EP1648968A1 - Preparations de pigments solides et dispersions de celles-ci dans des solvants organiques, procedes pour les produire et leur utilisation - Google Patents

Preparations de pigments solides et dispersions de celles-ci dans des solvants organiques, procedes pour les produire et leur utilisation

Info

Publication number
EP1648968A1
EP1648968A1 EP04740765A EP04740765A EP1648968A1 EP 1648968 A1 EP1648968 A1 EP 1648968A1 EP 04740765 A EP04740765 A EP 04740765A EP 04740765 A EP04740765 A EP 04740765A EP 1648968 A1 EP1648968 A1 EP 1648968A1
Authority
EP
European Patent Office
Prior art keywords
pigment
pigment preparations
pigments
powders
pigmented
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Withdrawn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
EP04740765A
Other languages
German (de)
English (en)
Inventor
Susanne Piontek
Jan Berg
Michael Mauss
Christopher Hilger
Günter ETZRODT
Norbert Schneider
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.)
BASF Coatings GmbH
Original Assignee
BASF Coatings GmbH
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 BASF Coatings GmbH filed Critical BASF Coatings GmbH
Publication of EP1648968A1 publication Critical patent/EP1648968A1/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Withdrawn legal-status Critical Current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
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/03—Powdery paints
    • 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
    • C09D5/03—Powdery paints
    • C09D5/033—Powdery paints characterised by the additives
    • C09D5/035—Coloring agents, e.g. pigments
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing 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
    • C09B67/0001—Post-treatment of organic pigments or dyes
    • C09B67/0002—Grinding; Milling with solid grinding or milling assistants
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing 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
    • C09B67/006—Preparation of organic pigments
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing 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
    • C09B67/006—Preparation of organic pigments
    • C09B67/0063—Preparation of organic pigments of organic pigments with only macromolecular substances
    • 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
    • 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
    • C09D7/80—Processes for incorporating ingredients
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B82—NANOTECHNOLOGY
    • B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y40/00—Manufacture or treatment of nanostructures

Definitions

  • the present invention relates to new, solid, in particular powdered, pigment preparations.
  • the present invention relates to new dispersions of pigment preparations in organic solvents.
  • the present invention relates to a new process for the production of solid pigment preparations and their dispersions in organic solvents.
  • the present invention relates to the use of the new, solid, in particular powdery pigment preparations and their dispersions in organic solvents for the production of pigmented powders, in particular plastic granules and powder coatings, and of mixing systems.
  • Powder coatings and processes for their production are known, for example, from the company publications of BASF Coatings AG, “Powder coatings, for industrial applications”, January 2000, or “Coatings Partner, powder coating special”, 1/2000.
  • the powder coatings are thermoplastic powder coatings or curable powder coatings, i. H. meltable and curable precursors of thermoset plastics, which are applied in powder form to preferably metallic substrates. Powder coating systems are usually used for this purpose, as described in the company documents listed above. This shows the two basic advantages of powder coatings, the complete or extensive freedom from organic solvents and the easy return of the powder coating overspray to the coating process.
  • the powder coatings are applied in a thin layer to the substrate and melted, so that a forms a closed powder coating layer, after which the resulting coating is cooled.
  • curing takes place during or after the powder coating layer has melted.
  • the minimum temperature for the curing is preferably above the melting range of the powder coating, so that the melting and the curing are separate from one another. This has the advantage that, due to its comparatively low viscosity, the powder coating melt runs well before curing begins.
  • the production of powder coatings comprises a large number of process steps and is therefore comparatively complex.
  • the binders of the powder coatings must first be roughly ground.
  • the individual components of the powder coatings such as binders and functional components such as crosslinking agents, pigments or additives typical of powder coatings, are then mixed together and extruded on special extruders.
  • the extrudate is discharged and cooled, for example on a cooling belt.
