Hoechst Aktiengesellschaft

Heinz Uhrig

Reinhold Deubel

Klaus Ehl

Erich Ackermann

Manfred Schneider

Konrad Opitz

Alexander Sieber

Joachim Weide

Albert Munkel

Max Grossmann

Siegfried Schwerin

Karl-Hermann List

Ludwig Schlafer

Dieter Schnaitmann

Hubert Kruse

Helmut Diery

Hans-Joachim Metz

Volker Hemmerling

Ulrich Cuntze

Hurbert Kruse

Wolfgang Klinner

The demands on the properties of pigments, in particular in the areas of emulsion paints and printing inks, which are continuously becoming more specific made it necessary to develop selective and environmentally safe dispersing and emulsifying agents and coupling auxiliaries. The compounds according to the invention are alkoxylation products prepared from fatty amine dialkylenediamines which, if desired, are linked to give recurring structural units by means of esterification with dicarboxylic acids and in which, preferably, the hydroxyl end groups of these fatty amine alkylenediamine alkoxylates have been esterified with fatty acids, aromatic carboxylic acids and/or resin acids and any hydroxyl groups still present have been converted to the corresponding mono-ester-containing anionic radicals by means of dicarboxylic acids and sulfites. The compounds according to the invention are suitable for a wide range of areas of application in the surfactant sector, for example in the preparation of azo pigments, emulsion paints and printing inks, for the improvement of coloristic and rheological properties. The compounds according to the invention are particularly environmentally safe owing to their biodegradability.

Surface-active compounds based on alkoxylated fatty amines

The demands on the properties of pigments, in particular in the fields of emulsion paints and printing inks, which constantly become more specific have made it necessary to develop selective and environmentally friendly dispersing, emulsifying and coupling auxiliaries. The compounds according to the invention are esterification and/or arylation products prepared from natural or modified castor oil or ricinoleic acids, which products are alkoxylated and, if desired, linked by esterification with dicarboxylic acids to give recurring structural units. If desired, the terminal hydroxyl groups of these modified alkoxylates of castor oil fatty substances have been esterified with fatty acids, aromatic carboxylic acids and/or resin acids and any free hydroxyl groups which may be present have preferably been reacted with dicarboxylic acids and sulfite to give the corresponding monoesters containing anionic radicals. The compounds according to the invention are suitable for a wide range of applications in the field of surface-active agents, for example in the preparation of azo pigments, emulsion paints and printing inks, for improving the coloristic and rheological properties. The compounds according to the invention are particularly compatible with the environment owing to their biodegradability.

Surface-active compounds based on modified castor oil fatty substances

According to the invention, oxyalkylates of aliphatic or cyclic, primarily primary diamines or polyamines, or block polymers (having recurring structural units of the abovementioned oxyalkylate type) produced by prior linking of such oxyalkylates with dicarboxylic acids, are converted into novel substances which are suitable for a very wide variety of areas of application in the field of interface-active agents and can be employed, for example, in the preparation of azo pigments to improve the coloristic properties, by esterification of the terminal hydroxyl group in these aminoxyalkylates using fatty acids or aromatic carboxylic acids and/or resin acids, and, if appropriate, subsequent reaction of free hydroxyl groups which are still present with dicarboxylic acids and sulfite to form the corresponding monoester (containing anionic radicals).

Modified block polymers, their preparation and their use

The invention relates to mixtures of nitrogen-containing surface-active agents which are obtained by esterification of oxyalkylates based on modified or nonmodified naturally occurring resin acids or resin amines or resin alcohols derived therefrom with dicarboxylic acids or anhydrides thereof and subsequent reaction with alkylenediamines or alkylenepolyamines. These nitrogen-containing surface-active agents are suitable as coupling auxiliaries, emulsifiers, dispersing agents, preparation agents for solids dispersions, corrosion protection and metal-working agents and as wetting agents and dyeing auxiliaries.

Nitrogen-containing surface-active agents

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

Surface-active compounds on the basis of arylated fatty substances 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.

Nitrogen-containing condensation products based on unmodified or modified natural resins, process for the preparation thereof and the use thereof. The invention relates to surface-active agents of the general formula

Nitrogen-containing condensation products based on unmodified or

Watersoluble oxalkylated novolaks of the formula ##STR1## wherein R.sup.1 is alkyl of 1 to 18 carbon atoms, R.sup.2 is hydrogen or R.sup.1, X is ethylene or propylene, m is 6 to 100 and n is 1 to 12, are preparation agents for disperse dyestuffs. Disperse dystuff preparations containing these compounds have a stable and uniform distribution of the dyestuff particles, even with high dyestuff concentrations, and show good dyeing properties, low or no foam in dyebaths and useful viscosities in printing pastes.

Use of oxyalkylated novolaks as preparation agents for disperse

Solid, pulverulent dyestuff compositions of fiber-reactive dyestuffs, which compositions contain a condensation product formed from a dialkylnaphthalenesulfonic acid or a mixture of two or more dialkylnaphthalenesulfonic acids and formaldehyde, as an auxiliary intended to ensure the solubility of the dyestuffs in salt-containing and alkaline aqueous padding liquors.

Solid compositions of water-soluble fiber-reactive dyestuffs and

The invention relates to novolak oxyalkylate mixed esters which, on the one hand, contain benzoyl and/or naphthoyl radicals and, on the other hand, contain maleic acid and/or sulfosuccinic acid half-ester groups. They are obtained by reacting novolak oxyalkylates with benzoic acid and/or naphthoic acid or with its anhydride or chloride on the one hand and maleic anhydride on the other hand and, if appropriate, reacting the maleic acid half-ester groups with sulfites to give sulfosuccinic acid half-ester groups. These compounds are highly suitable for use as dispersing agents for the preparation of low-foam dispersions of pigments, dyestuffs and other agents and as emulsifying, leveling and dyeing auxiliaries.

Anionic compounds based on modified novolak oxyalkylates, their

Condensation products, which can be obtained by a reaction of naphthols and alkanals, addition of alkylene oxides and more or less complete conversion of terminal hydroxy groups into sulfo groups or half-esters of maleic acid, phthalic acid or sulfosuccinic acid, are suitable for use as surface-active agents, in particular as coupling auxiliaries in the preparation of azo pigments and also as dispersing agents in the preparation of colorant dispersions and as wetting, emulsifying, leveling or dyeing auxiliaries.

Anionic surface-active compounds based on oxyalkylated naphthol novolacs

Oxalkylates of chemically modified natural rosin acids are useful for dyestuff preparations, especially for dispersions of disperse dyestuffs. The liquid and solid dyestuff preparations containing these oxalkylates are stable to storing even with high dyestuff concentrations, easily redispersible while developing little foam and easily biodegradable.

Growing community of inventors

Steinbach/Taunus, Germany

Heinz Uhrig