WO2007128388A2 - Low-voc humectant for aqueous pigment preparations - Google Patents

Low-voc humectant for aqueous pigment preparations Download PDF

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Publication number
WO2007128388A2
WO2007128388A2 PCT/EP2007/003427 EP2007003427W WO2007128388A2 WO 2007128388 A2 WO2007128388 A2 WO 2007128388A2 EP 2007003427 W EP2007003427 W EP 2007003427W WO 2007128388 A2 WO2007128388 A2 WO 2007128388A2
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WO
WIPO (PCT)
Prior art keywords
acid
pigment
aqueous pigment
humectant
pigment preparations
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PCT/EP2007/003427
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German (de)
French (fr)
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WO2007128388A3 (en
Inventor
Hendrik Ahrens
Jochem Effing
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Clariant International Ltd
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Priority to EP07724364A priority Critical patent/EP2024445A2/en
Publication of WO2007128388A2 publication Critical patent/WO2007128388A2/en
Publication of WO2007128388A3 publication Critical patent/WO2007128388A3/en

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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0071Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/0084Dispersions of dyes
    • C09B67/0085Non common dispersing agents
    • C09B67/0089Non common dispersing agents non ionic dispersing agent, e.g. EO or PO addition products
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/006Preparation of organic pigments
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/006Preparation of organic pigments
    • C09B67/0063Preparation of organic pigments of organic pigments with only macromolecular substances
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0071Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/0084Dispersions of dyes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09CTREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/44Carbon
    • C09C1/48Carbon black
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D11/00Inks
    • C09D11/30Inkjet printing inks
    • C09D11/32Inkjet printing inks characterised by colouring agents
    • C09D11/322Pigment inks
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D17/00Pigment pastes, e.g. for mixing in paints
    • C09D17/001Pigment pastes, e.g. for mixing in paints in aqueous medium

Definitions

  • the present invention relates to aqueous pigment preparations containing humectants with low levels of volatile compounds.
  • Humectants are added to aqueous pigment preparations to prevent premature drying of the preparations on the surface.
  • pigment preparations In particular at higher temperatures, for example 60 ° C., solid cakes or a skin form on the surface of the pigment preparation.
  • the water evaporates and the pigment preparation concentrates on. Since pigment preparations usually already contain high pigment concentrations, the evaporation of the water further concentrates the pigment preparation, which leads to a further increase in the viscosity, so that a skin or a solid cake is formed.
  • Humectants bind the water and thus prevent the pigment preparation from drying out.
  • moisturizers have the task of forming uniform films when the preparations dry.
  • Such pigment preparations are used as tinting pastes in architectural paints, as pigment pastes in the dyeing of textiles, for example polyester fibers, as printing inks for printing on paper, textile and other surfaces and as ink jet inks in non-contact printing processes.
  • humectants are polyalkylene glycols and mixtures thereof.
  • DE-100 42 900 and DE-A-198 42 952 disclose humectants for pigment preparations.
  • Suitable as such are polyhydric alcohols, in particular containing 3 to 8 carbon atoms, such as glycerol, erythritol, pentaerythritol, pentitols such as arabitol, adonite and xylitol, hexitols such as sorbitol, mannitol and duleite.
  • polyalkylene glycols and polyalkylene glycol monoalkyl ethers in particular having an average molecular weight of from 100 to 1500.
  • Als Examples thereof are di-, tri- and tetraethylene glycol, diethylene glycol monomethyl, -ethyl, propyl and butyl ethers and trimethylene glycol monomethyl, ethyl, propyl and butyl ethers.
  • pyrrolidones and N-alkylpyrrolidones such as N-methylpyrrolidones.
  • the proportion of the humectant in the colorant preparations is usually 0 to 15 wt .-%.
  • thioether analogues of several glycols are also suitable as humectants.
  • a disadvantage of relatively high molecular weight polyalkylene glycols is that, with their increasing molecular weight, the viscosity of the pigment preparations also increases, which results in a difficult dosage and eligibility of the pigment
  • Pigment preparation leads. Therefore, it is preferable to use polyalkylene glycols having a low molecular weight as a humectant. However, these show an increased content of volatile organic compounds (VOC, volatile organic compounds). These pollute people and the environment through odor and toxicity and are considered to be the cause of ozone pollution in cities under sunlight. Your avoidance is therefore desirable.
  • VOC volatile organic compounds
  • the VOC content in paints and coatings is determined according to DIN EN ISO 11890-2, according to which all substances with a boiling point of less than 25O 0 C are considered VOCs and their proportions are summed.
  • Low molecular weight polyalkylene glycols have a boiling point of less than 250 ° C. or contain larger amounts of volatile organic compounds having a boiling point of less than 250 ° C.
  • Polyalkylene glycols having a higher molecular weight also contain byproducts, raw materials, auxiliaries such as catalysts and acids and in polymers low molecular weight homologues which have a boiling point of less than 250 0 C and are therefore detected as volatile organic compounds.
  • the invention relates to aqueous pigment preparations containing in addition O
  • Another object of the invention is the use of at least one polyalkylene glycol, by addition of 1 to 100 moles of C 2 - to C 4 alkylene oxide having a water content of less than 1 wt .-%, to a starting alcohol having 1 to 6 Carbon atoms and 1 to 6 hydroxyl groups, which has a water content of less than 1 wt .-%, can be obtained as a humectant with a determined according to DIN EN ISO 11890-2 VOC content of at most 5 wt .-% for preparations of inorganic or organic pigments.
  • a further subject matter is a process for preparing preparations of inorganic or organic pigments by subjecting an inorganic or organic pigment 0.1 to 20 wt .-%, based on the finished preparation of a humectant with a determined according to DIN EN ISO 11890-2 VOC Content of not more than 5% by weight, the humectant comprising at least one polyalkylene glycol obtained by addition of 1 to 100 moles of C 2 to C 4 alkylene oxide having a water content of less than 1% by weight to a Starting alcohol having 1 to 6 carbon atoms and 1 to 6 hydroxyl groups, which has a water content of less than 1 wt .-%, can be obtained added.
  • Suitable polyalkylene glycols are obtained by controlling the molecular weight and by selecting the starting alcohols, catalysts and acids and by a particular purity of the raw materials.
  • Suitable polyalkylene glycols are prepared by anionic polymerization of preferably 3 to 80, especially 4 to 50, especially 5 to 30, and especially preferably 6 to 15 mol of C 2 - to C 4 -alkylene oxides per mole of starting alcohol.
  • Preferred as the alkylene oxide is ethylene oxide or propylene oxide.
  • Suitable starting alcohols are monoethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, glycerol, pentaerythritol, polyhydric alcohols having 2 to 6 carbon atoms and 2 to 6 hydroxyl groups, methanol, ethanol, propanol, butanol and pentanol.
  • suitable humectants are polyethylene glycol having an average molecular weight of 400 g / mol, polyethylene glycol monomethyl ether having an average molecular weight of 500 g / mol, or a glycerol ethoxylate having an average molecular weight of 350 g / mol.
  • the molecular weight thereof is preferably at least 300 g / mol, in particular at least 350 g / mol and particularly preferably at least 400 g / mol.
  • the preferred upper limit of the average molecular weight is 4,000 g / mol, in particular 2,000 g / mol, especially 1,000 g / mol. References to average molecular weights refer to weight average molecular weights.
  • the polyalkylene glycols according to the invention can be prepared.
  • the water content of the alkylene oxides used, in particular of the ethylene oxide used, is preferably less than 0.1% by weight, in particular less than 500 ppm and more preferably less than 100 ppm.
  • Suitable catalysts are alkali metal and alkaline earth metal hydroxides, in particular sodium hydroxide, potassium hydroxide and calcium hydroxide.
  • the catalysts are preferably dried after the reaction with the starting alcohol in order to obtain an as anhydrous system as possible and to obtain a small proportion of low molecular weight homologs of the polyalkylene glycols, which would be mitergestasst as VOC.
  • Another measure to Preparation of polyalkylene glycols as low-VOC humectants is the control of the molecular weight and molecular weight distribution of the polyalkylene glycols. By a narrow molecular weight distribution, the proportion of low molecular weight compounds can be reduced, resulting in a lower proportion of VOCs counting constituents of the polyalkylene glycols.
  • Suitable acids for neutralizing the catalysts which is required to complete the alkoxylation, usually organic acids are used, which may have a boiling point of less than 25O 0 C in neutralized form in the gas chromatograph and thus are detectable as VOC.
  • the selection of the acids is such that the sum of all components counted to the VOC does not exceed the desired limit.
  • Acetic acid, propionic acid, lactic acid, citric acid and higher molecular weight organic carboxylic acids in particular isooctanoic acid, isononanoic acid, isodecanoic acid, lauric acid, myristic acid, hexadecanoic acid, octadecanoic acid and octadecenoic acid are used for neutralization.
