EP3055367A1 - Amides d'acides gras anioniques utilisés comme agents dispersants pour préparations pigmentaires - Google Patents

Amides d'acides gras anioniques utilisés comme agents dispersants pour préparations pigmentaires

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Publication number
EP3055367A1
EP3055367A1 EP14771779.7A EP14771779A EP3055367A1 EP 3055367 A1 EP3055367 A1 EP 3055367A1 EP 14771779 A EP14771779 A EP 14771779A EP 3055367 A1 EP3055367 A1 EP 3055367A1
Authority
EP
European Patent Office
Prior art keywords
pigment
aqueous
binder
fatty acid
free pigment
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP14771779.7A
Other languages
German (de)
English (en)
Inventor
Hendrik Ahrens
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Clariant International Ltd
Original Assignee
Clariant International Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Clariant International Ltd filed Critical Clariant International Ltd
Publication of EP3055367A1 publication Critical patent/EP3055367A1/fr
Withdrawn legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/45—Anti-settling agents
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/02—Printing inks
    • C09D11/06—Printing inks based on fatty oils
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D17/00—Pigment pastes, e.g. for mixing in paints
    • C09D17/001—Pigment pastes, e.g. for mixing in paints in aqueous medium
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D17/00—Pigment pastes, e.g. for mixing in paints
    • C09D17/003—Pigment pastes, e.g. for mixing in paints containing an organic pigment
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D17/00—Pigment pastes, e.g. for mixing in paints
    • C09D17/004—Pigment pastes, e.g. for mixing in paints containing an inorganic pigment
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/14—Paints containing biocides, e.g. fungicides, insecticides or pesticides
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/20—Carboxylic acid amides

Definitions

  • the present invention relates to aqueous, binder-free
  • Pigment preparations containing anionic fatty acid amides as dispersants and their use for dyeing macromolecular materials of all kinds, such as fiber materials, paper pulp,
  • Coating materials, lacquers, paints and their use for printing on two-dimensional fabrics such as paper, cardboard, plastic, textiles and leather.
  • aqueous, binder-free pigment preparations with organic or inorganic pigments are produced.
  • Pigment preparations come as tinting pastes in hardware stores and
  • Tinting systems aqueous and solvent-based paints and varnishes added to adjust to customer requirements corresponding shades.
  • tinting pastes typically contain pigment concentrations in a broad concentration range of 1 to 75 mass%.
  • An environmental seal involves the use of known wetting and dispersing aids, so that the skilled person is always on the look-out for new dispersants and combinations in order to produce liquid, stable, aqueous pigment preparations.
  • WO2013104406 teaches pigment preparations containing 0.01 to 5 wt .-% of at least one fatty acid ethanolamide ethoxylate, which is a linear or branched alkyl or alkenyl radical having 7 to 21 carbon atoms and 2 to 40 alkoxy groups.
  • fatty acid ethanolamide ethoxylate which is a linear or branched alkyl or alkenyl radical having 7 to 21 carbon atoms and 2 to 40 alkoxy groups.
  • Fatty acid amide ethoxylates are only suitable for inorganic pigments and are unsuitable for organic pigments.
  • alkoxylated fatty amines are only suitable for inorganic pigments and are unsuitable for organic pigments.
  • Fatty acid amides are not.
  • Inks in particular emulsion paints, silicate emulsion paints and aqueous silicone resin paints, the pigment preparations according to the invention should show no rubout problems.
  • aqueous pigment preparations should also be compatible with solvent-based paints, be homogeneously distributed by mixing, stirring or shaking in the paint and give a smooth, uniform color image when painted or rolled on surfaces. Also for the compatibility of the aqueous
  • Pigment preparations are the rubout test described in U.S. Patent 3,840,383
  • Pigment preparations are dispensed with.
  • Another object of the invention was to provide aqueous pigment preparations with low human-toxicological potential and low environmental hazard.
  • Highly volatile organic compounds with a boiling point of ⁇ 250 ° C (VOC contents) should not be explicitly added to the aqueous pigment preparations and contained only in small amounts in the form of unreacted synthesis raw materials or as side reaction products.
