DE102012009239A1 - Pigment composition, useful to prepare printing inks, comprises an inorganic white/colored pigment or a mixture of different inorganic white or colored pigments, a fatty acid ethanol amide ethoxylate compound, an amine compound and water - Google Patents

Abstract

Aqueous pigment composition comprises 30-75 wt.% of at least one inorganic white or colored pigment or a mixture of different inorganic white or colored pigments, 0.01-15 wt.% of at least one fatty acid ethanol amide ethoxylate compound (I), 0.01-5 wt.% of at least one amine compound (II), where (II) is can be present in the form of an ammonium salt, and water. Aqueous pigment composition comprises 30-75 wt.% of at least one inorganic white or colored pigment or a mixture of different inorganic white or colored pigments, 0.01-15 wt.% of at least one fatty acid ethanol amide ethoxylate compound of formula (R1-C(=O)NH-(CH 2-CH 2-O) n-H) (I), 0.01-5 wt.% of at least one amine compound of formula (R2-(A) a-NH 2) (II), where (II) is can be present in the form of an ammonium salt, and water. R1 : linear or branched 7-21C, preferably 11-19C-alkyl or 7-21C, preferably 11-19C-alkenyl; n : 2-40, preferably 3-40; R2 : linear or branched 8-22C, preferably 12-20C-alkyl or 8-22C, preferably 12-20C-alkenyl; A : -NH-CH 2-CH 2-CH 2-, -O-CH 2-CH 2- or -O-CH 2-CH(CH 3)-CH 2-; and a : 0-5.

Description

The present invention relates to aqueous pigment dispersions containing Fettsäureethanolamidethoxylate and amines as surface modifiers and dispersants, and their use for dyeing macromolecular materials of all kinds, such as fiber materials, pulp, pulp, paints, and their use for printing two-dimensional fabrics such as Paper, cardboard, plastic, textiles and leather.

For the coloring of macromolecular materials, in particular of paints and varnishes, aqueous pigment preparations with organic or inorganic pigments are produced.

Depending on the desired color strength of the pigment preparations, pigments in a concentration range from 1 to 75% by weight are used for the preparation of aqueous pigment preparations with inorganic pigments. In addition, these aqueous pigment preparations usually contain wetting and dispersing agents and water and also auxiliaries customary for pigment preparations, for example additional solvents, humectants, preservatives, defoamers, pH regulators and rheology additives which serve as anti-settling agents.

The wetting and dispersing agents for inorganic pigments have the task of wetting the pigments, dispersing them and stabilizing the pigment preparations.

According to the prior art, polymeric dispersants and anionic, cationic and nonionic surfactants are used to disperse and inorganic pigments in aqueous dispersions or to modify the surface of the organic and inorganic pigments.

As polymeric dispersants usually low molecular weight polymers of acrylic acid or copolymers of acrylic acid, methacrylic acid and maleic acid and their sodium, potassium or ammonium salts are used.

The anionic surfactants used are amphiphilic compounds whose hydrophobic group is an aliphatic or aromatic radical and whose hydrophilic group contains a carboxylic, sulfonic or phosphonic acid group or represents an ester of sulfuric acid or phosphoric acid.

As nonionic surfactants, which are used as dispersants for pigment preparations, fatty alcohol ethoxylates, Alkylphenolethoxylate and copolymers of ethylene oxide, propylene oxide and styrene oxide are described.

Cationic surfactants used as dispersants for pigment preparations are amines, their ammonium salts, amine oxides, betaines or quaternary ammonium compounds. In particular, long-chain aliphatic alkylamines and alkyldiamines are described for a variety of applications in which the dispersibility of inorganic pigments in plastics, in aqueous and solvent-containing Coating materials or in the processing of paper, cardboard, plastic, textiles and leather is improved.

The following is an overview of the dispersants used in the prior art.

DE-10341724 describes alkali-resistant alkoxylates as dispersants for coatings and color formulations.

DE-19743841 describes mixtures of polyphosphates and polyacrylates in the form of their alkali metal or ammonium salts as dispersants for inorganic pigments and fillers in emulsion paints.

EP-1167452 describes the use of block copolymeric phosphoric acid esters and their salts as pigment wetting agents for pigment pastes, aqueous, solvent-based, low-solvent and solvent-free paints and printing inks. The block copolymers of phosphoric acid esters are prepared by blockwise reaction of alkylol with styrene oxide, ethylene oxide and optionally with further alkylene oxides and then reacted to form the phosphoric acid ester.

EP-1771520 describes alcohol alkoxylates as low-foaming wetting agents for coating materials consisting of binders, pigments, fillers, additives and solvents.

EP-2193152 describes anionic dispersants from the group of fatty acids and their salts, Natriumalkylbenzolsulfonate, sodium alkylsulfonates, Natriumolefinsulfonate, Natriumpolynaphthalinsulfonate, alkyl sulfates, alkyl polyethylene glycol ether sulfates, Alkylphenolpolyethylenglykolethersulfate, Sulfobernsteinsäureester and Alkylpolyethylenglykoletherphosphorsäureester.

GB-791767 describes polymers and copolymers of acrylic acid and methacrylic acid and their esters and salts as dispersants for inorganic pigments.

GB 1080115 describes the use of long chain alkylamines of 8 to 20 carbon atoms, their salts and ethoxylates as surface modifiers in the synthesis of organic pigments.

US 2192956 describes the use of amines and quaternary ammonium compounds as dispersants for organic pigments.

US 3015573 and US 3172772 describe the use of low molecular weight ammonium salts as surface modifiers for titanium dioxide pigments.

US 3775148 describes aliphatic amines, amine salts and amine oxides having from 1 to 20 carbon atoms as surface modifiers for diarylide pigments.

US 3945964 describes alcohol alkoxylates as dispersants for aqueous epoxy resin dispersions.

US 4091164 describes ethylene oxide / propylene oxide block copolymers as dispersants for inorganic pigments and fillers in thermoplastics.