  • inorganic acids are particularly suitable for the neutralization of the catalysts used, since these can not be counted among the volatile organic compounds, for example boric acid, sulfuric acid, sulfurous acid, phosphoric acid, phosphorous acid, hypophosphorous acid and hydrochloric acid, sulfuric acid and phosphoric acid being considered to be particularly suitable ,
  • the polyalkylene glycols may be further hydrotrope substances added.
  • Hydrotropes which optionally also serve as solvents, can be, for example, formamide, urea, tetramethylurea, ⁇ -caprolactam, methyl cellosolve, glycerol, N-methylpyrrolidone, 1,3-diethyl-2-imidazolidinone, thiodiglycol, sodium benzenesulfonate, sodium xylenesulfonate, Sodium toluenesulfonate, sodium cumenesulfonate, sodium dodecylsulfonate, sodium benzoate, sodium salicylate or sodium butylmonoglycol sulfate.
  • the moisturizer composed of polyalkylene glycols and other hydrotropic substances has a VOC content of at most 5% by weight determined in accordance with DIN EN ISO 11890-2.
  • the VOC content of the humectant is in particular below 1%, preferably below 0.5% and particularly preferably below 0.3%.
  • the VOC content of the aqueous pigment preparations is in particular below 3%, preferably below 1%, especially below 0.5% and particularly preferably below 0.1% (all statements by weight based on the weights of the humectants or pigment preparations).
  • the pigment preparations according to the invention are used for tinting and dyeing paints and coatings and in particular aqueous emulsion paints. Usual amounts of the pigment preparations of the invention are 0.1 to 20% by weight, based on the color. Preference is given to tinting aqueous emulsion paints with the pigment preparations according to the invention. Furthermore, aqueous silicate paints, aqueous silicone paints, solventborne and aqueous alkyd paints, epoxy paints, one- or two-component polyurethane coatings and melamine-formaldehyde stoving enamels and all aqueous or solvent-borne paints and coatings used for architectural paints are colored with the pigment preparations of the invention.
  • the pigment preparations according to the invention are also used as colorants for coloring paper, as printing pastes for textile printing, as printing inks for paper printing and as ink jet inks.
  • the pigment preparations according to the invention preferably contain the following ingredients:
  • Components B 0.1-20% by weight of one or more wetting and dispersing agents
  • Components C 0.1-20% by weight and preferably 5-15% by weight of one or more humectants
  • Components D optionally one or a combination of several
  • Preservative components E optionally resins, polymers, thickeners, dyes,
  • Pigment preparations used adjuvants component F water ad 100 wt .-%.
  • Phthalocyanine quinacridone, perylene, perinone, thioindigo, anthanthrone, anthraquinone, flavanthrone, indanthrene, isoviolanthrone, pyranthrone, dioxazine, quinophthalone, isoindolinone, isoind
  • organic pigments are carbon black pigments, such as gas or Furnaceruße; Monoazo and disazo pigments, in particular the Color Index Pigments Pigment Yellow 1, Pigment Yellow 3, Pigment Yellow 12, Pigment Yellow 13, 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 Yellow® 128, Pigment Yellow® 155, Pigment Yellow® 174, Pigment Yellow® 176, Pigment Yellow® 191, Pigment Yellow® 213, Pigment Yellow 214, Pigment Red 219, Pigment Red 38, Pigment Red 144, Pigment Red 214, Pigment Red 242, Pigment Red 262, Pigment Red 266, Pigment Red 269, Pigment Red 274, Pigment Orange 13, Pigment Orange 34 or Pigment Brown 41; Naphthol and naphthol AS pigments, in particular the Color Index Pigments Pigment Yellow
  • the organic pigment is preferably combined with carbon black and / or titanium dioxide.
  • laked dyes such as Ca, Mg, Al lacquers of dyes containing sulfonic acid and / or carboxylic acid groups.
  • 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, and manganese, bismuth vanadates and extender pigments.
  • 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 pigment preparation was liquid, homogeneous and foam-free after one week of storage at 6O 0 C.
  • the viscosity of the pigment preparation was 240 mPa.s.
  • the pigment preparation is prepared and tested as described in Example 1. After one week storage at 60 0 C, the pigment preparation was liquid, homogeneous and foam-free. The viscosity of the pigment preparation was 310 rnPa-s.
  • the pigment preparation is prepared and tested as described in Example 1. After one week storage at 60 0 C, the pigment preparation was liquid, homogeneous and foam-free. The viscosity of the pigment preparation was 260 mPa-s.
  • component C Molecular weight of 500 g / mol and a VOC content of 0.5%
  • component D 0.2 part of preservative
  • component E 0.5 part of defoamer
  • component F demineralized water
  • the pigment preparation is prepared and tested as described in Example 1. After one week of storage at 6O 0 C, the pigment preparation was liquid, homogeneous and foam-free. The viscosity of the pigment preparation was 600 mPa.s.
  • the pigment preparation is prepared and tested as described in Example 1. After one week storage at 60 0 C, the pigment preparation was liquid, homogeneous and foam-free. The viscosity of the pigment preparation was 200 mPa-s.
  • the pigment preparation is prepared and tested as described in Example 1. After one week storage at 60 0 C, the pigment preparation was liquid, homogeneous and foam-free. The viscosity of the pigment preparation was
  • the pigment preparation is prepared and tested as described in Example 1. After one week storage at 60 0 C was the pigment preparation liquid, homogeneous and foam-free. The viscosity of the pigment preparation was 95 mPa.s.
  • Example 8 40 parts Cl. Pigment Blue 15: 1 (component A)
  • the pigment preparation is prepared and tested as described in Example 1. After one week of storage at 6O 0 C, the pigment preparation was liquid, homogeneous and foam-free. The viscosity of the pigment preparation was 260 mPa-s.
  • the pigment preparation is prepared and tested as described in Example 1. After one week storage at 60 0 C, the pigment preparation was liquid, homogeneous and foam-free. The viscosity of the pigment preparation was 70 mPa-s.

Abstract

The invention relates to aqueous pigment preparations comprising, in addition to a colour-imparting organic or inorganic pigment, 0.1% to 20% by weight of a humectant having a VOC content of not more than 5% by weight as determined according to DIN EN ISO 11890-2, the humectant comprising at least one polyalkylene glycol obtainable by subjecting 1 to 500 mol of C2 to C4 alkylene oxide with a water content of less than 1% by weight to addition reaction with a starting alcohol having 1 to 6 carbon atoms and 1 to 6 hydroxyl groups, with a water content of less than 1% by weight.

Description

Beschreibungdescription
VOC-arme Feuchthaltemittel für wässrige PigmentpräparationenLow-VOC humectants for aqueous pigment preparations
Gegenstand der vorliegenden Erfindung sind wässrige Pigmentpräparationen, die Feuchthaltemittel mit geringen Anteilen an leicht flüchtigen Verbindungen enthalten.The present invention relates to aqueous pigment preparations containing humectants with low levels of volatile compounds.
Feuchthaltemittel werden wässrigen Pigmentpräparationen zugesetzt, um das vorschnelle Antrocknen der Präparationen an der Oberfläche zu verhindern.Humectants are added to aqueous pigment preparations to prevent premature drying of the preparations on the surface.
Insbesondere bei höheren Temperaturen, z.B. 600C bilden sich an der Oberfläche der Pigmentpräparation feste Kuchen oder eine Haut. Bei Lagerung der Pigmentpräparationen in Gebinden mit einem Luftraum verdunstet das Wasser und die Pigmentpräparation konzentriert sich auf. Da Pigmentpräparationen üblicherweise bereits hohe Pigmentkonzentrationen enthalten, wird durch das Verdunsten des Wassers die Pigmentpräparation weiter aufkonzentriert, was zu einer weiteren Erhöhung der Viskosität führt, so dass sich eine Haut oder ein fester Kuchen bildet. Feuchthaltemittel binden das Wasser und verhindern so ein Austrocknen der Pigmentpräparation. Des Weiteren haben Feuchthaltemittel die Aufgabe, dass sich beim Antrocknen der Präparationen gleichmäßige Filme bilden. Derartige Pigmentpräparationen werden als Abtönpasten in Bautenfarben, als Pigmentpasten im Einfärben von Textilien, z.B. Polyesterfasern, als Drucktinten zum Bedrucken von Papier, Textil und anderen Oberflächen sowie als Ink Jet Inks in berührungslosen Druckverfahren eingesetzt.In particular at higher temperatures, for example 60 ° C., solid cakes or a skin form on the surface of the pigment preparation. When storing the pigment preparations in containers with an air space, the water evaporates and the pigment preparation concentrates on. Since pigment preparations usually already contain high pigment concentrations, the evaporation of the water further concentrates the pigment preparation, which leads to a further increase in the viscosity, so that a skin or a solid cake is formed. Humectants bind the water and thus prevent the pigment preparation from drying out. Furthermore, moisturizers have the task of forming uniform films when the preparations dry. Such pigment preparations are used as tinting pastes in architectural paints, as pigment pastes in the dyeing of textiles, for example polyester fibers, as printing inks for printing on paper, textile and other surfaces and as ink jet inks in non-contact printing processes.