  • the extrudate pieces are pre-broken, finely ground and sieved (with the oversize particles being fed back into the fine mill), after which the resulting powder coating is weighed and packaged.
  • Pigmented powder coatings appear as transparent when the pigment particles are ⁇ 15 nm.
  • these small primary pigment particles have a strong tendency to agglomerate.
  • the agglomerates can only be comminuted in special mills with great effort.
  • effect pigments based on flaky pigment particles In the case of effect pigments based on flaky pigment particles, a change in the particle size and shape can often be observed when incorporated into the powder coating materials. The colorations obtained are then less attractive in terms of color than the lacquers based on wet lacquers produced with these effect pigments and lack the brilliance and the typical silky sheen from the depths. Aluminum effect pigments turn gray, and optical effects can no longer be observed with mica effect pigments.
  • Color recipe calculation which is based on calibration stains of the pigments used, is used only to a very limited extent and is associated with a major error.
  • Such pigment preparations are offered, for example, by Ciba Specialty Chemicals under the Microlen ® brand. They contain the pigments dispersed in urea AI resins. Although the Microlen ⁇ pigment preparations can be processed dust-free and have a relatively constant color strength, they have the serious disadvantage that the urea-alkyd resins used are not original components of the powder coatings into which the pigment preparations are to be incorporated. Thus, carboxy-functional or hydroxy-functional polyester resins, epoxy resins or polyacrylate resins are usually used in powder coatings. There is therefore a risk that the urea alkyd resins used are incompatible with these resins and separate.
  • powder coating formulations are usually optimized for special properties that result from the requirements of the respective application. For example, for powder coatings that are to be used outdoors for coating facade elements, only recipe components that have a particularly high level are used Have weather resistance and light and UV stability. The requirement profiles resulting from the numerous uses for powder coatings can be so different that it cannot be guaranteed that the backing material of the Microlen ® pigment preparations can meet the respective requirements.
  • Solid pigment preparations in granular form which contain a pigment and at least one thermoplastic polymer are known from German patent applications DE 100 57 164 A 1 and DE 100 57 165 A 1. They are obtained by dispersing the pigment in a solution of the polymer and subsequent granulation with removal of the solvent manufactured. The granules can be formed, for example, by applying the pigment dispersion in a fluidized bed dryer to powder made of the thermoplastic polymer and thereby evaporating the solvent.
  • the pigment preparations are used for coloring plastic molding compounds and composite films; The two patent applications do not show whether they are also suitable for the production of powder coatings.
  • the known solid pigment preparations still have a certain »tinting strength reserve « in their own right, which is disadvantageously transferred to the powder coatings, plastic molding compounds and composite layer films produced with them.
  • the original dispersions of pigments in organic binder solutions can be used directly in the preparation and subsequent tinting of pigmented powder coatings, as is described in international patent applications WO 02/088261 A1 and WO 02/42384 A 1 is proposed.
  • this cannot solve the problems that result from an unsatisfactory Stability of pigment dispersions result, be eliminated.
  • the build-up of a »tinting strength reserve « in the resulting powder coatings cannot be avoided with certainty.
  • the original pigment dispersions in particular the less stable ones, naturally have a lower storage stability than the solid pigment preparations produced therefrom. Therefore, they can only be transported longer distances in exceptional cases and in many cases have to be produced immediately before use or constantly stirred during storage in order to avoid settling.
  • the object of the present invention is to provide new, solid pigment preparations which no longer have the disadvantages of the prior art, but which can be produced in a simple and very reproducible manner, in a particularly simple manner in terms of the material composition and the application properties profile of the pigmented powders to be produced hereby, in particular powder coatings and plastic granules, and to the application-related property profile of the pigmented products to be produced therefrom, in particular the pigmented coatings and plastic molded parts and foils, can be adapted - only a very slight or no "tinting strength reserve" have more so that the color can be worked out without any problems using a color formula calculation based on the calibration color of the pigments used, and - very easily redispersed in organic solvents can, the resulting pigment dispersions are particularly stable, provide opaque smears of particularly high gloss and particularly high color strength, are outstandingly suitable for the production and toning of pigmented powders, in particular powder coatings and plastic granules, and the provision of mixing systems,
  • the pigmented powders produced or re-tinted with the aid of the new, solid pigment preparations and the new pigment preparations redispersed in organic solvents are intended to provide pigmented products, in particular pigmented coatings and plastic moldings and films, which are particularly suitable have a high gloss, a particularly high hiding power and very good mechanical properties.