US 4127420 describes alkyl-containing amines and alkoxylates as dispersants for organic pigments.

US 4156616 describes the use of long chain aliphatic amine ethoxylates for aqueous dispersions with organic and inorganic pigments.

US 4439238 describes aliphatic and alicyclic amines and diamines of 1 to 22 carbon atoms for phthalocyanine pigments.

US 4563221 describes the use of fatty amines as dispersants for inorganic pigments in plastics.

US 4599114 describes the use of fatty alkylpropylenediamines for the surface treatment of titanium dioxide and other inorganic pigments for dispersion in coating materials, plastics and papermaking.

US 5382288 describes the use of amides, diamines and long-chain primary and secondary alkylamines for the modification of organic azo pigments.

US 6231662 describes the use of reaction products of low molecular weight amines and fatty amines with dicarboxylic acids as surface modifiers for organic and inorganic pigments.

US 6287348 describes the reaction of C ₁₂ -C ₂₄ alkylamines and C ₁₂ -C ₂₄ alkyl monoether amines with reactive dyes for the preparation of colorants for hydrocarbons and waxes.

US 6312514 describes diol alkoxylates as dispersants for aqueous pigment concentrates.

US 6348092 describes the use of diamines and alkyletheramines as dispersants for titanium dioxide in mineral oil-containing alkyd paints.

US 6379443 describes alkyl alkoxylates as dispersants for ink jet inks.

US 6471764 describes polyalkylene glycol ether amines as dispersing additives for organic pigments.

US 6488759 describes alkylpolypropyleneamines as dispersants and surface modifiers for organic monoarylide pigments.

US 6582505 describes branched alcohol alkoxylates as dispersants for aqueous pigment dispersions.

US 7008475 describes naphthol alkoxylates as dispersants for organic pigments.

US 2003/101910 describes carboxymethylated and phosphated polystyrene phenol alkoxylates as dispersants for carbon black dispersions.

US 2004 / 040,471 describes reaction products of fatty amines as auxiliaries for the preparation of aqueous pigment preparations.

US 2007/125260 describes the use of primary and secondary fatty amines as dispersants for azo pigments.

US 2008/110368 describes a paint formulation of a pigment powder and nonionic surfactants selected from the group of acetylene surfactants, alkylphenol ethoxylates, ethylene oxide / propylene oxide block copolymers, alcohol ethoxylates and mixtures thereof.

Although a large number of compounds have been proposed as suitable wetting and dispersing agents in the prior art, in practice there has been a lack of effective dispersants for pigment dispersions meeting the requirements for sedimentation stability, rheological behavior, color yield of the pigments and a low level of human resistance. and ecotoxicological behavior.

In addition, Environmental Labeling Directives restrict the use of known wetting and dispersing aids so that those skilled in the art are always on the look-out for new dispersants and combinations to prepare liquid, stable, aqueous pigment preparations. It is desirable to prepare aqueous pigment preparations which are not subject to labeling according to the European regulation 2008-1272 EC.

It is an object of the present invention to prepare stable and flowable aqueous pigment preparations which are not subject to labeling according to the European regulation 2008-1272 EC and which show no sedimentation of the pigments used over a longer period of time and with which aqueous and solventborne paints, Dye varnishes and glazes alike. When tinting aqueous paints and inks, in particular emulsion paints, silicate disperison paints and aqueous silicone resin paints, the pigment preparations according to the invention should show no rubout problems.

Surprisingly, it has been found that pigment preparations which contain fatty acid ethanolamide ethoxylates of the formula I in combination with amines of the formula II fulfill this task.

• (A) 30 bis 75 Gew.-% mindestens eines anorganischen Weiß- oder Buntpigmentes oder eine Mischung verschiedener anorganischer Weiß- oder Buntpigmente,
• (B) 0,01 bis 15 Gew.-% mindestens eines Fettsäureethanolamidethoxylates der Formel (I),
  
  worin R¹ ein linearer oder verzweigter Alkyl- oder Alkenylrest mit 7 bis 21 Kohlenstoffatomen, n eine ganze Zahl von 2 bis 40 ist,
• (C) 0,01 bis 5 Gew.-% eines Amins der Formel (II),
  
  worin R² ein linearer oder verzweigter Alkyl- oder Alkenylrest mit 8 bis 22 Kohlenstoffatomen, gleich oder verschieden von R¹, ist, A eine Iminopropylgruppe -NH-CH₂-CH₂-CH₂-, eine Oxyethylgruppe -O-CH₂-CH₂- oder eine Oxypropylgruppe -O-CH₂-CH(CH₃)-CH₂- darstellt und a eine ganze Zahl von 0 bis 5 ist, wobei die Verbindung der Formel (II) in Form eines Ammoniumsalzes vorliegen kann, und
• (E) Wasser.

The invention therefore relates to aqueous pigment preparations containing

• (A) from 30 to 75% by weight of at least one inorganic white or colored pigment or a mixture of different inorganic white or colored pigments,
• (B) 0.01 to 15% by weight of at least one fatty acid ethanolamide ethoxylate of the formula (I),
  
  wherein R ^{1 is} a linear or branched alkyl or alkenyl radical having 7 to 21 carbon atoms, n is an integer from 2 to 40,
• (C) 0.01 to 5% by weight of an amine of the formula (II),
  
  wherein R ^{2 is} a linear or branched alkyl or alkenyl radical having 8 to 22 carbon atoms, the same or different from R ¹ , A is an iminopropyl group -NH-CH ₂ -CH ₂ -CH ₂ -, an oxyethyl group -O-CH ₂ - CH ₂ - or an oxypropyl group -O-CH ₂ -CH (CH ₃ ) -CH ₂ - and a is an integer from 0 to 5, wherein the compound of formula (II) may be in the form of an ammonium salt, and
• (E) water.