  • the invention therefore relates to aqueous, binder-free
  • R is a linear or branched, saturated or unsaturated C 7 to
  • A is an anionic group, preferably selected from sulfate, phosphate,
  • n an integer of 1 to 30, and
  • the pigment preparation according to the invention may optionally comprise one or more of the following constituents: (C) 0, preferably 0.01 to 12.0 wt .-% of a nonionic surfactant,
  • (D) 0, preferably 0.01 to 8.0 wt .-% clay mineral thickener selected from natural or alkaline activated phyllosilicate minerals,
  • (E) 0, preferably 0.01 to 20.0 wt .-% of inorganic fillers, and / or
  • wetting agents wetting agents, defoamers, rheology additives, preservatives,
  • the pigment preparations according to the invention are shear-resistant,
  • Binders in the context of this invention are polymers or resins which are dissolved or dispersed in a suitable solvent and dry physically, chemically, thermally, oxidatively or radiation cured. During the drying process, the polymers or resins film and thus bind the pigments and fillers of a coating material used. Since binders also have dispersing properties, they are often used in combination with
  • Preparation of pigment preparations is a limitation on the usability of the pigment preparation, which should be compatible with the largest possible number of different paints and coatings and the binders contained therein.
  • the component (A) of the pigment preparations according to the invention is the component (A) of the pigment preparations according to the invention.
  • Colored pigment or a mixture of different such pigments are colored pigment or a mixture of different such pigments.
  • organic pigments are carbon black pigments, such as. B. gas or Furnaceruße; Monoazo and
  • Disazo pigments in particular the Color Index pigments Pigment Yellow 1, Pigment Yellow 3, Pigment Yellow 12, Pigment Yellow 3, Pigment Yellow 14, Pigment Yellow 16, Pigment Yellow 17, Pigment Yellow 73, Pigment Yellow 74, Pigment Yellow 81, Pigment Yellow 83 , Pigment Yellow 87, Pigment Yellow 97, Pigment Yellow 111, Pigment Yellow 126, Pigment Yellow 127, Pigment
  • Benzimidazoline pigments in particular the Color Index pigments Pigment Yellow 120, Pigment Yellow 151, Pigment Yellow 154, Pigment Yellow 175, Pigment Yellow 180, Pigment Yellow 181, Pigment Yellow 194, Pigment Red 175, Pigment Red 176, Pigment Red 185, Pigment Red 208 , Pigment Violet 32,
  • Pigment Orange 36 Pigment Orange 62, Pigment Orange 72 or Pigment Brown 25; Isoindolinone and isoindoline pigments, in particular the Color Index pigments Pigment Yellow 139 or Pigment Yellow 173; Phthalocyanine pigments, in particular the Color Index pigments Pigment Blue 15, Pigment Blue 15: 1, Pigment Blue 15: 2, Pigment Blue 15: 3, Pigment Blue 15: 4, Pigment Blue 15: 6, Pigment Blue 6, Pigment Green 7 or Pigment Green 36; anthanthrone,
  • Thioindigo pigments especially the Color Index pigments pigment Pigment Red 169, Pigment Red 177, Pigment Red 177, Pigment Red 177, Pigment Red 187, Pigment Red 207, Pigment Red 209, Pigment Red 209, Pigment Red 263, Pigment Blue 60, Pigment Violet 9, Pigment
  • 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.
  • Pigment Black 11, Pigment Black 33 and Pigment White 6 are used. Preference is also often given to using mixtures of inorganic pigments. Mixtures of organic and inorganic pigments are also common
  • the component (B) of the pigment preparations according to the invention is an anionically substituted fatty acid amide of an optionally ethoxylated
  • the anionic group A is derived from an acid.
  • the acid is sulfuric acid, phosphoric acid, acetic acid and sulfosuccinic acid.
  • Ethoxylated fatty acid ethanolamides can be obtained by reacting fatty acids Ethanolamine be prepared for fatty acid ethanolamide and subsequent addition of ethylene oxide using alkaline catalysts such as sodium or potassium.