Übliche Feuchthaltemittel sind Polyalkylenglykole und deren Mischungen.Common humectants are polyalkylene glycols and mixtures thereof.
DE-100 42 900 und DE-A-198 42 952 offenbaren Feuchthaltemittel für Pigmentpräparationen. Als solche eignen sich mehrwertige, insbesondere 3 bis 8 Kohlenstoffatome enthaltende Alkohole, wie Glycerin, Erythrit, Pentaerythrit, Pentite wie Arabit, Adonit und Xylit, Hexite wie Sorbit, Mannit und Duleit. Weiter eignen sich Polyalkylenglykole und Polyalkylenglykolmonoalkylether, insbesondere mit einem mittleren Molekulargewicht von 100 bis 1500. Als Beispiele hierfür sind Di-, Tri- und Tetraethylenglykol, Diethylenglykolmonomethyl-, -ethyl-, -propyl- und -butylether und Trimethylenglykolmonomethyl-, -ethyl-, -propyl- und -butylether genannt. Weiterhin geeignet sind Pyrrolidone und N-Alkylpyrrolidone, wie N-Methylpyrrolidone. Der Anteil des Feuchthaltemittels in den Farbmittelzubereitungen beträgt in der Regel 0 bis 15 Gew.-%. Auch geeignet als Feuchthaltemittel sind Thioether-Analoge mehrerer Glykole.DE-100 42 900 and DE-A-198 42 952 disclose humectants for pigment preparations. Suitable as such are polyhydric alcohols, in particular containing 3 to 8 carbon atoms, such as glycerol, erythritol, pentaerythritol, pentitols such as arabitol, adonite and xylitol, hexitols such as sorbitol, mannitol and duleite. Also suitable are polyalkylene glycols and polyalkylene glycol monoalkyl ethers, in particular having an average molecular weight of from 100 to 1500. Als Examples thereof are di-, tri- and tetraethylene glycol, diethylene glycol monomethyl, -ethyl, propyl and butyl ethers and trimethylene glycol monomethyl, ethyl, propyl and butyl ethers. Also suitable are pyrrolidones and N-alkylpyrrolidones, such as N-methylpyrrolidones. The proportion of the humectant in the colorant preparations is usually 0 to 15 wt .-%. Also suitable as humectants are thioether analogues of several glycols.
Nachteilig für höhermolekulare Polyalkylenglykole ist, dass mit ihrem zunehmenden Molekulargewicht auch die Viskosität der Pigmentpräparationen zunimmt, was zu einer erschwerten Dosierung und Förderfähigkeit derA disadvantage of relatively high molecular weight polyalkylene glycols is that, with their increasing molecular weight, the viscosity of the pigment preparations also increases, which results in a difficult dosage and eligibility of the pigment
Pigmentpräparation führt. Daher werden bevorzugt Polyalkylenglykole mit einem niedrigen Molekulargewicht als Feuchthaltemittel eingesetzt. Diese zeigen jedoch einen erhöhten Gehalt an leichtflüchtigen organischen Verbindungen (VOC, volatile organic Compounds). Diese belasten Mensch und Umwelt durch Geruch und Toxizität und gelten als Verursacher der Ozonbelastung in Städten bei Sonneneinstrahlung. Ihre Vermeidung ist daher erwünscht. Der VOC-Gehalt in Lacken und Farben wird nach DIN EN ISO 11890-2 bestimmt, nach der alle Substanzen mit einem Siedepunkt von kleiner als 25O0C als VOC gelten und ihre Anteile summiert werden.Pigment preparation leads. Therefore, it is preferable to use polyalkylene glycols having a low molecular weight as a humectant. However, these show an increased content of volatile organic compounds (VOC, volatile organic compounds). These pollute people and the environment through odor and toxicity and are considered to be the cause of ozone pollution in cities under sunlight. Your avoidance is therefore desirable. The VOC content in paints and coatings is determined according to DIN EN ISO 11890-2, according to which all substances with a boiling point of less than 25O 0 C are considered VOCs and their proportions are summed.
Polyalkylenglykole mit einem niedrigen Molekulargewicht haben einen Siedepunkt von kleiner als 2500C oder enthalten größere Mengen an flüchtigen organischen Komponenten mit einem Siedepunkt von kleiner als 2500C. Auch Polyalkylenglykole mit einem höheren Molekulargewicht enthalten Anteile an Nebenprodukten, Rohstoffen, Hilfsstoffen wie Katalysatoren und Säuren und bei Polymeren niedermolekulare Homologen, die einen Siedepunkt von kleiner als 2500C haben und daher als flüchtige organische Verbindungen erfasst werden.Low molecular weight polyalkylene glycols have a boiling point of less than 250 ° C. or contain larger amounts of volatile organic compounds having a boiling point of less than 250 ° C. Polyalkylene glycols having a higher molecular weight also contain byproducts, raw materials, auxiliaries such as catalysts and acids and in polymers low molecular weight homologues which have a boiling point of less than 250 0 C and are therefore detected as volatile organic compounds.
Es bestand daher die Aufgabe, Feuchthaltemittel bereitzustellen, die zwar die Viskosität der Pigmentpräparation nicht wesentlich erhöhen, aber einen geringen Anteil VOC enthalten.It is an object of the present invention to provide humectants which, while not substantially increasing the viscosity of the pigment preparation, contain a low level of VOC.
Gegenstand der Erfindung sind wässrige Pigmentpräparationen, enthaltend neben OThe invention relates to aqueous pigment preparations containing in addition O
einem farbgebenden anorganischen oder organischen Pigment 0,1 bis 20 Gew.-% eines Feuchthaltemittels mit einem nach DIN EN ISO 11890-2 bestimmten VOC- Gehalt von höchstens 5 Gew.-%, wobei das Feuchthaltemittel mindestens ein Polyalkylenglykol umfasst, das durch Anlagerung von 1 bis 100 mol C2- bis C4- Alkylenoxid, das einen Wassergehalt von weniger als 0,1 Gew.-% aufweist, an einen Startalkohol mit 1 bis 6 Kohlenstoffatomen und 1 bis 6 Hydroxylgruppen, der einen Wassergehalt von weniger als 1 Gew.-% aufweist, erhalten werden kann.a coloring inorganic or organic pigment 0.1 to 20 wt .-% of a humectant with a determined according to DIN EN ISO 11890-2 VOC content of at most 5 wt .-%, wherein the humectant comprises at least one polyalkylene glycol by addition of From 1 to 100 moles of C 2 to C 4 alkylene oxide having a water content of less than 0.1% by weight of a starting alcohol having from 1 to 6 carbon atoms and from 1 to 6 hydroxyl groups having a water content of less than 1% by weight .-%, can be obtained.
Ein weiterer Gegenstand der Erfindung ist die Verwendung von mindestens einem Polyalkylenglykol, das durch Anlagerung von 1 bis 100 mol C2- bis C4-Alkylenoxid, das einen Wassergehalt von weniger als 1 Gew.-% aufweist, an einen Startalkohol mit 1 bis 6 Kohlenstoffatomen und 1 bis 6 Hydroxylgruppen, der einen Wassergehalt von weniger als 1 Gew.-% aufweist, erhalten werden kann, als Feuchthaltemittel mit einem nach DIN EN ISO 11890-2 bestimmten VOC-Gehalt von höchstens 5 Gew.-% für Präparationen anorganischer oder organischer Pigmente.Another object of the invention is the use of at least one polyalkylene glycol, by addition of 1 to 100 moles of C 2 - to C 4 alkylene oxide having a water content of less than 1 wt .-%, to a starting alcohol having 1 to 6 Carbon atoms and 1 to 6 hydroxyl groups, which has a water content of less than 1 wt .-%, can be obtained as a humectant with a determined according to DIN EN ISO 11890-2 VOC content of at most 5 wt .-% for preparations of inorganic or organic pigments.
Ein weiterer Gegenstand ist ein Verfahren zur Herstellung von Präparationen anorganischer oder organischer Pigmente, indem man einem anorganischen oder organischen Pigment 0,1 bis 20 Gew.-%, bezogen auf die fertige Präparation eines Feuchthaltemittels mit einem nach DIN EN ISO 11890-2 bestimmten VOC- Gehalt von höchstens 5 Gew.-%, wobei das Feuchthaltemittel mindestens ein Polyalkylenglykol umfasst, das durch Anlagerung von 1 bis 100 mol C2- bis C4- Alkylenoxid, das einen Wassergehalt von weniger als 1 Gew.-% aufweist, an einen Startalkohol mit 1 bis 6 Kohlenstoffatomen und 1 bis 6 Hydroxylgruppen, der einen Wassergehalt von weniger als 1 Gew.-% aufweist, erhalten werden kann, zusetzt.A further subject matter is a process for preparing preparations of inorganic or organic pigments by subjecting an inorganic or organic pigment 0.1 to 20 wt .-%, based on the finished preparation of a humectant with a determined according to DIN EN ISO 11890-2 VOC Content of not more than 5% by weight, the humectant comprising at least one polyalkylene glycol obtained by addition of 1 to 100 moles of C 2 to C 4 alkylene oxide having a water content of less than 1% by weight to a Starting alcohol having 1 to 6 carbon atoms and 1 to 6 hydroxyl groups, which has a water content of less than 1 wt .-%, can be obtained added.