• (D) gegebenenfalls 0 bis 30 Gew.-% weitere, für die Herstellung von wässrigen Pigmentpräparationen übliche Hilfsmittel wie zusätzliche Netzmittel, anionischen Dispergiermittel, Feuchthaltemittel, Lösemittel, Entschäumer, Rheologieadditive, Konservierungsmittel, Puffersubstanzen, pH-Regulatoren enthalten.

The pigment preparation according to the invention can moreover

• (D) optionally 0 to 30 wt .-% further customary for the preparation of aqueous pigment preparations auxiliary agents such as wetting agents, anionic dispersants, humectants, solvents, defoamers, rheology additives, preservatives, buffer substances, pH regulators.

The pigment preparations according to the invention are shear-resistant, dry-resistant, storage-stable, do not foam or hardly foam during application and have excellent rheology.

The component (A) of the pigment preparations according to the invention is preferably a finely divided, inorganic white or colored pigment or a mixture of different inorganic pigments. Examples of suitable inorganic pigments are titanium dioxides, zinc sulfides, zinc oxides, iron oxides, magnetites, manganese iron oxides, chromium oxides, ultramarine, nickel or chromium antimony titanium oxides, manganese titanium rutiles, cobalt oxides, mixed oxides of cobalt and aluminum, rutile mixed phase pigments, rare earth sulfides, spinels of cobalt with nickel and zinc , Spinels based on iron and chromium with copper zinc as well as manganese, bismuth vanadate and extender pigments. In particular, Color Index Pigments Pigment Yellow 184, Pigment Yellow 53, Pigment Yellow 42, Pigment Yellow Brown 24, Pigment Red 101, Pigment Blue 28, Pigment Blue 36, Pigment Green 50, Pigment Green 17, Pigment Black 11, Pigment Black 33 and Pigment White 6 were used. Preference is also often given to using mixtures of inorganic pigments. Mixtures of organic and inorganic pigments are also commonly used.

The component (B) of the pigment preparations according to the invention is a fatty acid ethanolamide ethoxylate of the formula 1. R ¹ therein preferably has 11 to 19 carbon atoms. n is preferably at least equal to 3, in particular at least 4. It is preferably prepared by reacting fatty acids with ethanolamine to the fatty acid ethanolamide and subsequent addition of ethylene oxide using alkaline catalysts such as sodium or potassium. Starting from the fatty acid ethanolamide, ethylene oxide is preferably added to the terminal hydroxyl group. The addition of ethylene oxide to the nitrogen of the acid amide group is subordinate in a side reaction, so that the nitrogen of the acid amide group can be bound to a lesser extent 2 Polyethylenglykoletherreste. Suitable fatty acids for the preparation of the fatty acid ethanolamides are capric acid, lauric acid, myristic acid, palmitic acids, margaric acid, stearic acid, arachic acid, behenic acid, palmitoic acid, oleic acid and naturally occurring mixtures such as palm kernel oil fatty acid, rapeseed oil fatty acid, sunflower oil fatty acid, soybean oil fatty acid or rosin acids such as tall oil fatty acid. The fatty acids used as raw material can be saturated and unsaturated.

The component (C) of the pigment preparations according to the invention is in one embodiment a primary amine selected from the group of primary fatty amines having 8 to 22 carbon atoms, for example octylamine, decylamine, dodecylamine, tetradecylamine, coconut oil, soybean oil, stearylamine, oleylamine, tallow fatty alkylamine or behenylamine. R ² preferably comprises 12 to 20 carbon atoms. Furthermore, component (C) may be an alkylaminopropylamine, which can be prepared by addition of acrylonitrile to a primary fatty amine and hydrogenation. In particular, laurylaminopropylamine, oleylaminopropylamine and tallow fatty alkylaminopropylamine can be used. Further suitable amines (C) for the pigment preparations according to the invention are etheramines which can be prepared by aminolysis of fatty alcohol ethoxylates. Examples of suitable etheramines are lauryloxethylamine, lauryldioxethylamine, isotridecyloxethylamine, isotridecyldioxethylamine and isotridecylpentaoxethylamine.

Component (C) may also be in the form of its ammonium salts, which may be prepared by neutralization with conventional organic and inorganic acids. Typical acids may be, for example, hydrochloric acid, sulfuric acid, methanesulfonic acid, phosphoric acid, formic acid, acetic acid, propionic acid, lactic acid, oxalic acid, benzenesulfonic acid, toluenesulfonic acid, xylenesulfonic acid, cumene sulfonic acid and fatty acids having 6 to 22 carbon atoms.

The components (D) are further auxiliaries suitable for the preparation of aqueous pigment preparations, such as additional wetting agents, anionic dispersants, humectants, solvents, defoamers, rheological additives, preservatives, buffer substances and pH regulators.

Additional wetting agents may be wetting agents based on polysiloxane ethers, for example a methoxypolyethoxypropyltrisiloxane, alkynediolethoxylates and fluorosurfactants.

Suitable anionic dispersants are preferably anionic surfactants from the group of the sodium, potassium and ammonium salts of fatty acids, alkylbenzenesulfonates, alkylsulfonates, olefinsulfonates, polynaphthalenesulfonates, alkylsulfates, alkylpolyethylene glycol ether sulfates, alkylphenol polyethylene glycol ether sulfates, sulfosuccinic esters, alkylpolyethylene glycol ether phosphoric esters, alkylpolyethylene glycol ether carboxylic acids and their salts, sulfuric monoesters and phosphoric acid esters of styrene-substituted phenol ethoxylates , styrene-substituted phenol polyethylene glycol ether carboxylic acids and their salts, sodium fatty acid isethionates, sodium fatty acid methylthaurides and sodium fatty acid sarcosides.