  • the new, solid pigment preparations and the new pigment preparations redispersed in organic solvents ie. H. the new pigment dispersions not only allow the production and / or the toning of powders, but also of liquid coating materials based on organic solvents.
  • Pigmented products in particular pigmented coatings and plastic molded parts and foils, are also said to produce pigmented liquid coating materials which have been produced or toned using the new, solid pigment preparations and the new pigment preparations redispersed in organic solvents, which have a particularly high gloss, a particularly high hiding power and very good mechanical properties.
  • pigment preparations In the following, the new, solid pigment preparations are referred to as "pigment preparations according to the invention".
  • the pigment preparations according to the invention could be produced in a simple and very reproducible manner, particularly in terms of the material composition and the application properties profile of the pigmented powders to be produced therewith, in particular the powder coatings and plastic granules, and the application properties profile of pigmented products to be produced from this, in particular the pigmented coatings and plastic molded parts and foils, could only be adjusted to a very small or no "tinting strength reserve", so that a color formulation based on a color formula calculation based on calibration colors of the pigments used , could be carried out without problems and - if at all - only with minor defects, and could be redispersed very easily in organic solvents, the result pigment dispersions - were particularly stable, provided opaque smears of particularly high gloss and particularly high color strength, were outstandingly suitable for the production and toning of pigmented powders, in particular powder coatings and plastic granules, and the provision of mixing systems, in particular mixing systems i. V.
  • the pigment preparations according to the invention and the new pigment preparations according to the invention redispersed in organic solvents produced or re-tinted, new pigmented powders, in particular the new pigmented powder coatings and the delivered new pigmented plastic granules, new pigmented products, especially new pigmented coatings and plastic molded parts and foils, which had a particularly high gloss, a particularly high hiding power and very good mechanical properties.
  • Pigment preparations ie the new pigment dispersions, not only the production and / or the toning of powders, but also of liquid coating materials based on organic solvents.
  • the pigmented, liquid coating materials produced or re-tinted with the help of the new, solid pigment preparations and the new pigment preparations redispersed in organic solvents also provided pigmented products, in particular pigmented coatings and plastic molded parts and films, which have a particularly high gloss, a particularly high covering power and had very good mechanical properties.
  • the pigment preparations according to the invention contain at least one pigment (A).
  • the number of pigments (A) present depends in particular on the intended use of the pigment preparations according to the invention and on the dispersibility of the pigments (A) used in each case. It is therefore advantageous to use only pigments (A) of comparable dispersibility for the preparation of a pigment preparation according to the invention.
  • the pigments (A) are used in the pigment preparations according to the invention in a higher concentration than corresponds to the later application (cf. also Römpp-Online 2002, “pigment preparations”).
  • the pigments (A) are preferably selected from the group consisting of organic and inorganic, transparent and opaque, color and / or effect, fluorescent, phosphorescent, electrically conductive and magnetically shielding pigments and transparent and opaque metal powders as well as organic and inorganic, transparent and opaque fillers and nanoparticles selected.
  • suitable pigments (A) are described, for example, in international patent application WO 02/088261 A1, page 13, line 28, to page 15, line 20, and page 15, line 30, to page 16, line 19; international patent application WO 02/42384 A 1, page 22, line 1, to page 23, line 23, and page 24, lines 1 to 22; German patent application DE 100 57 164 A1, page 2, paragraph [0011] to page 4, paragraph [0022]; or German patent application DE 100 57 165 A 1, page 2, paragraph [0012], to page 4, paragraph [0024];
  • the pigment preparations according to the invention contain at least one, in particular one, carrier material (B).