Geeignete Polyalkylenglykole werden durch Steuerung des Molekulargewichtes und durch Auswahl der Startalkohole, Katalysatoren und Säuren und durch eine besondere Reinheit der Rohstoffe erhalten.Suitable polyalkylene glycols are obtained by controlling the molecular weight and by selecting the starting alcohols, catalysts and acids and by a particular purity of the raw materials.
Geeignete Polyalkylenglykole werden durch anionische Polymerisation von vorzugsweise 3 bis 80, insbesondere 4 bis 50, speziell 5 bis 30, und besonders bevorzugt 6 bis 15 mol C2- bis C4-Alkylenoxiden pro mol Startalkohol erhalten. Bevorzugt als Alkylenoxid ist Ethylenoxid oder Propylenoxid. Geeignete Startalkohole sind Monoethylenglykol, Diethylenglykol, Triethylenglykol, Propylenglykol, Dipropylenglykol, Glycerin, Pentaerythritol, mehrwertige Alkohole mit 2 bis 6 Kohlenstoffatomen und 2 bis 6 Hydroxylgruppen, Methanol, Ethanol, Propanol, Butanol und Pentanol.Suitable polyalkylene glycols are prepared by anionic polymerization of preferably 3 to 80, especially 4 to 50, especially 5 to 30, and especially preferably 6 to 15 mol of C 2 - to C 4 -alkylene oxides per mole of starting alcohol. Preferred as the alkylene oxide is ethylene oxide or propylene oxide. Suitable starting alcohols are monoethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, glycerol, pentaerythritol, polyhydric alcohols having 2 to 6 carbon atoms and 2 to 6 hydroxyl groups, methanol, ethanol, propanol, butanol and pentanol.
Insbesondere sind geeignete Feuchthaltemittel Polyethylenglykol mit einem mittleren Molekulargewicht von 400 g/mol, Polyethylenglykolmonomethylether mit einem mittleren Molekulargewicht von 500 g/mol oder ein Glycerinethoxylat mit einem mittleren Molekulargewicht von 350 g/mol. Für alle erfindungsgemäßen Polyalkylenglykole gilt, dass ihr mittels Molekulargewicht vorzugsweise bei mindestens 300 g/mol, insbesondere bei mindestens 350 g/mol und besonders bevorzugt bei mindestens 400 g/mol liegt. Die bevorzugte Obergrenze des mittleren Molekulargewichts liegt bei 4.000 g/mol, insbesondere 2.000 g/mol, speziell 1.000 g/mol. Bezugnahmen auf mittlere Molekulargewichte bezeichnen gewichtsmittlere Molekulargewichte.In particular, suitable humectants are polyethylene glycol having an average molecular weight of 400 g / mol, polyethylene glycol monomethyl ether having an average molecular weight of 500 g / mol, or a glycerol ethoxylate having an average molecular weight of 350 g / mol. For all polyalkylene glycols according to the invention, the molecular weight thereof is preferably at least 300 g / mol, in particular at least 350 g / mol and particularly preferably at least 400 g / mol. The preferred upper limit of the average molecular weight is 4,000 g / mol, in particular 2,000 g / mol, especially 1,000 g / mol. References to average molecular weights refer to weight average molecular weights.
Durch Verwenden von wasserfreien oder wasserarmen Startalkoholen mit Wassergehalten von unterhalb 1 Gew.-%, vorzugsweise unterhalb 0,1 Gew.-%, insbesondere unterhalb 50 ppm und/oder wasserarmen Alkylenoxiden, wie beispielsweise wasserarmes Ethylenoxid, lassen sich die erfindungsgemäßen Polyalkylenglykole herstellen. Der Wassergehalt der verwendeten Alkylenoxide, insbesondere des verwendeten Ethylenoxids, beträgt vorzugsweise weniger als 0,1 Gew.-%, insbesondere weniger als 500 ppm und in besonders bevorzugter Weise weniger als 100 ppm.By using anhydrous or low-water starting alcohols having water contents of below 1 wt .-%, preferably below 0.1 wt .-%, in particular below 50 ppm and / or low-water alkylene oxides, such as low-water ethylene oxide, the polyalkylene glycols according to the invention can be prepared. The water content of the alkylene oxides used, in particular of the ethylene oxide used, is preferably less than 0.1% by weight, in particular less than 500 ppm and more preferably less than 100 ppm.
Als geeignete Katalysatoren werden Alkali- und Erdalkalihydroxide, insbesondere Natriumhydroxid, Kaliumhydroxid und Calciumhydroxid verwendet. Die Katalysatoren werden nach der Umsetzung mit dem Startalkohol vorzugsweise getrocknet, um ein möglichst wasserfreies System zu erhalten und um einen geringen Anteil an niedermolekularen Homologen der Polyalkylenglykole zu erhalten, die als VOC miterfasst werden würden. Eine weitere Maßnahme zur Herstellung von Polyalkylenglykolen als VOC-arme Feuchthaltemittel ist die Steuerung des Molekulargewichtes und der Molekülmassenverteilung der Polyalkylenglykole. Durch eine enge Molekülmassenverteilung kann der Anteil an niedermolekularen Verbindungen reduziert werden, was zu einem geringeren Anteil an zu den VOCs zählenden Bestandteile der Polyalkylenglykole führt.Suitable catalysts are alkali metal and alkaline earth metal hydroxides, in particular sodium hydroxide, potassium hydroxide and calcium hydroxide. The catalysts are preferably dried after the reaction with the starting alcohol in order to obtain an as anhydrous system as possible and to obtain a small proportion of low molecular weight homologs of the polyalkylene glycols, which would be mitergestasst as VOC. Another measure to Preparation of polyalkylene glycols as low-VOC humectants is the control of the molecular weight and molecular weight distribution of the polyalkylene glycols. By a narrow molecular weight distribution, the proportion of low molecular weight compounds can be reduced, resulting in a lower proportion of VOCs counting constituents of the polyalkylene glycols.
Als geeignete Säuren zum Neutralisieren der Katalysatoren, die zur Beendigung der Alkoxylierung erforderlich ist, werden üblicherweise organische Säuren verwendet, welche auch in neutralisierter Form im Gaschromatographen einen Siedepunkt von kleiner als 25O0C haben können und somit als VOC erfassbar sind. Die Auswahl der Säuren erfolgt so, dass die Summe aller zu den VOC gezählten Komponenten den gewünschten Grenzwert nicht überschreitet. Es werden zur Neutralisation Essigsäure, Propionsäure, Milchsäure, Zitronensäure und höhermolekulare organische Carbonsäuren, insbesondere Isooktansäure, Isononansäure, Isodekansäure, Laurinsäure, Myristinsäure, Hexadekansäure, Oktadekansäure und Oktadecensäure eingesetzt. Besonders eignen sich aber anorganische Säuren zur Neutralisation der verwendeten Katalysatoren, da diese nicht zu den flüchtigen organischen Verbindungen zählen können, beispielsweise Borsäure, Schwefelsäure, schwefelige Säure, Phosphorsäure, phosphorige Säure, unterphosphorige Säure und Salzsäure, wobei Schwefelsäure und Phosphorsäure als besonders geeignet angesehen sind.Suitable acids for neutralizing the catalysts, which is required to complete the alkoxylation, usually organic acids are used, which may have a boiling point of less than 25O 0 C in neutralized form in the gas chromatograph and thus are detectable as VOC. The selection of the acids is such that the sum of all components counted to the VOC does not exceed the desired limit. Acetic acid, propionic acid, lactic acid, citric acid and higher molecular weight organic carboxylic acids, in particular isooctanoic acid, isononanoic acid, isodecanoic acid, lauric acid, myristic acid, hexadecanoic acid, octadecanoic acid and octadecenoic acid are used for neutralization. However, inorganic acids are particularly suitable for the neutralization of the catalysts used, since these can not be counted among the volatile organic compounds, for example boric acid, sulfuric acid, sulfurous acid, phosphoric acid, phosphorous acid, hypophosphorous acid and hydrochloric acid, sulfuric acid and phosphoric acid being considered to be particularly suitable ,
Den Polyalkylenglykolen können weitere hydrotrope Substanzen zugesetzt werden. Hydrotrope Substanzen, die gegebenenfalls auch als Lösungsmittel dienen, können beispielsweise Formamid, Harnstoff, Tetramethylharnstoff, ε-Caprolactam, Methylcellosolve, Glycerin, N-Methylpyrrolidon, 1 ,3-Diethyl-2- imidazolidinon, Thiodiglykol, Natrium-Benzolsulfonat, Natrium-Xylolsulfonat, Natrium-Toluolsulfonat, Natrium-Cumolsulfonat, Natrium-Dodecylsulfonat, Natrium-Benzoat, Natrium-Salicylat oder Natrium-Butylmonoglykolsulfat sein. Maßgebend ist jedoch, dass das aus Polyalkylenglykolen und weiterer hydrotroper Substanzen zusammengesetzte Feuchthaltemittel einen nach DIN EN ISO 11890-2 bestimmten VOC-Gehalt von höchstens 5 Gew.-% aufweist. Der VOC-Gehalt des Feuchthaltemittels liegt insbesondere bei unter 1 %, bevorzugt unter 0,5 % und besonders bevorzugt unter 0,3 %. Der VOC-Gehalt der wässrigen Pigmentpräparationen liegt insbesondere bei unter 3 %, bevorzugt unter 1 %, speziell unter 0,5 % und besonders bevorzugt unter 0,1 % (alle Angaben Gewichtsprozente bezogen auf die Gewichte der Feuchthaltemittel bzw. Pigmentpräparationen).The polyalkylene glycols may be further hydrotrope substances added. Hydrotropes, which optionally also serve as solvents, can be, for example, formamide, urea, tetramethylurea, ε-caprolactam, methyl cellosolve, glycerol, N-methylpyrrolidone, 1,3-diethyl-2-imidazolidinone, thiodiglycol, sodium benzenesulfonate, sodium xylenesulfonate, Sodium toluenesulfonate, sodium cumenesulfonate, sodium dodecylsulfonate, sodium benzoate, sodium salicylate or sodium butylmonoglycol sulfate. However, it is decisive that the moisturizer composed of polyalkylene glycols and other hydrotropic substances has a VOC content of at most 5% by weight determined in accordance with DIN EN ISO 11890-2. The VOC content of the humectant is in particular below 1%, preferably below 0.5% and particularly preferably below 0.3%. The VOC content of the aqueous pigment preparations is in particular below 3%, preferably below 1%, especially below 0.5% and particularly preferably below 0.1% (all statements by weight based on the weights of the humectants or pigment preparations).