Suitable humectants and solvents are preferably glycol ethers, which are understood here to mean compounds having ethoxy and / or propoxy groups which have average molecular weights of from 200 to 20,000 g / mol, in particular polyethylene glycol ethers or polypropylene glycol ethers having an average molar mass of from 200 to 20,000 g / mol, mono , Di- or triethylene glycol, mono-, di- or tripropylene glycol, methyl, ethyl-propyl, butyl or higher alkylpolyalkylene glycol ethers having 1, 2, 3 or more ethylene glycol or propylene glycol units, for example methoxypropanol, dipropylene glycol monomethyl ether, tripropylene glycol monomethyl ether, ethylene glycol monobutyl ether, Diethylene glycol monobutyl ether, butyl polyethylene glycol ether, propyl polyethylene glycol ether, ethyl polyethylene glycol ether, methyl polyethylene glycol ether, dimethyl polyethylene glycol ether, dimethylpolypropylene glycol ether, glycerol ethoxylates having a molecular weight of 200 to 20,000 g / mol, pentaerythritolal alkoxylates having a molecular weight of from 200 to 20,000 g / mol, or other ethoxylation and alkoxylation products and random or block copolymers prepared by addition of ethylene oxide and / or propylene oxides to monohydric and higher alcohols having a molecular weight of from 200 to 20,000 g / mol , Average molecular weight / molecular weight means number average molecular weight / molecular weight.

Further suitable auxiliaries of the aqueous pigment preparations according to the invention are preferably water-soluble organic or hydrotropic substances which optionally also serve as solvents. Particularly suitable are, for example, formamide, urea, tetramethylurea, ε-caprolactam, glycerol, diglycerol, polyglycerol, N-methylpyrrolidone, 1,3-diethyl-2-imidazolidinone, thiodiglycol, sodium benzenesulfonate, sodium xylenesulfonate, sodium toluenesulfonate, sodium Cumene sulfonate, sodium dodecyl sulfonate, sodium benzoate, sodium salicylate, sodium butyl monoglycol sulfate.

Suitable defoamers are preferably mineral oil defoamers and their emulsions, silicone oil defoamers and silicone oil emulsions, polyalkylene glycols, polyalkylene glycol fatty acid esters, fatty acids, higher alcohols, phosphoric acid esters, hydrophobically modified silica, aluminum tristearate, polyethylene waxes and amide waxes.

Suitable rheology additives as viscosity modifiers are e.g. Starch and cellulose derivatives and hydrophobically modified ethoxylated urethanes (HEUR) thickeners, alkali-swellable acrylate thickeners, hydrophobically modified acrylate thickeners, polymers of acrylamidomethylpropanesulfonic acid, benthonite thickeners or fumed silica.

Pot preservatives are added to stabilize the aqueous pigment preparations and to prevent the uncontrolled proliferation of bacteria, algae and fungi. Suitable biocides are formaldehyde, formaldehyde-releasing components, methylisothiazolinone, chloromethylisothiazolinone, benzisothiazolinone, bronopol, dibromodicyanone butane and silver chloride coated titanium dioxide.

As buffer substances and pH regulators preferably organic or inorganic bases and acids are used. Preferred organic bases are amines, such as. Ethanolamine, diethanolamine, Triethanolamine, N, N-dimethylethanolamine, diisopropylamine, 2-amino-2-methyl-1-propanol or dimethylaminomethylpropanol. Preferred inorganic bases are sodium, potassium, lithium hydroxide or ammonia.

Water used to prepare the aqueous pigment preparations according to the invention, component (E), is preferably used in the form of distilled or demineralized water. Also drinking water (tap water) and / or water of natural origin can be used. Water is preferably contained in the aqueous pigment preparation of the invention to 10 to 65 wt .-%, in particular ad 100 wt .-%.

The aqueous pigment preparations according to the invention preferably have a viscosity of 10 to 10,000 mPas, preferably 50 to 5,000 mPas and particularly preferably 300 to 3,000 mPas, measured with a cone and plate viscometer at a shear rate of 1/60 sec ^-1 , z. As a Haake Viscometer 550 Fa. Thermo Haake.

The aqueous pigment preparations according to the invention can be mixed with water in any ratio, it also being possible to mix several different preparations with water. They are distinguished from conventional pigment preparations by excellent storage stability and good rheological properties.

The present invention also provides a process for preparing the pigment preparations according to the invention by reacting component (A) in the form of powder or granules in the presence of water (E) and components (B), (C) and optionally (D) in in a conventional manner dispersed, then optionally further water (E) admixed and adjusting the resulting aqueous pigment dispersion with water to the desired concentration. The components (B), (C), if appropriate (D) and (E) are preferably mixed and homogenized, then the component (A) is stirred into the initially introduced mixture, the pigment being pasted in and predispersed. Depending on the grain hardness of the pigments used, it is then optionally finely dispersed or finely divided with cooling with the aid of a grinding or dispersing unit. For this purpose, agitators, dissolvers (sawtooth), rotor-stator mills, ball mills, stirred ball mills such as sand and bead mills, high-speed mixers, kneaders, roller mills or high performance bead mills can be used. The fine dispersion or milling of the pigments takes place up to the desired particle size distribution and can be carried out at temperatures in the range from 0 to 100 ° C, advantageously at a temperature between 10 and 70 ° C, preferably at 20 to 60 ° C. Following fine dispersion, the pigment preparation can be further diluted with water, preferably deionized or distilled water.

The pigment preparations according to the invention are suitable for pigmenting and dyeing macromolecular materials of all kinds. The pigment preparation according to the invention are suitable for pigmenting or producing paints and dispersion paints, dispersion paints, printing inks, in this case, for example, textile printing, flexographic printing, decorative printing or gravure printing inks, wallpaper paints , water-dilutable paints, wood stains, wood preservatives and paints for surface coating of objects from, for example, metal, wood, plastic, glass, ceramic, concrete, textile, paper or rubber are used.