  • the carrier material (B) is selected from the group consisting of oligomers and polymers (cf. Römpp-Online 2002, “Oligomers” and “Polymers”), which have a glass transition temperature> 30 ° C, preferably between 30 and 200 ° C (cf. Römpp-Online 2002, "glass transition temperature”), and have a melting point or melting range below their decomposition temperature.
  • the oligomers and polymers (B) preferably do not decompose in a temperature range of at least 100 ° C. above their glass transition temperature.
  • the material composition and the chemical and physical properties of the carrier materials (B) depend primarily on their dispersibility for the pigments to be dispersed (A) and on their intended use, in particular on the material composition of the powders to be produced or toned with a pigment preparation according to the invention , especially the powder coatings and plastic granules, as well as the liquid coating materials.
  • the carrier material (B) is preferably selected such that it is a chemical, physical and application technology
  • Has property profile that is comparable and preferably identical to the property profile of at least one of the essential constituents present in the powders or liquid coating materials according to the invention based on organic solvents (conventional coating materials), in particular at least one binder.
  • the oligomeric and polymeric binders of thermoplastic or of thermal and / or actinic radiation-curable powder coating materials or conventional coating materials are used as carrier materials (B).
  • thermoplastic oligomers and polymers (B) are used if the pigment preparations in question according to the invention are used for the production or subsequent toning of thermoplastic powders, in particular thermoplastic powder coatings and plastic granules.
  • thermoplastic oligomers and polymers (B) are described, for example, in international patent application WO 02/088261 A 1, page 23, line 21, to page 27, line 20; or German patent application DE 100 57 164 A1, page 4, paragraph [0023], to page 5, paragraph [0039];
  • oligomers and polymers (B) are used which contain reactive functional groups for thermal curing and / or for curing with actinic radiation if the pigment preparations in question according to the invention are used to prepare or to tone powders curable thermally and / or with actinic radiation, serve especially powder coatings and plastic granules curable thermally and / or with actinic radiation, as well as conventional coating materials.
  • electromagnetic radiation such as near infrared (NIR), visible light, UV radiation, X-rays and gamma radiation, in particular UV radiation
  • corpuscular radiation such as electron radiation, beta radiation, proton radiation, neutron radiation or alpha radiation, in particular, are used under actinic radiation Electron radiation, understood.
  • Suitable oligomers and polymers (B) curable thermally and / or with actinic radiation are described in international patent application WO 02/42384 A1, page 27, line 17, to page 38, line 26, i. V. m. Page 18, line 27, to page 21, line 29, described in detail.
  • the content of the pigments (A) and the carrier materials (B) in the pigment preparations according to the invention can vary very widely and depends primarily on the dispersibility of the carrier materials (B) and the dispersibility of the pigments (A) as well as the intended use.
  • the pigment preparations according to the invention preferably contain, based on the pigment preparation, 1 to 85, preferably 1 to 80 and in particular 1 to 70% by weight of at least one pigment (A) and 15 to 99, preferably 20 to 99 and in particular 30 to 99% by weight .-% of at least one carrier material (B).
  • the pigment preparations according to the invention can also contain at least one functional component (D).
  • Component (D) is preferably selected from the group consisting of additives and dyes, in particular additives and dyes typical of powder coating.
  • the additives from the group consisting of crosslinking agents, UV absorbers, light stabilizers, radical scavengers, deaerating agents, slip additives, polymerization inhibitors are preferred,
  • Catalysts for crosslinking thermolabile free radical initiators, photoinitiators, thermally curable reactive diluents, reactive diluents curable with actinic radiation, adhesion promoters, leveling agents, film-forming aids, flame retardants, corrosion inhibitors, pouring aids, waxes and matting agents.
