Hoechst Aktiengesellschaft

Erich Ackermann

Heinz Uhrig

Alexander Sieber

Reinhold Deubel

The ever increasing demands on dispersants, emulsifiers and formulation aids, in particular in the preparation of azo dyes and pigments and in the preparation of dye and pigment dispersions, made it necessary to develop novel surface-active compounds. According to the invention, it has been possible by esterification of hydroxynaphthalenecarboxylic acids (on the carboxyl) with fatty alcohols or preferably with alkoxylates of fatty acids, resin acids or alkylphenols, condensation of the resulting esterification products with aldehydes to give novolak resins with subsequent alkoxylation and esterification of terminal OH groups with resin acids, fatty acids, aromatic carboxylic acids and hydroxylcarboxylic acids with or without reaction with phthalic anhydride or maleic anhydride and sulfite to develop novel polyfunctional surfactant structures which are very highly suitable for a wide range of applications in dispersion and emulsification, in particular in the preparation and formulation of azo pigments.

Surfactants based on hydroxynaphthoic esters and preparation and use

The invention relates to surface-active compounds of the general formula (I) ##STR1## in which Ar is an aromatic system which is optionally substituted by C.sub.1 -C.sub.18 -alkyl, C.sub.1 -C.sub.18 -alkoxy, C.sub.2 -C.sub.5 -alkanoyl, C.sub.6 -C.sub.10 -aryl, (C.sub.6 -C.sub.10 -aryl)-C.sub.1 -C.sub.4 -alkyl, A has the formula --(X--O).sub.n --Y, wherein n denotes 1 to 50, X denotes ethylene or methylethylene and all or some of Y denote an acyl radical of a non-modified or modified natural resin acid and the other radicals Y denote radicals from the group comprising hydrogen, acyl radicals of saturated C.sub.1-24 -carboxylic acids, unsaturated C.sub.3-24 -carboxylic acids, C.sub.2-24 -hydroxy-fatty acids or C.sub.8-18 -alkyl-, -alkenyl- and -alkylidene-succinic acids, maleic acid, fumaric acid, sulfosuccinic acid, sulfuric acid, benzodicarboxylic acids and C.sub.1-16 -n-alkanedicarboxylic acids, W is a group --CHR-- or --CHR--N(R*)--T--N(R*)--CHR--, wherein R*is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.2 -C.sub.4 -hydroxyalkyl, a radical A or --C.sub.2 -C.sub.4 -alkylene-O--A and R is H or C.sub.1-9 -alkyl, T is C.sub.2 -C.sub.12 -alkylene, which is optionally interrupted by --O-- or --NR'--, R' is H, C.sub.1 -C.sub.4 -alkyl, C.sub.2 -C.sub.4 -hydroxyalkyl, A or C.sub.2 -C.sub.4 -alkylene-O--A, W* is H or --CHR--N(R*)--T--N(R*)A and m is 1 to 16. The compounds are prepared on the basis of oxyalkylated novolaks of the formula (I) in which all the radicals Y denote hydrogen. The polyalkylene glycol chains are now terminally esterified or half-esterified in a one- or multi-stage reaction in accordance with the definition of A. The resulting surface-active products are suitable as emulsifiers and dispersing agents for the most diverse fields of applications.

Resin acid esters based on novolak oxyalkylates, their preparation and

The ever increasing demands on dispersants, emulsifiers and formulation aids, in particular in the preparation of azo dyes and pigments and in the preparation of dye and pigment dispersions, made it necessary to develop novel surface-active compounds. According to the invention, it has been possible by esterification of hydroxynaphthalenecarboxylic acids (on the carboxyl) with fatty alcohols or preferably with alkoxylates of fatty acids, resin acids or alkylphenols, condensation of the resulting esterification products with aldehydes to give novolak resins with subsequent alkoxylation and esterification of terminal OH groups with resin acids, fatty acids, aromatic carboxylic acids and hydroxycarboxylic acids with or without reaction with phthalic anhydride or maleic anhydride and sulfite to develop novel polyfunctional surfactant structures which are very highly suitable for a wide range of applications in dispersion and emulsification, in particular in the preparation and formulation of azo pigments.

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Kelkheim, Germany

Erich Ackermann