A further advantage of the fatty acid ethanolamide ethoxylates according to the invention is the labeling of the mixtures according to the European regulation 2008-1272 EC on the classification, labeling and packaging of substances and mixtures. This Regulation 2008-1272 EC requires within the European Community that mixtures containing> 1% of a corrosive or> 3% of an irritating surfactant are classified as hazardous. It is therefore advantageous to use surfactants that do not irritate the skin or mucosa or have a corrosive effect. A variety of nonionic surfactants such as the oleyl / cetyl ethoxylate used in Example 2 (Comparative Example) causes severe eye damage. This leads to a marking of the pigment preparation according to Example 2, while the fatty acid ethanolamide ethoxylate used in Example 1 and also the mixture according to the regulation 2008-1272 EC is not classified as hazardous.

Examples

Preparation of a pigment preparation

The pigment is pasted, either as a powder, granules or as a press cake, together with the dispersants and other additives in deionized water and then with a dissolver (eg., From the company VMA Getzmann GmbH, type AE3-M1) or a Homogenized other suitable apparatus and predispersed. The subsequent fine dispersion is carried out with the aid of a bead mill (eg with AE3-M1 from VMA-Getzmann) or another suitable dispersing unit, grinding with siliquarzite beads or zirconium mixed oxide beads of size d = 1 mm with cooling to the desired color strength and colorimetry he follows. The dispersion is then adjusted to the desired final pigment concentration with deionized water, the grinding media are separated off and the pigment preparation is isolated.

The pigment preparations described in the following examples were prepared by the method described above, using the following constituents in the stated amounts in such a way that 100 parts of the respective pigment preparation are formed. In the present application "parts" parts by weight and percentages by weight, unless otherwise stated in an individual case. example 1 70 parts CI Pigment Red 101 (Bayferrox ^® Red 130, Fa. Lanxess Component (A)), 4 parts Tall oil fatty acid ethanolamide reacted with 5 moles of ethylene oxide (Component (B)), 0.6 parts Tallow alkylamine (Genamin ^® TA 100, Fa. Clariant, component (C)), 10 parts Polyethylene glycol having a molecular weight of 200 g / mol (Polyglycol 200 USP, Fa. Clariant, component (D)), 0.2 parts Acetic acid, 99% (component (D)), 0.3 parts Defoamer (D-Foam-R C 741, Clariant, component (D)), 0.2 parts Preservatives (Nipacide ^® BSM, Fa. Clariant, component (D)), 14.7 parts Water (component (E))

In a grinding container, the components (B), (C), (D) and (E) are presented and mixed. Subsequently, the powdery component (A) is added and predispersed with the dissolver. The fine dispersion takes place in a bead mill by means of zirconium mixed oxide beads of size d = 1 mm with cooling. Subsequently, the grinding media are separated and the pigment preparation is isolated. The pigment preparation is stored for one week at 60 ° C and visually assessed. The viscosity of the pigment preparation is measured with a Haake Viscometer 550 at a shear rate of 1/60 sec ^-1 .

The pigment preparation is liquid after one week storage at 60 ° C, homogeneous and foam-free. The viscosity of the pigment preparation is 1679 mPa · s. Example 2 (comparative example) 70 parts CI Pigment Red 101 (Bayferrox Red 130, component (A)), 4 parts Oleyl / Cetylethoxylat (with 8 moles ethylene oxide Genapol ^® O 080, Fa. Clariant, component (B)) 0.6 parts Tallow fatty alkylamine (Genamin TA 100, Clariant, component (C)) 10 parts Polyethylene glycol having a molecular weight of 200 g / mol (Polyglycol 200 USP, Fa. Clariant, component (D)), 0.2 parts Acetic acid, 99% (component (D)), 0.3 parts Defoamer (D-Foam-R C 741, Clariant, component (D)), 0.2 parts Preservatives (Nipacide ^® BSM, Fa. Clariant, component (D)), 18 parts Water (component (E))

It is carried out in the preparation and testing of the pigment preparation as described in Example 1. The pigment preparation after grinding is a liquid, foam-free pigment dispersion. The pigment preparation is liquid after one week storage at 60 ° C, homogeneous and foam-free. The viscosity of the pigment preparation is 1677 mPa · s. The pigment preparation was subject to European Regulation 2008-1272 EC on the classification, labeling and packaging of substances and mixtures according to Example 2 but the labeling requirement, because the oleyl / cetyl ethoxylate used here can cause serious eye damage. Example 3 (comparative example) 70 parts CI Pigment Red 101 (Bayferrox Red 130, component (A)), 1.5 parts an aqueous, 40% solution of a sodium polyacrylate with a average molecular weight of 7000 g / mol instead of the combination of Components (B) and (C), 10 parts Polyethylene glycol having a molecular weight of 200 g / mol (Polyglycol 200 USP, Fa. Clariant, component (D)), 0.3 parts Defoamer (D-Foam-R C 741, Clariant, component (D)), 0.2 parts Preservative (Nipacide BSM, Clariant, component (D)), 18 parts Water (component (E))

It is carried out in the preparation and testing of the pigment preparation as described in Example 1. The pigment preparation after grinding is a liquid, foam-free pigment dispersion. After one week of storage at 60 ° C, the dispersion is stiffened to a solid gel. By stirring, the dispersion can be re-liquefied and has a viscosity of 855 mPa · s, but the pigment dispersion solidifies again after further storage for 4 weeks at room temperature to a solid gel. Example 4 (Comparative Example) 70 parts CI Pigment Red 101 (Bayferrox Red 130, component (A)), 4 parts EO / PO block copolymer with 20% ethylene oxide (Genapol PF 20, Fa. Clariant, component (B)), 0.6 parts Tallow fatty alkylamine (Genamin TA 100, Clariant, component (C)), 10 parts Polyethylene glycol having a molecular weight of 200 g / mol (Polyglycol 200 USP, Fa. Clariant, component (D)), 0.2 parts Acetic acid, 99% (component (D)), 0.3 parts Defoamer (D-Foam-R C 741, Clariant, component (D)), 0.2 parts Preservative (Nipacide BSM, Clariant, component (D)), 18 parts Water (component (E))