  • the additives and dyes are used in amounts such that the customary and known effective amounts result in the powders or conventional coating materials produced or toned with the aid of the pigment preparation according to the invention.
  • Patent application WO 02/42384 A 1, page 12, line 16, to page 18, line
  • the pigment preparations according to the invention can be prepared by using the pigment or pigments (A) or the pigment or pigments (A) and at least one constituent (D) in the melt of the carrier material or the carrier materials (B) or in a discontinuously operating dispersing unit the melt of the carrier material or the carrier materials (B) and at least one component (D) with a power input of 0.1 to 1.0, preferably 0.2 to 0.8 and in particular 0.2 to 0.6 kW / kg during dispersed a time of 0.5 to 5, preferably 0.75 to 4 and in particular 0.75 to 3 hours, after which the mixture (A / B) or (A / B / D) is discharged from the dispersing unit and cooled and solidifies.
  • Discontinuous dispersing units such as those used for the intensive mixing of highly viscous substances are suitable. Only such dispersing units can achieve the required output per kilogram of mixture (A / B) or (A /) for the dispersion of the pigments (A) and, if applicable, the constituents (D) in the melts (B) or (B / D). B / D). Double-armed kneaders are preferably used (cf. Ullmann's Encyclopedia of Industrial Chemistry, Fifth Edition on CD-ROM, 1997 WILEY-VCH, Weinheim, Germany, “Mixing of Highly Viscous Media” and Römpp-Online 2002, Georg Thieme Verlag, Stuttgart, New York, “Dispersing Devices”).
  • the solidified mixtures (A / B) or (A / B / D) are pulverized or granulated, which results in the pigment preparations according to the invention.
  • the grinding units customary and known in the field of the production of powder coatings or in the field of the production of plastic granules, in particular impact mills or classifier mills can be used (cf. Römpp-Online 2002, Georg Thieme Verlag, Stuttgart, New York, "Mahlung”).
  • the fineness to which grinding is carried out can vary very widely and depends primarily on the intended use of the pigment preparations according to the invention and in particular on how they are processed further in detail.
  • the mean particle size of the pigment preparations according to the invention is 10 ⁇ m to 1 mm. However, smaller or larger average particle sizes can also be set if the specific intended use so requires.
  • the pigment preparations according to the invention can be used for a wide variety of purposes.
  • pigmented powders in particular pigmented powder coatings and plastic granules, in which the pigments (A) are present in the concentrations according to the application.
  • the pigment preparations according to the invention can be premixed with the other constituents of the pigmented powder in the desired proportions.
  • the resulting solid mixtures can then be melted again and homogenized, for example, in an extruder.
  • the resulting homogenized mixtures can be cooled, broken, ground and optionally sifted after they have been discharged from the extruder.
  • the resulting powders according to the invention are adjusted to different average particle sizes and particle size distributions.
  • the average particle size is preferably 1 to 200 ⁇ m, preferably 2 to 150 ⁇ m, and in particular 3 to 100 ⁇ m.
  • the mean particle size means the 50% median determined by the laser diffraction method, ie 50% of the particles have a particle diameter ⁇ the median and 50% of the particles have a particle diameter> the median.
  • Narrow particle size distributions are particularly preferably set, as described, for example, in European Patent EP 0 666 779 B1.
  • powder coatings according to the invention can, however, also be dispersed in aqueous media, resulting in powder coating dispersions or powder slurries which can be processed like conventional liquid coatings (see patent applications DE 195 40 977 A1, DE 195 18 392 A1, DE 196 17 086 A1) , DE 196 13 547 A1, DE 196 18 657 A1, DE 196 52 813 A1, DE 196 17 086 A1, DE 198 14 471 A1, DE 198 41 842 A1 or DE 198 41 408 A1) ,
  • the powder lacquers and powder slurries according to the invention have no or only a very small “tinting strength reserve” and therefore provide coatings with an excellent profile in terms of application properties in a very reproducible manner.