Die erfindungsgemäßen Pigmentpräparationen werden zum Abtönen und Einfärben von Lacken und Farben und insbesondere von wässrigen Dispersionsfarben eingesetzt. Übliche Einsatzmengen der erfindungsgemäßen Pigmentpräparationen sind 0,1 - 20 Gew.-% bezogen auf die Farbe. Bevorzugt werden wässrige Dispersionsfarben mit den erfindungsgemäßen Pigmentpräparationen abgetönt. Des Weiteren werden wässrige Silikatfarben, wässrige Silikonfarben, lösemittelhaltige und wässrige Alkydlacke, Epoxydlacke, Ein- oder Zweikomponenten-Polyurethanlacke und Melamin-Formaldehyd- Einbrennlacke und alle für Bautenanstrichstoffe verwendeten wässrigen oder lösemittelhaitigen Farben und Lacke mit den erfindungsgemäßen Pigmentpräparationen eingefärbt.The pigment preparations according to the invention are used for tinting and dyeing paints and coatings and in particular aqueous emulsion paints. Usual amounts of the pigment preparations of the invention are 0.1 to 20% by weight, based on the color. Preference is given to tinting aqueous emulsion paints with the pigment preparations according to the invention. Furthermore, aqueous silicate paints, aqueous silicone paints, solventborne and aqueous alkyd paints, epoxy paints, one- or two-component polyurethane coatings and melamine-formaldehyde stoving enamels and all aqueous or solvent-borne paints and coatings used for architectural paints are colored with the pigment preparations of the invention.
Die erfindungsgemäßen Pigmentpräparationen werden auch als Farbmittel für das Einfärben von Papier, als Druckpasten für den Textildruck, als Drucktinten für den Papierdruck und als Ink Jet-Tinten eingesetzt.The pigment preparations according to the invention are also used as colorants for coloring paper, as printing pastes for textile printing, as printing inks for paper printing and as ink jet inks.
Vorzugsweise enthalten die erfindungsgemäßen Pigmentpräparationen folgende Inhaltsstoffe:The pigment preparations according to the invention preferably contain the following ingredients:
Komponenten A 0,1 - 75 Gew.-% eines oder mehrerer organischer und/oder anorganischer PigmenteComponents A 0.1-75% by weight of one or more organic and / or inorganic pigments
Komponenten B 0,1 - 20 Gew.-% eines oder mehrerer Netz- und DispergiermittelComponents B 0.1-20% by weight of one or more wetting and dispersing agents
Komponenten C 0,1 - 20 Gew.-% und bevorzugt 5 - 15 Gew.-% eines oder mehrerer Feuchthaltemittel Komponenten D gegebenenfalls ein oder eine Kombination mehrererComponents C 0.1-20% by weight and preferably 5-15% by weight of one or more humectants Components D optionally one or a combination of several
Konservierungsmittel Komponenten E gegebenenfalls Harze, Polymere, Verdicker, Farbstoffe,Preservative components E optionally resins, polymers, thickeners, dyes,
Komplexbildner, Entschäumer und Entgasungsmittel, Antioxidanzien, Lösemittel und weitere inComplexing agents, defoamers and degassing agents, antioxidants, solvents and others in
Pigmentpräparationen eingesetzte Hilfsstoffe Komponente F Wasser ad 100 Gew.-%.Pigment preparations used adjuvants component F water ad 100 wt .-%.
Als organische Pigmente kommen Monoazo-, Disazo-, verlackte Azo-, -Naphthol-, Naphthol AS-, Benzimidazolon-, Disazokondensations-, Azo-Metallkomplex- Pigmente und polycyclische Pigmente wie z.B. Phthalocyanin-, Chinacridon-, Perylen-, Perinon-, Thioindigo-, Anthanthron-, Anthrachinon-, Flavanthron-, Indanthren-, Isoviolanthron-, Pyranthron-, Dioxazin-, Chinophthalon-, Isoindolinon-, Isoindolin- und Diketopyrrolopyrrol-Pigmente oder Ruße in Betracht.Monoazo, disazo, laked azo, naphthol, naphthol AS, benzimidazolone, disazo condensation, azo metal complex pigments and polycyclic pigments, such as e.g. Phthalocyanine, quinacridone, perylene, perinone, thioindigo, anthanthrone, anthraquinone, flavanthrone, indanthrene, isoviolanthrone, pyranthrone, dioxazine, quinophthalone, isoindolinone, isoindoline and diketopyrrolopyrrole pigments or carbon blacks into consideration.
