QUATERNARY AMMONIUM SALTS

摘要

1456732 Quaternary hexahydro-s-triazine derivatives BASF AG 3 April 1974 [4 April 1973 31 Jan 1974] 14751/74 Heading C2C [Also in Division D1] Novel salts have the Formula I in which the various radicals R1 are, independently of one another, linear or branched alkyl of one to six carbon atoms or two radicals R1 joined to the same nitrogen atom form together with it a heterocycle of four to seven carbon atoms; R2, R3 and R4, independently of one another, are cyclic, linear or branched saturated or olefinically unsaturated alkyl of one to thirty carbon atoms which may be interrupted by one or more ether bridges, or unsubstituted, chlorosubstituted or alkyl-substituted phenyl or benzyl group of one to twelve carbon atoms in any alkyl substituents, and R3 and R4 may alternatively and independently be hydrogen or a free electron pair, R5 is hydrogen or alkyl of one to four carbon atoms, Z is an unsubstituted or hydroxyl-substituted alkylene of two to six carbon atoms which may be interrupted by one or more ether or ester bridges, X(-) is an organic or inorganic anion which when there is more than one may be of different natures, and n is a number from 1 to 3. The salts of Formula I are prepared by quaternizing the corresponding compound of Formula II at 20-150‹ C., using the molar ratio of reactants corresponding to the desired product(s). In the examples compounds of Formula II in which R1 is CH 3 , R5 is H and Z is ethylene or trimethylene are quaternized using one or more of lauryl chloride, octadecyl chloride, dimethyl sulphate, cetyl chloride, ethyl bromide, octyl chloride, benzyl chloride, o-chlorobenzyl chloride, p-chlorobenzyl chloride, 3,4-dichlorobenzyl chloride and n-decyl-2-chloroethyl ether. Example 1 preparares 1,3,5-tris-(3-dimethylaminopropyl)-hexahydrotriazine. The salts of Formula I are retarders for the basic dyeing of anionic polyacrylonitrile fibres.