  • the powders according to the invention are used as plastic granules, they generally have larger particle sizes than the powder coatings and powder slurries according to the invention.
  • the average particle size is preferably 200 ⁇ m to 6 mm, in particular 500 ⁇ m to 6 mm.
  • the plastic granules according to the invention likewise have no or only a very small "tinting strength reserve" and deliver therefore in a very reproducible manner, plastic molding compounds and films with an excellent application profile.
  • the pigment preparations according to the invention can also be used for the production and subsequent tinting of pigmented, conventional coating materials, where they have the same advantages as in the production and subsequent tinting of pigmented powders.
  • the pigment preparations according to the invention and the powders according to the invention can also be used in organic solvents
  • (C) dispersed and used in this form.
  • suitable solvents (C) are from D. Stoye and W. Freitag (Editors), "Paints, Coatings and Solvents", Second, Completely Revised Edition, Wiley-VCH, Weinheim, New York, 1998, “14.9. Solvent Groups «, pages 327 to 373.
  • Organic solvents (C) are preferably used which do not have any interfering interactions with the constituents of the pigment preparations according to the invention, in particular do not damage the pigments (A), and have high dissolving power for the carrier materials (B) and, if appropriate, for the further constituents
  • the dispersion of the pigment preparations according to the invention in organic solvents (C) has no special features in terms of method , but can be carried out using the usual and known dispersing devices (cf. Römpp-Online 2002, Georg Thieme Verlag, Stuttgart, New York, “dispersing devices”).
  • the resulting dispersions according to the invention preferably have a solids content of 20 to 80, preferably 20 to 75 and in particular 25 to 70% by weight. They preferably contain, based in each case on the solids of the dispersion, 1 to 85, preferably 1 to 80 and in particular 1 to 70% by weight of at least one pigment (A) and 15 to 99, preferably 20 to 99 and in particular 30 to 99% by weight .-% of at least one carrier material (B).
  • the dispersions according to the invention are outstandingly suitable for the production of pigmented powders and conventional coating materials and of mixing systems.
  • the mixing systems are also outstandingly suitable for the production and / or the subsequent tinting of pigmented powders, in particular powder coatings and plastic granules, as well as conventional coating materials.
  • the dispersions according to the invention are applied to the surface of dimensionally stable particles with partial, substantially complete or complete evaporation of the solvent or solvents (C).
  • the solvents (D) are used at temperatures below the glass transition temperature Tg or the minimum film-forming temperature of the binders (cf.Römpp Lexikon Lacke und Druckmaschine, Georg Thieme Verlag, Stuttgart, New York, 1998, page 391, »Minimum film-forming temperature ( MFT) «) of the dimensionally stable particles evaporates.
  • the average particle size and the grain size distribution of the dimensionally stable particles do not change or only change slightly by the application of the dispersions according to the invention, unless such a change is intended. This can be the case, for example, if one starts from dimensionally stable particles of a comparatively small average particle size and wants to build up a powder according to the invention of a larger average particle size. This also results in new possibilities for controlling and optimizing the production and composition of the powders according to the invention.
  • dimensionally stable means that the particles agglomerate only slightly, if at all, and / or disintegrate into smaller particles under the usual and known conditions of storage and application of powders, but also essentially under the influence of shear forces keep their original shape.
  • the grain size distribution of the dimensionally stable particles can vary comparatively broadly and depends on the particular one Intended use of the powders according to the invention.
  • the average particle sizes and particle size distributions described above are preferably used.
  • the powders according to the invention are largely free of organic solvents, so that they can be poured and applied. They preferably have a residual volatile solvent content of ⁇ 15% by weight, more preferably ⁇ 10% by weight and particularly preferably ⁇ 5% by weight.
  • composition of the dimensionally stable particles can vary extremely widely. It depends primarily on whether the powders to be produced according to the invention are thermally self-crosslinking, thermally externally crosslinking, curable with actinic radiation or dual-cure curable.