Als beispielhafte Auswahl besonders bevorzugter organischer Pigmente sind dabei Rußpigmente, wie z.B. Gas- oder Furnaceruße; Monoazo- und Disazopigmente, insbesondere die Colour Index Pigmente Pigment Yellow 1 , Pigment Yellow 3, Pigment Yellow 12, Pigment Yellow 13, 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 Yellow 128, Pigment Yellow 155, Pigment Yellow 174, Pigment Yellow 176, Pigment Yellow 191 , Pigment Yellow 213, Pigment Yellow 214, Pigment Yellow 219, Pigment Red 38, Pigment Red 144, Pigment Red 214, Pigment Red 242, Pigment Red 262, Pigment Red 266, Pigment Red 269, Pigment Red 274, Pigment Orange 13, Pigment Orange 34 oder Pigment Brown 41 ; -Naphthol- und Naphthol AS- Pigmente, insbesondere die Colour Index Pigmente Pigment Red 2, Pigment Red 3, Pigment Red 4, Pigment Red 5, Pigment Red 9, Pigment Red 12, Pigment Red 14, Pigment Red 53:1 , Pigment Red 112, Pigment Red 146, Pigment Red 147, Pigment Red 170, Pigment Red 184, Pigment Red 187, Pigment Red 188, Pigment Red 210, Pigment Red 247, Pigment Red 253, Pigment Red 256, Pigment Orange 5, Pigment Orange 38 oder Pigment Brown 1 ; verlackte Azo- und Metallkomplexpigmente, insbesondere die Colour Index Pigmente Pigment Red 48:2, Pigment Red 48:3, Pigment Red 48:4, Pigment Red 57:1 , Pigment Red 257, Pigment Orange 68 oder Pigment Orange 70; Benzimidazolinpigmente, insbesondere die Colour Index Pigmente 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 oder Pigment Brown 25; Isoindolinon- und Isoindolinpigmente, insbesondere die Colour Index Pigmente Pigment Yellow 139 oder Pigment Yellow 173; Phthalocyaninpigmente, insbesondere die Colour Index Pigmente 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 16, Pigment Green 7 oder Pigment Green 36; Anthanthron-, Anthrachinon-, Chinacridon-, Dioxazin-, Indanthron-, Perylen-, Perinon- und Thioindigopigmente, insbesondere die Colour Index Pigmente Pigment Yellow 196, Pigment Red 122, Pigment Red 149, Pigment Red 168, Pigment Red 177, Pigment Red 179, Pigment Red 181 , Pigment Red 207, Pigment Red 209, Pigment Red 263, Pigment Blue 60, Pigment Violet 19, Pigment Violet 23 oder Pigment Orange 43; Triarylcarboniumpigmente, insbesondere die Colour Index Pigmente Pigment Red 169, Pigment Blue 56 oder Pigment Blue 61 ; Diketopyrrolopyrrolpigmente, insbesondere die Colour Index Pigmente Pigment Red 254, Pigment Red 255, Pigment Red 264, Pigment Red 270, Pigment Red 272, Pigment Orange 71 , Pigment Orange 73, Pigment Orange 81 , zu nennen.As an exemplary selection of particularly preferred organic pigments are carbon black pigments, such as gas or Furnaceruße; Monoazo and disazo pigments, in particular the Color Index Pigments Pigment Yellow 1, Pigment Yellow 3, Pigment Yellow 12, Pigment Yellow 13, 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 Yellow® 128, Pigment Yellow® 155, Pigment Yellow® 174, Pigment Yellow® 176, Pigment Yellow® 191, Pigment Yellow® 213, Pigment Yellow 214, Pigment Red 219, Pigment Red 38, Pigment Red 144, Pigment Red 214, Pigment Red 242, Pigment Red 262, Pigment Red 266, Pigment Red 269, Pigment Red 274, Pigment Orange 13, Pigment Orange 34 or Pigment Brown 41; Naphthol and naphthol AS pigments, in particular the Color Index pigments Pigment Red 2, Pigment Red 3, Pigment Red 4, Pigment Red 5, Pigment Red 9, Pigment Red 12, Pigment Red 14, Pigment Red 53: 1, Pigment Red 112, Pigment Red 146, Pigment Red 147, Pigment Red 170, Pigment Red 184, Pigment Red 187, Pigment Red 188, Pigment Red 210, Pigment Red 247, Pigment Red 253, Pigment Red 256, Pigment Orange 5, Pigment Orange 38 or Pigment Brown 1; laked azo and Metal complex pigments, in particular the Color Index pigments Pigment Red 48: 2, Pigment Red 48: 3, Pigment Red 48: 4, Pigment Red 57: 1, Pigment Red 257, Pigment Orange 68 or Pigment Orange 70; 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 16, Pigment Green 7 or Pigment Green 36; Anthanthrone, anthraquinone, quinacridone, dioxazine, indanthrone, perylene, perinone and thioindigo pigments, in particular the Color Index Pigments Pigment Yellow 196, Pigment Red 122, Pigment Red 149, Pigment Red 168, Pigment Red 177, Pigment Red 179, Pigment Red 181, Pigment Red 207, Pigment Red 209, Pigment Red 263, Pigment Blue 60, Pigment Violet 19, Pigment Violet 23 or Pigment Orange 43; Triarylcarboniumpigmente, in particular the Color Index pigments Pigment Red 169, Pigment Blue 56 or Pigment Blue 61; Diketopyrrolopyrrolpigmente, in particular the Color Index pigments Pigment Red 254, Pigment Red 255, Pigment Red 264, Pigment Red 270, Pigment Red 272, Pigment Orange 71, Pigment Orange 73, Pigment Orange 81, call.
Das organische Pigment ist vorzugsweise mit Ruß und/oder Titandioxid kombiniert.The organic pigment is preferably combined with carbon black and / or titanium dioxide.
Ferner eignen sich verlackte Farbstoffe wie Ca-, Mg-, AI-Lacke von sulfonsäure- und/oder carbonsäuregruppenhaltigen Farbstoffen.Also suitable are laked dyes such as Ca, Mg, Al lacquers of dyes containing sulfonic acid and / or carboxylic acid groups.
Geeignete anorganische Pigmente sind beispielsweise Titandioxide, Zinksulfide, Zinkoxide, Eisenoxide, Magnetite, Manganeisenoxide, Chromoxide, Ultramarin, Nickel- oder Chromantimontitanoxide, Mangantitanrutile, Cobaltoxide, Mischoxide des Cobalts und Aluminiums, Rutilmischphasenpigmente, Sulfide der seltenen Erden, Spinelle des Cobalts mit Nickel und Zink, Spinelle basierend auf Eisen und Chrom mit Kupfer Zink sowie Mangan, Bismutvanadate sowie Verschnittpigmente. Insbesondere werden die Colour Index Pigmente 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 sowie Pigment White 6 verwendet. Bevorzugt werden auch häufig Mischungen anorganischer Pigmente verwendet. Mischungen von organischen mit anorganischen Pigmenten werden ebenfalls häufig verwendet.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, and manganese, bismuth vanadates 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.
BeispieleExamples
In den folgenden Beispielen stehen Prozentangaben für Gewichtsprozente, sofern nicht anders angegeben.In the following examples, percentages are by weight unless otherwise specified.
Beispiel 1example 1
35 Teile Cl. Pigment Black 7 (Komponente A)35 parts Cl. Pigment Black 7 (component A)
10 Teile Netz- und Dispergiermittel (Komponente B)10 parts wetting and dispersing agent (component B)
9,5 Teile Polyethylenglykol mit einem mittleren Molekulargewicht von9.5 parts of polyethylene glycol having an average molecular weight of
400 g/mol und einem VOC-Gehalt von 0,5 % (Komponente C)400 g / mol and a VOC content of 0.5% (component C)
0,2 Teile Konservierungsmittel (Komponente D) 0,5 Teile Entschäumer (Komponente E)0.2 parts of preservative (component D) 0.5 part of defoamer (component E)
44,8 Teile Vollentsalztes Wasser (Komponente F)44.8 parts of deionized water (component F)
In einem Mahlbehälter wurden die Komponenten (B), (C), (D), (E) und (F) vorgelegt und vermischt. Anschließend wurde die pulverförmige Komponente (A) zugegeben und mit dem Dissolver vordispergiert. Die Feindispergierung erfolgte in einer Perlmühle mittels Zirkonmischoxidperlen der Größe d = 1 mm unter Kühlung. Anschließend wurden die Mahlkörper abgetrennt und die Pigmentpräparation isoliert. Die Pigmentpräparation wurde eine Woche bei 600C gelagert und visuell beurteilt. Die Viskosität der Pigmentpräparation wurde mit einem Brookfield Digital Viscometer Model DV-II bei 100 Umdrehungen pro Minute mit der Spindel 4 gemessen.In a grinding container, components (B), (C), (D), (E) and (F) were charged and mixed. Subsequently, the powdery component (A) was added and predispersed with the dissolver. The fine dispersion was carried out in a bead mill using Zirkonmischoxidperlen the size d = 1 mm with cooling. Subsequently, the grinding media were separated and the pigment preparation was isolated. The pigment preparation was stored at 60 ° C. for one week and visually assessed. The viscosity of the pigment preparation was measured using a Brookfield Digital Viscometer Model DV-II at 100 revolutions per minute with spindle 4.
Die Pigmentpräparation war nach einwöchiger Lagerung bei 6O0C flüssig, homogen und schaumfrei. Die Viskosität der Pigmentpräparation betrug 240 mPa-s.The pigment preparation was liquid, homogeneous and foam-free after one week of storage at 6O 0 C. The viscosity of the pigment preparation was 240 mPa.s.
Beispiel 2Example 2
40 Teile Cl. Pigment Red 146 (Komponente A)40 parts Cl. Pigment Red 146 (component A)
5 Teile Netz- und Dispergiermittel (Komponente B)5 parts wetting and dispersing agent (component B)
20 Teile Glyzerinethoxylat mit 6 Mol Ethylenoxid und einem mittleren20 parts glycerol ethoxylate with 6 moles of ethylene oxide and a medium
Molekulargewicht von 350 g/mol und einem VOC-Gehalt von 2 % (Komponente C)Molecular weight of 350 g / mol and a VOC content of 2% (component C)
0,2 Teile Konservierungsmittel (Komponente D)0.2 parts preservative (component D)
0,5 Teile Entschäumer (Komponente E)0.5 parts defoamer (component E)
34,3 Teile Vollentsalztes Wasser (Komponente F)34.3 parts of deionized water (component F)
Die Pigmentpräparation wird wie in Beispiel 1 beschrieben hergestellt und ausgeprüft. Nach einwöchiger Lagerung bei 600C war die Pigmentpräparation flüssig, homogen und schaumfrei. Die Viskosität der Pigmentpräparation betrug 310 rnPa-s.The pigment preparation is prepared and tested as described in Example 1. After one week storage at 60 0 C, the pigment preparation was liquid, homogeneous and foam-free. The viscosity of the pigment preparation was 310 rnPa-s.