It is carried out in the preparation and testing of the pigment preparation as described in Example 1. The pigment preparation after grinding is a liquid, foam-free pigment dispersion. The pigment preparation has formed after one week storage at 60 ° C a sediment. The viscosity of the pigment preparation is 671 mPa · s. Example 5 (Comparative Example) 70 parts CI Pigment Red 101 (Bayferrox Red 130, component (A)), 4 parts Cocosfettsäureethoxylate with 10 moles of ethylene oxide (Genagen ^® C 100, Fa. Clariant, component (B)), 0.6 parts Tallow fatty alkylamine (Genamin TA 100, Clariant, component (C)), 10 parts Polyethylene glycol having a molecular weight of 200 g / mol (Polyglycol 200 USP, Fa. Clariant, component (D)), 0.2 parts Acetic acid, 99% (component (D)), 0.3 parts Defoamer (D-Foam-R C 741, Clariant, component (D)), 0.2 parts Preservatives (Nipacide ^® BSM, Fa. Clariant, component (D)), 18 parts Water (component (E))

It is carried out in the preparation and testing of the pigment preparation as described in Example 1. The pigment preparation after grinding is a liquid, foam-free pigment dispersion. The pigment preparation has formed after one week storage at 60 ° C a sediment. The viscosity of the pigment preparation is 511 mPa · s. Example 6 70 parts CI Pigment White 6 (Kronos Titanium Dioxide 2160, Kronos, Component (A)), 4 parts Tall oil fatty acid ethanolamide reacted with 5 moles of ethylene oxide (Component (B)), Part 1 Lauryldioxypropylamine, a reaction product of a C ₁₂ / C ₁₄ Fatty alcohol, with 2 moles of propylene oxide and subsequent aminolysis for primary alkylpolyoxypropylamine amine (Genamin LA2P 100 D, Fa. Clariant, component (C)), 10 parts Polyethylene glycol having a molecular weight of 200 g / mol (Polyglycol 200 USP, Fa. Clariant, component (D)), 0.3 parts Defoamer (D-Foam-R C 741, Clariant, component (D)), 0.2 parts Preservative (Nipacide BSM, Clariant, component (D)), 14.5 parts Water (component (E))

It is carried out in the preparation and testing of the pigment preparation as described in Example 1. The pigment preparation is liquid after one week storage at 60 ° C, homogeneous and foam-free. The viscosity of the pigment preparation is 1531 mPa · s. Example 7 65 parts CI Pigment Yellow 42 (Bayferrox Yellow 3920, Fa. Lanxess, Component (A)), 4 parts Alkoxylate consisting of a saturated C ₁₆ / C ₁₈ fatty alcohol reacted with 7 moles of propylene oxide and 9 moles of ethylene oxide (Component (B)), Part 1 C ₁₂ / C ₁₆ coconut fatty alkylamine (Genamin CC 100, Clariant, Component (C)), 10 parts Polyethylene glycol having a molecular weight of 200 g / mol (Polyglycol 200 USP, Fa. Clariant, component (D)), 0.3 parts Defoamer (D-Foam-R C 741, Clariant, component (D)), 0.2 parts Preservative (Nipacide BSM, Clariant, component (D)), 19.5 parts Water (component (E))

It is carried out in the preparation and testing of the pigment preparation as described in Example 1. The pigment preparation is liquid after one week storage at 60 ° C, homogeneous and foam-free. The viscosity of the pigment preparation is 2246 mPa · s. Example 8 70 parts CI Pigment Green 17 (Chrome Oxide Green, Fa. Lanxess, Component (A)), 6 parts Alkoxylate consisting of a saturated C ₁₆ / C ₁₈ fatty alcohol reacted with 7 moles of propylene oxide and 7 moles of ethylene oxide (Component (B)), Part 1 C ₁₂ / C ₁₆ coconut fatty alkylamine (Genamin CC 100, Clariant, Component (C)), 10 parts Polyethylene glycol having a molecular weight of 200 g / mol (Polyglycol 200 USP, Fa. Clariant, component (D)), 0.3 parts Defoamer (D-Foam-R C 741, Clariant, component (D)), 0.2 parts Preservative (Nipacide BSM, Clariant, component (D)), 12.5 parts Water (component (E))

It is carried out in the preparation and testing of the pigment preparation as described in Example 1. The pigment preparation is liquid after one week storage at 60 ° C, homogeneous and foam-free. The viscosity of the pigment preparation is 1995 mPa · s. Example 9 65 parts CI Pigment Blue 28 (HEUCODUR ^® Blue 551, Fa. Heubach, Component (A)), 6 parts Alkoxylate consisting of a saturated C ₁₆ / C ₁₈ fatty alcohol reacted with 7 moles of propylene oxide and 7 moles of ethylene oxide (Component (B)), Part 1 C ₁₂ / C ₁₆ coconut fatty alkylamine (Genamin CC 100, Clariant, Component (C)), 10 parts Polyethylene glycol having a molecular weight of 200 g / mol (Polyglycol 200 USP, Fa. Clariant, component (D)), 0.3 parts Defoamer (D-Foam-R C 741, Clariant, component (D)), 0.2 parts Preservative (Nipacide BSM, Clariant, component (D)), 17,5 parts Water (component (E))

It is carried out in the preparation and testing of the pigment preparation as described in Example 1. The pigment preparation is liquid after one week storage at 60 ° C, homogeneous and foam-free. The viscosity of the pigment preparation is 1675 mPa · s. Example 10 70 parts CI Pigment Yellow (184 Sicopal ^® Yellow 1110 Fa. BASF, Component (A)), 6 parts Alkoxylate consisting of a saturated C ₁₆ / C ₁₈ fatty alcohol reacted with 7 moles of propylene oxide and 7 moles of ethylene oxide (Component (B)), Part 1 C ₁₂ / C ₁₆ coconut fatty alkylamine (Genamin CC 100, Clariant, Component (C)), 10 parts Polyethylene glycol having a molecular weight of 200 g / mol (Polyglycol 200 USP, Fa. Clariant, component (D)), 0.3 parts Defoamer (D-Foam-R C 741, Clariant, component (D)), 0.2 parts Preservative (Nipacide BSM, Clariant, component (D)), 12.6 parts Water (component (E))