  • the dimensionally stable particles are used for the production of thermally self-crosslinking powders, they contain at least one thermally self-crosslinking binder or consist of them.
  • suitable binders of this type are the thermally self-crosslinking oligomers and polymers (B) described above.
  • the dimensionally stable particles are used for the production of thermally crosslinking powders, they contain at least one thermally crosslinking binder or consist of them.
  • suitable binders of this type are the above-described thermally crosslinking oligomers and polymers (B).
  • the particles preferably also contain at least one of the functional components (D) described above, in particular at least one crosslinking agent.
  • the dimensionally stable particles are used for the production of powder curable with actinic radiation, they contain at least one binder curable with actinic radiation or consist of them.
  • suitable binders of this type are the oligomers and polymers (B) curable with actinic radiation described above.
  • the particles preferably also contain at least one of the functional components (D) described above, in particular at least one of the photoinitiators described above.
  • the dimensionally stable particles are used in the production of powders curable thermally and with actinic radiation, they contain at least one dual-cure binder or at least one thermally curable binder and at least one binder curable with actinic radiation, or they consist thereof.
  • suitable binders of this type are the dual-cure oligomers and polymers (B) described above or the thermally curable oligomers and polymers (B) and the oligomers and polymers (B) curable with actinic radiation.
  • the dimensionally stable particles preferably also contain at least one of the functional components (D) described above, in particular at least one of the photoinitiators described above and / or at least one crosslinking agent.
  • the production of the dimensionally stable particles has no special features in terms of method, but instead takes place with the aid of the methods and devices for producing powder coatings from the binders, in particular the binders (B), and, if appropriate, the functional constituents described in the aforementioned prior art
  • the dimensionally stable particles can be the preliminary stages of powder coatings or plastic granules, which are to be completed with at least one pigment (A) and, if appropriate, at least one functional component (D). So z. B. the clear transparent precursor of a color and / or effect powder coating can be coated with a dispersion according to the invention which contains at least one pigment (A).
  • they can also be finished, pigmented powders, in particular finished, pigmented powder coatings or finished, pigmented plastic granules, the color shades and / or optical effects and, if appropriate, other functional properties of which must be adjusted subsequently. Subsequent adjustment may be necessary, for example, if the finished, pigmented powder coating or the finished, pigmented plastic granulate is an incorrect batch. However, it can also be used to adapt finished, pigmented powder coatings and plastic granules, which correspond to older specifications, to new specifications without the need for a new production.
  • the quantitative ratio of dispersion according to the invention to dimensionally stable particles can vary very widely from case to case. In any case, the ratio is always adjusted in such a way that all components are present in the amounts required to set the desired profile of properties of the powders according to the invention.
  • a “universal” powder so to speak, can be the starting point of the process, the universal powder being coated with a wide variety of dispersions according to the invention, depending on the intended use of the powder according to the invention to be produced therefrom.
  • the dispersions according to the invention can be applied to the dimensionally stable particles using customary and known methods and devices which serve to coat solid particles.
  • the dispersions according to the invention it is advantageous to apply the dispersions according to the invention by spraying.
  • the dispersions are preferably sprayed into a fluidized bed containing the dimensionally stable particles.
  • Fluid bed dryers in particular spray fluid bed dryers, spray fluid bed coaters or spray fluid bed granulators, are preferably used.
  • Spray granulators with a particularly turbulent, homogeneous mixing are particularly preferred.
  • the fluidized bed dryers preferably contain conventional and known atomizing units, such as those from AH Lefebvre in "Atomization and Sprays" (1989 hpc, ISBN 0-89116-603-3). Pressure and two-fluid nozzles are preferred. Two-flow or multi-flow two-substance nozzles, such as those offered by Schlick, Lechler, Spraying Systems, Delavan or Gericke, are particularly preferred.