Beispiel 3Example 3
35 Teile Cl. Pigment Yellow 83 (Komponente A)35 parts Cl. Pigment Yellow 83 (component A)
6 Teile Netz- und Dispergiermittel I (Komponente B)6 parts wetting and dispersing agent I (component B)
4 Teile Netz- und Dispergiermittel Il (Komponente B)4 parts wetting and dispersing agent II (component B)
7 Teile Polyethylenglykol mit einem mittleren Molekulargewicht von 400 g/mol und einem VOC-Gehalt von 0,5 % (Komponente C)7 parts of polyethylene glycol having an average molecular weight of 400 g / mol and a VOC content of 0.5% (component C)
0,2 Teile Konservierungsmittel (Komponente D)0.2 parts preservative (component D)
0,5 Teile Entschäumer (Komponente E) 47,3 Teile Vollentsalztes Wasser (Komponente F)0.5 parts defoamer (component E) 47.3 parts of deionized water (component F)
Die Pigmentpräparation wird wie in Beispiel 1 beschrieben hergestellt und ausgeprüft. Nach einwöchiger Lagerung bei 600C war die Pigmentpräparation flüssig, homogen und schaumfrei. Die Viskosität der Pigmentpräparation betrug 260 mPa-s.The pigment preparation is prepared and tested as described in Example 1. After one week storage at 60 0 C, the pigment preparation was liquid, homogeneous and foam-free. The viscosity of the pigment preparation was 260 mPa-s.
Beispiel 4Example 4
50 Teile Cl. Pigment Yellow 74 (Komponente A) 10 Teile Netz- und Dispergiermittel (Komponente B) 10 Teile Polyethylenglykolmonomethylether mit einem mittleren50 parts Cl. Pigment Yellow 74 (component A) 10 parts of wetting and dispersing agent (component B) 10 parts of polyethylene glycol monomethyl ether having a mean
Molekulargewicht von 500 g/mol und einem VOC-Gehalt von 0,5 % (Komponente C) 0,2 Teile Konservierungsmittel (Komponente D) 0,5 Teile Entschäumer (®Komponente E) 29,3 Teile Vollentsalztes Wasser (Komponente F)Molecular weight of 500 g / mol and a VOC content of 0.5% (component C) 0.2 part of preservative (component D) 0.5 part of defoamer ( ® component E) 29.3 parts of demineralized water (component F)
Die Pigmentpräparation wird wie in Beispiel 1 beschrieben hergestellt und ausgeprüft. Nach einwöchiger Lagerung bei 6O0C war die Pigmentpräparation flüssig, homogen und schaumfrei. Die Viskosität der Pigmentpräparation betrug 600 mPa-s.The pigment preparation is prepared and tested as described in Example 1. After one week of storage at 6O 0 C, the pigment preparation was liquid, homogeneous and foam-free. The viscosity of the pigment preparation was 600 mPa.s.
Beispiel 5Example 5
40 Teile Cl. Pigment Orange 43 (Komponente A)40 parts Cl. Pigment Orange 43 (component A)
8 Teile Netz- und Dispergiermittel (Komponente B)8 parts wetting and dispersing agent (component B)
2 Teile Netzmittel (Komponente B)2 parts wetting agent (component B)
9,5 Teile Polyethylenglykol mit einem mittleren Molekulargewicht von 400 g/mol und einem VOC-Gehalt von 0,5 % (Komponente C)9.5 parts of polyethylene glycol having an average molecular weight of 400 g / mol and a VOC content of 0.5% (component C)
0,2 Teile Konservierungsmittel (Komponente D)0.2 parts preservative (component D)
0,5 Teile Entschäumer (Komponente E)0.5 parts defoamer (component E)
29,3 Teile Vollentsalztes Wasser (Komponente F) Die Pigmentpräparation wird wie in Beispiel 1 beschrieben hergestellt und ausgeprüft. Nach einwöchiger Lagerung bei 600C war die Pigmentpräparation flüssig, homogen und schaumfrei. Die Viskosität der Pigmentpräparation betrug 200 mPa-s.29.3 parts of deionized water (component F) The pigment preparation is prepared and tested as described in Example 1. After one week storage at 60 0 C, the pigment preparation was liquid, homogeneous and foam-free. The viscosity of the pigment preparation was 200 mPa-s.
Beispiel 6Example 6
30 Teile Cl. Pigment Violet 23 (Komponente A)30 parts Cl. Pigment Violet 23 (component A)
5 Teile Netz- und Dispergiermittel (Komponente B) 9,5 Teile Polyethylenglykol mit einem mittleren Molekulargewicht von5 parts wetting and dispersing agent (component B) 9.5 parts of polyethylene glycol having an average molecular weight of
400 g/mol und einem VOC-Gehalt von 0,5 % (Komponente C)400 g / mol and a VOC content of 0.5% (component C)
0,2 Teile Konservierungsmittel (Komponente D)0.2 parts preservative (component D)
0,5 Teile Entschäumer (Komponente E)0.5 parts defoamer (component E)
54,8 Teile Vollentsalztes Wasser (Komponente F)54.8 parts of deionized water (component F)
Die Pigmentpräparation wird wie in Beispiel 1 beschrieben hergestellt und ausgeprüft. Nach einwöchiger Lagerung bei 600C war die Pigmentpräparation flüssig, homogen und schaumfrei. Die Viskosität der Pigmentpräparation betrugThe pigment preparation is prepared and tested as described in Example 1. After one week storage at 60 0 C, the pigment preparation was liquid, homogeneous and foam-free. The viscosity of the pigment preparation was
105 mPa s.105 mPa s.
Beispiel 7Example 7
30 Teile Cl. Pigment Red 122 (Komponente A)30 parts Cl. Pigment Red 122 (component A)
6 Teile Netz- und Dispergiermittel (Komponente B) 9,5 Teile Polyethylenglykol mit einem mittleren Molekulargewicht von6 parts wetting and dispersing agent (component B) 9.5 parts of polyethylene glycol having an average molecular weight of
400 g/mol und einem VOC-Gehalt von 0,5 % (Komponente C)400 g / mol and a VOC content of 0.5% (component C)
0,2 Teile Konservierungsmittel (Komponente D)0.2 parts preservative (component D)
0,5 Teile Entschäumer (Komponente E)0.5 parts defoamer (component E)
53,8 Teile Vollentsalztes Wasser (Komponente F)53.8 parts of deionized water (component F)
Die Pigmentpräparation wird wie in Beispiel 1 beschrieben hergestellt und ausgeprüft. Nach einwöchiger Lagerung bei 600C war die Pigmentpräparation flüssig, homogen und schaumfrei. Die Viskosität der Pigmentpräparation betrug 95 mPa-s.The pigment preparation is prepared and tested as described in Example 1. After one week storage at 60 0 C was the pigment preparation liquid, homogeneous and foam-free. The viscosity of the pigment preparation was 95 mPa.s.
Beispiel 8 40 Teile Cl. Pigment Blue 15:1 (Komponente A)Example 8 40 parts Cl. Pigment Blue 15: 1 (component A)
10 Teile Netz- und Dispergiermittel (Komponente B)10 parts wetting and dispersing agent (component B)
10 Teile Polyethylenglykol mit einem mittleren Molekulargewicht von10 parts of polyethylene glycol having an average molecular weight of
400 g/mol und einem VOC-Gehalt von 0,5 % (Komponente C)400 g / mol and a VOC content of 0.5% (component C)
0,2 Teile Konservierungsmittel (Komponente D) 0,5 Teile Entschäumer (Komponente E)0.2 parts of preservative (component D) 0.5 part of defoamer (component E)
39,3 Teile Vollentsalztes Wasser (Komponente F)39.3 parts of deionized water (component F)
Die Pigmentpräparation wird wie in Beispiel 1 beschrieben hergestellt und ausgeprüft. Nach einwöchiger Lagerung bei 6O0C war die Pigmentpräparation flüssig, homogen und schaumfrei. Die Viskosität der Pigmentpräparation betrug 260 mPa-s.The pigment preparation is prepared and tested as described in Example 1. After one week of storage at 6O 0 C, the pigment preparation was liquid, homogeneous and foam-free. The viscosity of the pigment preparation was 260 mPa-s.
Beispiel 9Example 9
40 Teile Cl. Pigment Green 7 ( Komponente A)40 parts Cl. Pigment Green 7 (component A)
8 Teile Netz- und Dispergiermittel (Komponente B)8 parts wetting and dispersing agent (component B)
9,5 Teile Polyethylenglykol mit einem mittleren Molekulargewicht von9.5 parts of polyethylene glycol having an average molecular weight of
400 g/mol und einem VOC-Gehalt von 0,5 % (Komponente C)400 g / mol and a VOC content of 0.5% (component C)
0,2 Teile Konservierungsmittel (Komponente D) 0,5 Teile Entschäumer (Komponente E)0.2 parts of preservative (component D) 0.5 part of defoamer (component E)
41 ,8 Teile Vollentsalztes Wasser (Komponente F)41, 8 parts demineralized water (component F)
Die Pigmentpräparation wird wie in Beispiel 1 beschrieben hergestellt und ausgeprüft. Nach einwöchiger Lagerung bei 600C war die Pigmentpräparation flüssig, homogen und schaumfrei. Die Viskosität der Pigmentpräparation betrug 70 mPa-s. The pigment preparation is prepared and tested as described in Example 1. After one week storage at 60 0 C, the pigment preparation was liquid, homogeneous and foam-free. The viscosity of the pigment preparation was 70 mPa-s.