  • R is preferably an alkyl or alkenyl group of 7 to 17
  • n is an integer from 1 to 30 and preferably at least equal to 2, in particular at least equal to 3.
  • ethylene oxide is preferably added to the terminal hydroxyl group.
  • Nitrogen of the acid amide group is subordinate in a side reaction, so that subordinated to the nitrogen are also bound 2 Polyethylenglykoletherreste.
  • Suitable fatty acids for the preparation of the fatty acid ethanolamides are capric acid, lauric acid, myristic acid, palmitic acids, stearic acid,
  • the fatty acids used as raw material can be saturated and unsaturated.
  • anionic fatty acid amides are prepared by derivatization.
  • Suitable anionic fatty acid amides are sulfuric acid half-esters of the formula II,
  • R is a linear or branched, saturated or unsaturated C 7 to C 7 aliphatic hydrocarbon radical
  • M is a hydrogen atom, Na, K, ammonium or Triethanolamoniumion and n is an integer from 1 to 30.
  • Sulfuric acid esters can be prepared by reacting the fatty acid ethanolamides or ethoxylated fatty acid ethanolamides with sulfating reagents.
  • Suitable sulfating reagents are sulfur trioxide, chlorosulfonic acid or sulfamic acid. After sulfation they are won
  • Sulfuric acid half ester neutralized with sodium hydroxide or potassium hydroxide, ammonium hydroxide or triethanolamine.
  • Suitable synthetic methods for the preparation of sulfuric acid esters are described in US-2644831, US-2654772, US-2758977 and US-2214254.
  • Sulfur trioxide describes WO-91/05764.
  • Another method for producing sulfuric monoesters uses amidosulfonic acid as
  • anionic fatty acid amides are phosphoric acid esters of the formula III,
  • R is a linear or branched, saturated or unsaturated C 7 to C-
  • Me represents a hydrogen atom, Na, K, ammonium or alkanolammonium ion and n represents an integer of 1 to 30.
  • Phosphoric acid esters are prepared by reacting fatty acid ethanolamides or ethoxylated fatty acid ethanolamides with phosphating reagents. Suitable synthesis methods for the phosphating reaction use orthophosphoric acid, polyphosphoric acid, phosphorus pentoxide or
  • Phosphoryl chloride as Phosphat michigansreagenz.
  • the phosphoric acid esters of fatty acid ethanolamides or ethoxylated fatty acid ethanolamides are present as mixtures, the phosphoric acid esters being present as unreacted ethanolamide or ethoxylate and phosphating reagent as mono-, di- and triesters: depending on the phosphating reagent and the molar ratio of the fatty acid ethanolamides or ethoxylated
  • Phosphoric acid esters of different composition The
  • Synthesis conditions are preferably chosen so that the largest possible proportion of Monophosphorklareester arises.
  • the phosphoric acid esters are in acidic form or are neutralized by alkalis. Suitable alkalis are caustic soda, potassium hydroxide, ammonia or alkanolamines.
  • Alkanolamines for the neutralization of the phosphonic acid esters are monoethanolamine (MEA), triethanolamine (TEA), monopropanolamine (MPA), tripropanolamine (TPA), 2-amino-2-methyl-1-propanol (AMP),
  • DEEA ⁇ , ⁇ -diethylethanolamine
  • DMEA ⁇ , ⁇ -dimethylethanolamine
  • MDEA 2-amino-2-ethyl-1,3-propanediol
  • DMAMP 2-dimethylamino-2-methyl-1-propanol
  • M can also be a mixture of hydrogen atoms and alkali cations.
  • the phosphoric acid esters are present as mixtures of the protonated phosphoric acid esters, their salts and as deprotonated anions.
  • anionic fatty acid amides are ether carboxylic acids of the formula IV,
  • Suitable compounds of formula IV are ether carboxylic acids prepared via direct oxidation or by Williamson synthesis by means of
  • anionic fatty acid amides are sulfosuccinic monoesters of the formula V
  • Y represents a sulfonic acid group in an acidic form or as a sodium salt or a hydrogen atom, wherein when X represents a sulfonic acid group, Y is a hydrogen atom and, conversely, when X represents a hydrogen atom, Y is a sulfonic acid group, and represents an integer of 1 to 30.
