphonyl, X is alkylene of up to 4 carbon atoms, R4 and R5 are alkyl, hydroxyalkyl, alkoxyalkyl, hydroxy-alkoxyalkyl or cyanoalkyl, each having at most 6 carbon atoms, or R4 and R5 together with the nitrogen make up a heterocyclic ring which may contain oxygen or further nitrogen, R6 is alkyl or aralkyl which may be substituted, and Y is the anion of an inorganic acid or of an organic sulphonic acid (see Division C2). Reference is made to the use of these compounds in aqueous acid baths; examples use aqueous solutions of formic acid, with or without NaHSO4. p Reference has been directed by the Comptroller to Specifications 669,590 and 832,239.