Claims

Patentansprüche: claims:
1. Wässrige Pigmentpräparationen, enthaltend neben einem farbgebenden anorganischen oder organischen Pigment 0,1 bis 20 Gew.-% eines Feuchthaltemittels mit einem nach DIN EN ISO 11890-2 bestimmten VOC-Gehalt von höchstens 5 Gew.-%, wobei das Feuchthaltemittel mindestens ein Polyalkylenglykol umfasst, das durch Anlagerung von 1 bis 500 mol C2- bis C4- Alkylenoxid, das einen Wassergehalt von weniger als 1 Gew.-% aufweist, an einen Startalkohol mit 1 bis 6 Kohlenstoffatomen und 1 bis 6 Hydroxylgruppen, der einen Wassergehalt von weniger als 1 Gew.-% aufweist, erhalten werden kann.1. Aqueous pigment preparations containing in addition to a coloring inorganic or organic pigment 0.1 to 20 wt .-% of a humectant with a determined according to DIN EN ISO 11890-2 VOC content of at most 5 wt .-%, wherein the humectant at least one Polyalkylene glycol obtained by addition of 1 to 500 moles of C 2 to C 4 alkylene oxide having a water content of less than 1 wt .-%, to a starting alcohol having 1 to 6 carbon atoms and 1 to 6 hydroxyl groups, which has a water content of less than 1% by weight can be obtained.
2. Wässrige Pigmentpräparationen nach Anspruch 1 , enthaltend 5 bis 15 Gew.-% des Feuchthaltemittels.2. Aqueous pigment preparations according to claim 1, containing 5 to 15 wt .-% of the humectant.
3. Wässrige Pigmentpräparationen nach Anspruch 1 und/oder 2, worin das das Feuchthaltemittel einen VOC-Gehalt unter 0,5 Gew.-% aufweist.3. Aqueous pigment preparations according to claim 1 and / or 2, wherein the humectant has a VOC content below 0.5 wt .-%.
4. Wässrige Pigmentpräparationen nach einem oder mehreren der Ansprüche 1 bis 3, worin das Polyalkylenglykol durch Anlagerung von 1 bis 500 mol C2- bis C4-Alkylenoxiden mit einem Wassergehalt von weniger als 100 ppm an einen4. Aqueous pigment preparations according to one or more of claims 1 to 3, wherein the polyalkylene glycol by addition of 1 to 500 moles of C 2 - to C 4 alkylene oxides having a water content of less than 100 ppm of a
Startalkohol mit 1 bis 6 Kohlenstoffatomen und 1 bis 6 Hydroxylgruppen, der einen Wassergehalt von weniger als 1 Gew.-% aufweist, hergestellt wurde.Starting alcohol having 1 to 6 carbon atoms and 1 to 6 hydroxyl groups, which has a water content of less than 1 wt .-%, was prepared.
5. Wässrige Pigmentpräparationen nach einem oder mehreren der Ansprüche 1 bis 4, worin der Wassergehalt der Startalkohole unterhalb 0,1 Gew.-% liegt.5. Aqueous pigment preparations according to one or more of claims 1 to 4, wherein the water content of the starting alcohols is below 0.1 wt .-%.
6. Wässrige Pigmentpräparationen nach einem oder mehreren der Ansprüche 1 bis 5, worin das Polyalkylenglykol unter Verwendung eines Alkoxylierungskatalysators hergestellt wird, welcher Alkali- und/oder Erdalkalihydroxide, insbesondere Natriumhydroxid, Kaliumhydroxid und6. Aqueous pigment preparations according to one or more of claims 1 to 5, wherein the polyalkylene glycol is prepared using an alkoxylation catalyst, which alkali and / or alkaline earth hydroxides, especially sodium hydroxide, potassium hydroxide and
Calciumhydroxid umfasst, welche nach der Umsetzung mit dem Startalkohol getrocknet werden. Calcium hydroxide which are dried after the reaction with the starting alcohol.
7. Wässrige Pigmentpräparationen nach einem oder mehreren der Ansprüche 1 bis 6, worin das Polyalkylenglykol in der Weise hergestellt wurde, dass der Alkoxylierungskatalysator zur Beendigung der Alkoxylierung mit einer Säure, ausgewählt aus Essigsäure, Propionsäure, Milchsäure, Zitronensäure, Isooktansäure, Isononansäure, Isodekansäure, Laurinsäure, Myristinsäure, Hexadekansäure, Oktadekansäure, Oktadecensäure, Borsäure, Schwefelsäure, schwefelige Säure, Phosphorsäure, phosphorige Säure, unterphosphorige Säure und Salzsäure neutralisiert wird.7. Aqueous pigment preparations according to one or more of claims 1 to 6, wherein the polyalkylene glycol was prepared in such a way that the alkoxylation catalyst for terminating the alkoxylation with an acid selected from acetic acid, propionic acid, lactic acid, citric acid, isooctanoic acid, isononanoic acid, isodecanoic acid, Lauric acid, myristic acid, hexadecanoic acid, octadecanoic acid, octadecenoic acid, boric acid, sulfuric acid, sulfurous acid, phosphoric acid, phosphorous acid, hypophosphorous acid and hydrochloric acid.
8. Wässrige Pigmentpräparationen nach einem oder mehreren der Ansprüche 1 bis 7, worin der Startalkohol aus Monoethylenglykol, Diethylenglykol, Triethylenglykol, Propylenglykol, Dipropylenglykol, Glycerin, Pentaerythritol, Methanol, Ethanol, Propanol, Butanol und Pentanol ausgewählt ist.8. Aqueous pigment preparations according to one or more of claims 1 to 7, wherein the starting alcohol of monoethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, glycerol, pentaerythritol, methanol, ethanol, propanol, butanol and pentanol is selected.
9. Wässrige Pigmentpräparationen nach einem oder mehreren der Ansprüche 1 bis 8, worin dem Feuchthaltemittel weitere hydrotrope Substanzen ausgewählt aus Formamid, Harnstoff, Tetramethylharnstoff, ε-Caprolactam, Methylcellosolve, Glycerin, N-Methylpyrrolidon, 1 ,3-Diethyl-2-imidazolidinon, Thiodiglykol, Natrium- Benzolsulfonat, Natrium-Xylolsulfonat, Natrium-Toluolsulfonat, Natrium- Cumolsulfonat, Natrium-Dodecylsulfonat, Natrium-Benzoat, Natrium-Salicylat oder Natrium-Butylmonoglykolsulfat zugesetzt sind.9. Aqueous pigment preparations according to one or more of claims 1 to 8, wherein the humectant further hydrotropic substances selected from formamide, urea, tetramethylurea, ε-caprolactam, methyl cellosolve, glycerol, N-methylpyrrolidone, 1, 3-diethyl-2-imidazolidinone, Thiodiglycol, sodium benzenesulfonate, sodium xylenesulfonate, sodium toluenesulfonate, sodium cumene sulfonate, sodium dodecylsulfonate, sodium benzoate, sodium salicylate or sodium butylmonoglycol sulfate.
10. Wässrige Pigmentpräparationen nach einem oder mehreren der Ansprüche 1 bis 9, worin das Polyalkylenglykol durch Anlagerung von 3 bis 80 und wenigstens eines C2- bis C4-Alkylenoxids an den Startalkohol hergestellt wird.10. Aqueous pigment preparations according to one or more of claims 1 to 9, wherein the polyalkylene glycol is prepared by addition of 3 to 80 and at least one C 2 - to C 4 alkylene oxide to the starting alcohol.
11. Verwendung von mindestens einem Polyalkylenglykol, das durch Anlagerung von 1 bis 500 mol C2- bis C4-Alkylenoxiden an einen Startalkohol mit 1 bis 6 Kohlenstoffatomen und 1 bis 6 Hydroxylgruppen erhalten werden kann, als Feuchthaltemittel mit einem nach DIN EN ISO 11890-2 bestimmten VOC-Gehalt von höchstens 5 Gew.-% für Präparationen anorganischer oder organischer Pigmente. 11. Use of at least one polyalkylene glycol which can be obtained by addition of 1 to 500 mol of C 2 - to C 4 -alkylene oxides to a starting alcohol having 1 to 6 carbon atoms and 1 to 6 hydroxyl groups, as a humectant with a according to DIN EN ISO 11890 -2 determined VOC content of at most 5 wt .-% for preparations of inorganic or organic pigments.
12. Lacke und Farben, insbesondere wässrige Dispersionsfarben, enthaltend 0,1 bis 20 Gew.-% einer wässrigen Pigmentpräparation nach einem oder mehreren der Ansprüche 1 bis 9, bezogen auf die Farbe. 12. paints and inks, in particular aqueous emulsion paints, containing 0.1 to 20 wt .-% of an aqueous pigment preparation according to one or more of claims 1 to 9, based on the color.
PCT/EP2007/003427 2006-05-06 2007-04-19 Low-voc humectant for aqueous pigment preparations WO2007128388A2 (en)

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