  • the weight ratio between A and B in the inventive composition A: B 1: 0.005 to 1: 0.5, in particular 1: 0.01 to 1: 0.3 and especially 1: 0.02 to 1: 0.2.
  • the component (C) of the pigment preparations according to the invention is a nonionic surfactant. It is preferably selected from the group of
  • Polyhydroxy fatty acid amides in particular alkylglucamides.
  • Suitable nonionic surfactants are fatty alcohol ethoxylates of the formula VI, wherein
  • Ri is a linear or branched, saturated or unsaturated C 8 bis
  • x represents an integer of 1 to 100.
  • fatty alcohol ethoxylates are fatty alcohols with 8 to
  • 22 carbon atoms of natural origin such as octyl alcohol, decyl alcohol, lauryl alcohol, myristyl alcohol, cetyl alcohol, palmitinol, stearyl alcohol, eicosanol, behenyl alcohol, oleyl alcohol, linoleic alcohol, linolenol, ricinoleic alcohol or
  • C 8 - to C 2 2 ⁇ chain cuts such as coconut fatty alcohol and palm kernel oil suitable.
  • synthetic primary alcohols such as iso-Ci 3-Oxoalkohole, Ci 3 / C 15 -oxo alcohols, mixtures of linear, single-branched or multi-branched oxo alcohols having a middle
  • the alcohols used may be saturated and unsaturated.
  • the fatty alcohols are reacted in a conventional manner with the aid of alkaline or acidic catalysts with ethylene oxide.
  • the average degree of ethoxylation of the alcohols is 1 to 100 mol of ethylene oxide, preferably 3 to 50 and more preferably 5 to 30 mol of ethylene oxide.
  • nonionic surfactants are fatty alcohol alkoxylates of
  • x and y represent an integer from 1 to 100.
  • Suitable fatty alcohol alkoxylates are prepared by blockwise addition of propylene oxide and ethylene oxide onto alcohols R-1- ⁇ . Preferably, the alcohols are first reacted with propylene oxide and then with ethylene oxide.
  • nonionic surfactants are fatty acid alkanolamide ethoxylates of the formula VIII,
  • n 1 to 100.
  • n 1 to 100.
  • m 1 to 100 and equal to or different from the composition of R and m preferably at least equal to 3, in particular at least equal to 4.
  • nonionic surfactants for component (C) are alkyl and / or alkenyl oligoglycosides of the formula (IX)
  • component (C) may be a C 1 -C 6 cocoalkyl oligoglucoside.
  • nonionic surfactants for component (C) are polyhydroxy fatty acid amides of the formula (X)
  • R 4 CO is the acyl radical of caproic acid, caprylic acid, capric acid,
  • R 5 is a hydrogen atom or a Ci to
  • Cio-fatty acid mixtures lauric acid or Ci 2 / Ci 4 coconut fatty acid or
  • nonionic surfactants are esterification products of
  • Polyethylene glycol having an average molecular weight of 200 to 8000 g / mol with natural fatty acids, as well as ethoxylated fatty acid sorbitan esters, castor oil, fatty acid glycerol esters and fatty acid polyglycerol esters.
  • Component (D) is a clay mineral thickener based on natural or alkali-activated phyllosilicate minerals.
  • Montmorillonite is the essential constituent of bentonite and has a high ion exchange capacity.
  • Other phyllosilicates are smectite and sepiolite.
  • Phyllosilicates may be added to the pigment preparation according to the invention in order to slow or prevent the settling of organic and inorganic pigments and fillers and the syneresis, that is the formation of a second phase having a different composition.
  • the component (E) is an inorganic filler which can be added to the pigment preparations according to the invention in order to increase their density and to change the flow behavior.
  • the component (E) is an inorganic filler which can be added to the pigment preparations according to the invention in order to increase their density and to change the flow behavior.
  • Suitable fillers are calcium carbonates such as naturally occurring chalk and precipitated calcium carbonate, dolomite, natural silica (quartz powder), fumed and precipitated silicas, kieselguhr, aluminum oxides,
  • the components (F) are further for the preparation of aqueous
  • Pigment preparations conventional auxiliaries such as additional wetting agents,
  • Preservatives buffer substances and pH regulators.