It is carried out in the preparation and testing of the pigment preparation as described in Example 1. The pigment preparation is liquid after one week storage at 60 ° C, homogeneous and foam-free. The viscosity of the pigment preparation is 1542 mPa · s. Example 11 70 parts CI Pigment Red 101 (Bayferrox ^® Red 130, Fa. Lanxess Component (A)), 6 parts Tall oil fatty acid ethanolamide reacted with 10 moles of ethylene oxide (Component (B)), Part 1 Coconut fatty amine (Genamin ^® CC 100, Fa. Clariant, component (C)), 10 parts Polyethylene glycol having a molecular weight of 200 g / mol (Polyglycol 200 USP, Fa. Clariant, component (D)), 0.3 parts Defoamer (D-Foam-R C 741, Clariant, component (D)), 0.2 parts Preservatives (Nipacide ^® BSM, Fa. Clariant, component (D)), 12.5 parts Water (component (E))

It is carried out in the preparation and testing of the pigment preparation as described in Example 1. The pigment preparation is liquid after one week storage at 60 ° C, homogeneous and foam-free. The viscosity of the pigment preparation is 1967 mPa · s. Example 12 70 parts CI Pigment Red 101 (Bayferrox ^® Red 130, Fa. Lanxess Component (A)), 6 parts Tall oil fatty acid ethanolamide reacted with 15 moles of ethylene oxide (Component (B)), Part 1 Coconut fatty amine (Genamin ^® CC 100, Fa. Clariant, component (C)), 10 parts Polyethylene glycol having a molecular weight of 200 g / mol (Polyglycol 200 USP, Fa. Clariant, component (D)), 0.3 parts Defoamer (D-Foam-R C 741, Clariant, component (D)), 0.2 parts Preservatives (Nipacide ^® BSM, Fa. Clariant, component (D)), 12.5 parts Water (component (E))

It is carried out in the preparation and testing of the pigment preparation as described in Example 1. The pigment preparation is liquid after one week storage at 60 ° C, homogeneous and foam-free. The viscosity of the pigment preparation is 1285 mPa · s. Example 13 65 parts CI Pigment Yellow 42 (Yellow Bayferrox ^® 3920, Fa. Lanxess Component (A)), 6 parts Tall oil fatty acid ethanolamide reacted with 10 moles of ethylene oxide (Component (B)), Part 1 Coconut fatty amine (Genamin ^® CC 100, Fa. Clariant, component (C)), 10 parts Polyethylene glycol having a molecular weight of 200 g / mol (Polyglycol 200 USP, Fa. Clariant, component (D)), 0.3 parts Defoamer (D-Foam-R C 741, Clariant, component (D)), 0.2 parts Preservatives (Nipacide ^® BSM, Fa. Clariant, component (D)), 17,5 parts Water (component (E))

It is carried out in the preparation and testing of the pigment preparation as described in Example 1. The pigment preparation is liquid after one week storage at 60 ° C, homogeneous and foam-free. The viscosity of the pigment preparation is 1053 mPa · s. Example 14 65 parts CI Pigment Yellow 42 (Yellow Bayferrox ^® 3920, Fa. Lanxess Component (A)), 6 parts Tall oil fatty acid ethanolamide reacted with 15 moles of ethylene oxide (Component (B)), Part 1 Coconut fatty amine (Genamin ^® CC 100, Fa. Clariant, component (C)), 10 parts Polyethylene glycol having a molecular weight of 200 g / mol (Polyglycol 200 USP, Fa. Clariant, component (D)), 0.3 parts Defoamer (D-Foam-R C 741, Clariant, component (D)), 0.2 parts Preservatives (Nipacide ^® BSM, Fa. Clariant, component (D)), 17,5 parts Water (component (E))

It is carried out in the preparation and testing of the pigment preparation as described in Example 1. The pigment preparation is liquid after one week storage at 60 ° C, homogeneous and foam-free. The viscosity of the pigment preparation is 1365 mPa · s. Example 15 65 parts CI Pigment Black 11 (Bayferrox ^® Black 316, Fa. Lanxess, Component (A)), 6 parts Tall oil fatty acid ethanolamide reacted with 10 moles of ethylene oxide (Component (B)), Part 1 Coconut fatty amine (Genamin ^® CC 100, Fa. Clariant, component (C)), 10 parts Polyethylene glycol having a molecular weight of 200 g / mol (Polyglycol 200 USP, Fa. Clariant, component (D)), 0.3 parts Defoamer (D-Foam-R C 741, Clariant, component (D)), 0.2 parts Preservatives (Nipacide ^® BSM, Fa. Clariant, component (D)), 17,5 parts Water (component (E))

It is carried out in the preparation and testing of the pigment preparation as described in Example 1. The pigment preparation is liquid after one week storage at 60 ° C, homogeneous and foam-free. The viscosity of the pigment preparation is 1103 mPa · s. Example 16 65 parts CI Pigment Black 11 (Bayferrox ^® Black 316, Fa. Lanxess, Component (A)), 6 parts Tall oil fatty acid ethanolamide reacted with 15 moles of ethylene oxide (Component (B)), Part 1 Coconut fatty amine (Genamin ^® CC 100, Fa. Clariant, component (C)), 10 parts Polyethylene glycol having a molecular weight of 200 g / mol (Polyglycol 200 USP, Fa. Clariant, component (D)), 0.3 parts Defoamer (D-Foam-R C 741, Clariant, component (D)), 0.2 parts Preservatives (Nipacide ^® BSM, Fa. Clariant, component (D)), 17,5 parts Water (component (E))