  • Additional wetting agents may be wetting agents based on polysiloxane ethers, for example a methoxypolyethoxypropyltrisiloxane, alkynediol ethoxylates,
  • Fluorosurfactants and cationic and amphoteric surfactants may include fatty amines, fatty alkylaminopropylamines, fatty amine ethoxylates, fatty alkyl quaternary ammonium compounds, imidazolinium compounds and
  • Amphoteric surfactants can be betaines such as
  • Alkyldimethylcarboxymethylbetain, amidopropylbetaines and amphoacetates be.
  • a particularly suitable group of amphoteric surfactants are lecithin and other phosphatides.
  • 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 such as methoxypropanol, Dipropylene glycol monomethyl ether, tripropylene glycol monomethyl ether, ethylene glycol monobutyl ether, diethylene glycol monobutyl ether,
  • Glycerol ethoxylates having a molecular weight of from 200 to 20,000 g / mol
  • pentaerythritol alkoxylates having a molecular weight of from 200 to 20,000 g / mol
  • further ethoxylation and alkoxylation products and random or block copolymers prepared by addition of ethylene oxide and / or propylene oxides to monohydric and higher alcohols were, with a molecular weight of 200 to 20,000 g / mol.
  • Pigment preparations are preferably water-soluble organic or hydrotropic substances which optionally also serve as solvents. Particularly suitable are, for example, formamide, urea,
  • Tetramethylurea Tetramethylurea, ⁇ -caprolactam, glycerol, diglycerol, polyglycerol,
  • Suitable defoamers are preferably mineral oil defoamers and emulsions thereof, silicone oil defoamers and silicone oil emulsions, polyalkylene glycols, polyalkylene glycol fatty acid esters, fatty acids, higher-value alcohols,
  • Phosphoric acid ester hydrophobically modified silica, aluminum tristearate,
  • Polyethylene waxes and amide waxes are e.g. As starch and cellulose derivatives and hydrophob modified ethoxylated
  • HEUR Urethane
  • alkali-swellable acrylate thickeners alkali-swellable acrylate thickeners
  • hydrophobically modified acrylate thickeners polymers of acrylamidomethylpropanesulfonic acid 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 compounds, methylisothiazolinone, chloromethylisothiazolinone,
  • organic or inorganic bases and acids are used.
  • Preferred organic bases are amines, such as. Ethanolamine, diethanolamine, triethanolamine,
  • Preferred inorganic bases are sodium, potassium, lithium hydroxide or ammonia.
  • Water used to prepare the aqueous pigment preparations according to the invention, component (G), 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 according to the invention to 10 to 75 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 30 to 5,000 mPas and particularly preferably 50 to 3,000 mPas, measured with a cone-and-plate viscometer at a shear rate of 1/60 sec -1 , eg measured on a Haake Viscometer 550.
  • 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 the preparation of the pigment preparations according to the invention by reacting component (A) in the form of powder or granules in the presence of water (G) and the
  • the liquid components (B), (C), (G) and optionally (F) are mixed and homogenized, then the solid, powdered, granulated or flaky component (A), (D) and (E) and in the submitted Mixture stirred, the pigment and
  • the fillers are pasted and predispersed. Depending on
  • Grain hardness of the pigments used is then optionally finely dispersed or finely divided with cooling with the aid of a grinding or dispersing unit.
  • agitators dissolver (sawtooth stirrer), rotor-stator mills, ball mills, agitator ball mills such as sand and pearl mills,
  • Range from 0 to 100 ° C, advantageously at a temperature between 10 and 70 ° C, preferably at 20 to 60 ° C.
  • 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 is particularly suitable for the pigmentation or preparation of paints and dispersion paints, dispersion paints and printing inks
  • paints and dispersion paints, dispersion paints and printing inks For example, textile printing, flexographic printing, decorative printing or gravure printing inks, wallpaper paints, waterborne paints, wood stains, wood protection systems and paints for surface coating of objects made of, for example, metal, wood, plastic, glass, ceramic, concrete, textile material, paper or
  • a special property of the pigment preparations according to the invention is their use as universal tinting pastes.
  • Universal tinting pastes are suitable both for coloring aqueous inks and for tinting
  • Pigment preparations stabilize the pigments only in aqueous, but not in solvent-containing systems. Become aqueous pigment preparations for
  • Dyeing of solvent-based paints can lead to agglomeration of the pigments and cause floating of the agglomerated pigments in the paint.
  • Spray application can cause streakiness and a disturbed color image due to hue differences, because the pigments flocculate in the ink and during the drying process, so that the color strength is reduced.
  • the pigment agglomerates are separated again, but with different strengths, so that they are observed
  • the pigment is either as a powder, granules or as a press cake,
  • liquid components for dispersion, the liquid components, the anionic fatty acid amide component (B), optionally further nonionic
  • the subsequent fine dispersion takes place with the aid of a bead mill (for example with AE3-M1 from VMA-Getzmann) or another suitable one
  • the pigment preparation is stored for one week at 60 ° C and visually assessed.
  • the viscosity of the pigment preparation is at 25 ° C with a Haake Viscometer 550 at a shear rate of 1/60 sec "1 or at good flowable
  • Pigment preparations measured with a Brookfield viscometer, Model DV-II with spindle 3 at 100 rpm. To determine the color strength and the compatibility, the pigment preparations are each an aqueous
  • Disperse white color and a mineral oil-containing long oil alkyd varnish added.
  • 200 g each of the tinted colors consisting of 92% by weight of basecoat and 8% by weight of the pigment preparation, are placed in a tin can and held for 60 seconds
  • Inkshaker 500 from Oibrich Know-how, Hemer homogenized.
  • the tinted colors are after one day on a test box with a 120 m doctor blade on a film-drawing device, Model 509 MC Fa. Erichsen GmbH, Hemer
  • the pigment preparation is liquid after one week storage at 60 ° C, homogeneous and foam-free.
  • the viscosity of the pigment preparation is 300 mPa-s, measured with a Haake cone-plate viscometer. After further storage for 4 weeks at 25 ° C, the pigment preparation remains homogeneous and suitable for use as a tinting paste.
  • 8% pigment preparation are each added to an aqueous dispersion white paint and a mineral oil-containing long oil alkyd paint and, after mixing on a test cardboard, brushed with a 20 ⁇ m doctor blade. The tints are strong and show no rubout.
  • Example 2 comparative
  • the pigment preparation can be pasted and liquefied. After grinding, the pigment preparation becomes a solid cake.
  • the pigment preparation is liquid after homogeneous storage at 60 ° C. for one week and foam-free.
  • the viscosity of the pigment preparation is 580 mPa s, measured with a Haake cone-plate viscometer.
  • the pigment preparation remains homogeneous and suitable for use as a tinting paste.
  • 8% of the pigment preparation are each added to an aqueous dispersion white paint and a mineral oil-containing long-oil alkyd paint and, after mixing on a test cardboard, brushed with a 120 ⁇ m doctor blade. The tints are strong and show no rubout.
  • the pigment preparation is liquid after one week storage at 60 ° C, homogeneous and foam-free.
  • the viscosity of the pigment preparation is 520 mPa.s, measured with a Haake cone-plate viscometer. After further storage for 4 weeks at 25 ° C, the pigment preparation remains homogeneous and suitable for use as a tinting paste.
  • 8% of the pigment preparation are each added to an aqueous dispersion white paint and a mineral oil-containing long-oil alkyd paint and, after mixing on a test cardboard, brushed with a 120 ⁇ m doctor blade. The tints are strong and show no rubout.
  • the pigment preparation is liquid after one week storage at 60 ° C, homogeneous and foam-free.
  • the viscosity of the pigment preparation is 205 mPa.s, measured with a Haake cone-and-plate viscometer. After further storage for 4 weeks at 25 ° C, the pigment preparation remains homogeneous and suitable for use as a tinting paste.