It is carried out in the preparation and testing of the pigment preparation as described in Example 1. The pigment preparation is liquid after one week storage at 60 ° C, homogeneous and foam-free. The viscosity of the pigment preparation is 844 mPa · s. Example 17 70 parts CI Pigment White 6 ( ^Kronos® Titanium Dioxide 2160, Kronos, Component (A)), 6 parts Tall oil fatty acid ethanolamide reacted with 10 moles of ethylene oxide (Component (B)), Part 1 Coconut fatty amine (Genamin ^® CC 100, Fa. Clariant, component (C)), 10 parts Polyethylene glycol having a molecular weight of 200 g / mol (Polyglycol 200 USP, Fa. Clariant, component (D)), 0.3 parts Defoamer (D-Foam-R C 741, Clariant, component (D)), 0.2 parts Preservatives (Nipacide ^® BSM, Fa. Clariant, component (D)) 12.5 parts Water (component (E))

It is carried out in the preparation and testing of the pigment preparation as described in Example 1. The pigment preparation is liquid after one week storage at 60 ° C, homogeneous and foam-free. The viscosity of the pigment preparation is 1539 mPa · s. Example 18 70 Parts CI Pigment White 6 ( ^Kronos® Titanium Dioxide 2160, Kronos, Component (A)), 6 Parts of tall oil fatty acid ethanolamide reacted with 15 moles of ethylene oxide (Component (B)), 1 Part coconut fatty amine (Genamin ^® CC 100, Fa. Clariant, component (C)), 10 Parts of polyethylene glycol having a molecular weight of 200 g / mol (Polyglycol 200 USP, Fa. Clariant, component (D)), 0.3 Parts defoamer (D-Foam-R C 741, Clariant, component (D)), 0.2 parts Preservatives (Nipacide ^® BSM, Fa. Clariant, component (D)), 12.5 parts Water (component (E))

It is carried out in the preparation and testing of the pigment preparation as described in Example 1. The pigment preparation is liquid after one week storage at 60 ° C, homogeneous and foam-free. The viscosity of the pigment preparation is 633 mPa · s.

QUOTES INCLUDE IN THE DESCRIPTION

This list of the documents listed by the applicant has been generated automatically and is included solely for the better information of the reader. The list is not part of the German patent or utility model application. The DPMA assumes no liability for any errors or omissions.

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Claims (16)

Aqueous pigment preparations containing (A) from 30 to 75% by weight of at least one inorganic white or colored pigment or a mixture of different inorganic white or colored pigments, (B) from 0.01 to 15% by weight of at least one fatty acid ethanolamide ethoxylate of the formula (I )

wherein R ^{1 is} a linear or branched alkyl or alkenyl radical having 7 to 21 carbon atoms, n is an integer from 2 to 40, (C) 0.01 to 5 wt .-% of at least one amine of formula (II),

wherein R ^{2 is} a linear or branched alkyl or alkenyl radical having 8 to 22 carbon atoms, the same or different from R ¹ , A is an iminopropyl group -NH-CH ₂ -CH ₂ -CH ₂ -, an oxyethyl group -O-CH ₂ - CH ₂ - or an oxypropyl group -O-CH ₂ -CH (CH ₃ ) -CH ₂ - and a is an integer from 0 to 5, where the compound of formula (II) may be in the form of an ammonium salt, and ( E) water. An aqueous pigment preparation according to claim 1, wherein the fatty acid ethanolamide ethoxylate of formula (I) has been prepared by addition of ethylene oxide to a fatty acid ethanolamide and n is an integer from 3 to 40. An aqueous pigment preparation according to claim 1 and / or 2, wherein A is -NH-CH ₂ -CH ₂ -CH ₂ and a is 1. An aqueous pigment preparation according to one or more of claims 1 to 3, wherein A is -O-CH ₂ -CH ₂ - or -O-CH ₂ -CH (CH ₃ ) -CH ₂ - and a is an integer from 1 to 5 stand. An aqueous pigment preparation as claimed in one or more of claims 1 to 4, containing 1 to 10% by weight of a fatty acid ethanolamide ethoxylate of the formula (I). Aqueous pigment preparation according to one or more of claims 1 to 5, containing 0.1 to 2 wt .-% of an amine of the formula (II). An aqueous pigment preparation according to claim 6, wherein in formula (II) a = 0. Aqueous pigment preparation according to one or more of claims 1 to 7, containing 10 to 65 wt .-% water. An aqueous pigment preparation according to one or more of claims 1 to 8, wherein R ¹ comprises 11 to 19 carbon atoms. An aqueous pigment preparation according to one or more of claims 1 to 9, wherein R ² comprises 12 to 20 carbon atoms. Aqueous pigment preparation according to one or more of claims 1 to 10, which has a viscosity of 10 to 10,000 mPas, determined with a cone-plate viscometer at a shear rate of 1/60 sec ^-1 . Aqueous pigment preparations according to one or more of claims 1 to 11, comprising (D) to 30 wt .-% further, customary for the preparation of aqueous pigment preparations excipients selected from wetting agents, anionic dispersants, humectants, solvents, defoamers, rheology additives, preservatives, buffer substances, pH regulators. An aqueous pigment preparation according to claim 12, containing up to 15% by weight of at least one humectant or solvent selected from glycol ethers having 200 to 20,000 g / mol average molecular weight. Aqueous pigment preparation according to claim 12 and / or 13, containing up to 2% by weight defoamer. Aqueous pigment preparation according to one or more of claims 12 to 14, containing up to 1 wt .-% of a pot preservative. Use of an aqueous pigment preparation according to one or more of Claims 1 to 15 for coloring macromolecular materials, coating materials, paints and coatings and their use for printing on two-dimensional sheets.