  • 8% of pigment preparation are each added to an aqueous dispersion white paint and a mineral oil-containing long oil alkyd paint and, after thorough mixing, are spread on a test cardboard with a 120 ⁇ m doctor blade. The tints are strong and show no rubout.
  • the pigment preparation is liquid after one week storage at 60 ° C, homogeneous and foam-free.
  • the viscosity of the pigment preparation is 560 mPa-s, measured with a Haake cone-plate viscometer. After further storage for 4 weeks at 25 ° C, the pigment preparation remains homogeneous and suitable for use as a tinting paste.
  • 8% pigment preparation are each added to an aqueous dispersion white paint and a mineral oil-containing long oil alkyd paint and, after thorough mixing, are spread on a test cardboard with a 120 ⁇ m doctor blade. The tints are strong and show no rubout.
  • defoamer D-Foam-R C 740, Fa. Clariant, component (F)
  • a preservative Nipacide ® BSM, Fa. Clariant
  • the pigment preparation is liquid after one week storage at 60 ° C, homogeneous and foam-free.
  • the viscosity of the pigment preparation is 560 mPa-s, measured with a Haake cone-plate viscometer. After further storage for 4 weeks at 25 ° C, the pigment preparation remains homogeneous and for the Use as tinting paste suitable.
  • 8% of the pigment preparation are each added to an aqueous dispersion white paint and a mineral oil-containing long-oil alkyd paint and, after mixing on a test cardboard, brushed with a 120 ⁇ m doctor blade. The tints are strong and show no rubout.
  • defoamer D-Foam-R C 740, Fa. Clariant, component (F)
  • a preservative Nipacide ® BSM, Fa. Clariant
  • the pigment preparation is liquid after one week storage at 60 ° C, homogeneous and foam-free.
  • the viscosity of the pigment preparation is 1.5 Pa s,
  • talc Mocrotalc IT Extra, Mondo Minerals, component (E)
  • glycerol ethoxylate having a molecular weight of 300 g / mol
  • defoamer D-Foam-R C 740, Fa. Clariant, component (F)
  • a preservative Nipacide ® BSM, Fa. Clariant
  • the pigment preparation is liquid after one week storage at 60 ° C, homogeneous and foam-free.
  • the viscosity of the pigment preparation is 310 mPa.s, measured with a Brookfield viscometer using spindle 3 at 100 rpm.
  • the dispersion white color tinted with the pigment paste and the long oil alkyd paint show no rubout.
  • the pigment preparation remains homogeneous and suitable for use as a tinting paste.
  • talc Mocrotalc IT Extra, Mondo Minerals, component (E)
  • glycerol ethoxylate having a molecular weight of 300 g / mol
  • defoamer D-Foam-R C 740, Fa. Clariant, component (F)
  • a preservative Nipacide ® BSM, Fa. Clariant
  • the pigment preparation is liquid after one week storage at 60 ° C, homogeneous and foam-free.
  • the viscosity of the pigment preparation is 270 mPa.s, measured with a Brookfield viscometer using spindle 3 at 100 rpm.
  • the dispersion white color tinted with the pigment paste and the long oil alkydiack show no rubout.
  • the pigment preparation remains homogeneous and suitable for use as a tinting paste.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Inorganic Chemistry (AREA)
  • Plant Pathology (AREA)
  • Paints Or Removers (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)

Abstract

L'invention concerne des amides d'acides gras anioniques utilisés comme agents dispersants dans des préparations pigmentaires sans liant. L'invention concerne des préparations pigmentaires aqueuses sans liant, contenant au moins un amide d'acide gras anionique de formule (I), dans laquelle R est un radical hydrocarboné aliphatique en C7-C17 linéaire ou ramifié, saturé ou insaturé, A est un groupe anionique, par exemple un groupe sulfate, phosphate ou méthylènecarboxylate ou un radical hémiester d'acide sulfosuccinique, et n représente un nombre entier de 1 à 30.
EP14771779.7A 2013-10-11 2014-09-11 Amides d'acides gras anioniques utilisés comme agents dispersants pour préparations pigmentaires Withdrawn EP3055367A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102013016889.9A DE102013016889B4 (de) 2013-10-11 2013-10-11 Wässrige, bindemittelfreie Pigmentpräparationen und deren Verwendungen
PCT/EP2014/002468 WO2015051866A1 (fr) 2013-10-11 2014-09-11 Amides d'acides gras anioniques utilisés comme agents dispersants pour préparations pigmentaires

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EP3055367A1 true EP3055367A1 (fr) 2016-08-17

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US (1) US20160257825A1 (fr)
EP (1) EP3055367A1 (fr)
DE (1) DE102013016889B4 (fr)
WO (1) WO2015051866A1 (fr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102012018544A1 (de) * 2012-09-19 2014-03-20 Clariant International Ltd. Derivate der Sulfobernsteinsäure als Dispergiermittel in bindemittelfreien Pigmentpräparationen
EP3271427B1 (fr) * 2015-07-17 2020-12-23 Hp Indigo B.V. Compositions d'encre électrostatique
EP3337857B1 (fr) * 2015-08-20 2023-08-09 Basf Se Preparations de pigments universelles pour l'utilisation dans un point de vente
EP4011987A1 (fr) * 2020-12-10 2022-06-15 Clariant International Ltd Sel d'amidat d'acide gras n,n-dialkyl(sulfooxy) comme dispersant pour les préparations pigmentaires

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US2214254A (en) 1939-01-18 1940-09-10 Procter & Gamble Method for reacting higher alcohols with sulphating agents
US2654772A (en) 1950-05-06 1953-10-06 Du Pont 2-(1, 3, 3-trimethylbutyl)-5, 7, 7-trimethyl octanol-1-sulfate
US2644831A (en) 1951-04-16 1953-07-07 Monsanto Chemicals Alkali metal and ammonium sulfates of hydroxy ethers
US2758977A (en) 1951-05-25 1956-08-14 Gen Aniline & Film Corp Detergent composition and method of producing same
BE794155A (fr) 1972-01-20 1973-07-17 Bayer Ag Pigments colores mineraux
DE2638946C3 (de) * 1976-08-28 1983-06-16 Hoechst Ag, 6230 Frankfurt Pigmentdispersionen für den Einsatz in hydrophilen und hydrophoben Medien
DE3933860A1 (de) 1989-10-11 1991-04-18 Henkel Kgaa Verfahren zur herstellung von alkyl-polyethoxyethersulfaten
JPH0641580A (ja) * 1992-07-23 1994-02-15 Nippon Oil & Fats Co Ltd 洗浄剤組成物
JP3329587B2 (ja) * 1993-09-24 2002-09-30 花王株式会社 洗浄剤組成物
EP0690044B1 (fr) * 1994-06-27 2000-05-03 Kao Corporation Procédé pour la préparation d'acide amidoéthercarboxylique ou de son sel et mélange d'agent de surface le contenant
JP2004172606A (ja) * 2002-11-08 2004-06-17 Sumitomo Chem Co Ltd 金属研磨材組成物及び研磨方法
DE602004026454D1 (de) * 2003-09-30 2010-05-20 Fujimi Inc Polierzusammensetzung und polierverfahren
DE102012009239A1 (de) * 2012-05-09 2013-11-14 Clariant International Ltd. Fettsäureethanolamidethoxylate und Amine enthaltende anorganische Pigmentdispersionen
US8968462B2 (en) 2012-01-13 2015-03-03 Clariant Finance (Bvi) Limited Inorganic pigment dispersions containing fatty acid ethanol amide ethoxylates and amines
DE102012013046A1 (de) * 2012-06-29 2014-01-02 Clariant International Ltd. Fettsäurekondensationsprodukte als Dispergiermittel in Pigmentpräparationen
PT2906644T (pt) * 2012-10-09 2017-01-03 Clariant Int Ltd Agentes dispersantes, compostos de matérias-primas renováveis, para preparações de pigmentos isentas de agentes ligantes

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Publication number Publication date
DE102013016889B4 (de) 2016-10-13
US20160257825A1 (en) 2016-09-08
WO2015051866A1 (fr) 2015-04-16
DE102013016889A1 (de) 2015-04-16

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