  • the dimensionally stable particles are fed continuously or discontinuously to the fluidized bed, in which they are coated with at least one dispersion according to the invention. If different dispersions according to the invention are used, they are preferably sprayed in at different points. If only one dispersion according to the invention is used, it can also be sprayed in at various points in order to optimize its distribution in the fluidized bed. In the case of continuous operation, care must be taken to ensure a narrow dwell time distribution.
  • the coated dimensionally stable particles i.e. the powders according to the invention discharged.
  • the coated dimensionally stable particles can be returned to the fluidized bed (circular mode), in which they are coated with the same dispersions according to the invention and / or other dispersions, in particular dispersions according to the invention. For this purpose, they can also be fed to at least one further fluidized bed dryer.
  • the powders according to the invention no longer have to be ground and / or classified in order to set the desired particle size distribution or particle size distribution.
  • the process can be controlled in such a way that thermally sensitive, catalytically active and / or highly reactive functional constituents (D) can also be incorporated into the powders according to the invention, in which there is a risk under the conditions of the customary and known processes for producing powders that they decompose or that they cause undesirable premature crosslinking reactions.
  • functional constituents (D) are catalysts for the crosslinking, crosslinking agents such as polyisocyanates or thermolabile free radical initiators.
  • the mixing system is used to produce powders, in particular powder coatings and plastic granules, and / or to subsequently adjust the material composition and / or the application properties profile of powders, in particular powder coatings and plastic granules. In particular, it serves for the subsequent adjustment of the color tone and / or the optical effect of coloring and / or effect-giving powders of different colors and / or intensity of the optical effects.
  • the mixing system comprises at least two setting modules (I) and at least one solid module (II). Preferably 3 to 50 adjustment modules (I) are used.
  • a setting module (I) each comprises a dispersion containing the components (A), (B) and (C) described above and, if appropriate, (D).
  • a wide variety of colors and / or optical effects can be set with the pigments (A), with the functional constituents (D) optionally also having a wide variety of application properties, such as, for example, the speed of curing with actinic radiation or thermal curing, the corrosion protection effect and / or the weather resistance can be adjusted.
  • the adjustment modules (I) accordingly contain different coloring and / or effect pigments (A), so that a number of basic color modules (I) result, from which a color mixing system can be built, with the help of a few basic colors a practically unlimited number of different shades and / or optical effects for the coatings produced from the powder coatings according to the invention or for the molded parts and films produced from the plastic granules according to the invention.
  • the material compositions of the powders according to the invention of different chromaticity and / or intensity of the optical effects are preferably determined with the aid of a color mixing formula system which is based on the basic color modules (I).
  • the mixing system further comprises at least one solid module (II) which contains at least one type, in particular one type, of the dimensionally stable particles described above.
  • This can be, for example, a universal powder. Which type of particles is selected depends on the intended use of the powders according to the invention produced therefrom.
  • the mixing system comprises at least one mixing unit for mixing the content of at least one setting module (I) and the content of at least one solid module (II) under defined proportions and temperatures.
  • the mixing unit is preferably a fluidized bed dryer. Examples of suitable fluidized bed dryers are those described above.
  • the mixing system offers the manufacturer of powder coatings and plastic granulates the significant advantage that they no longer have to produce a finished powder coating or plastic granulate in larger quantities for special purposes, but that they can, depending on the needs of the user, small amounts of a powder coating or one Can produce or adjust plastic granules that are precisely adapted to the respective purpose. All of this makes the production of small quantities of plastic granules or powder coatings with the help of the mixing system also economically very attractive.
  • the dispersions according to the invention and the mixing system according to the invention based thereon can also be used very well for the production and toning of conventional coating materials, the resulting advantages for the conventional coating materials according to the invention correspondingly having the same advantages as described above for the powders according to the invention.
  • powders according to the invention in particular the powder coatings according to the invention, and the conventional coating materials according to the invention can be used extremely widely because of their outstandingly reproducible, advantageous properties
  • the powder coatings and conventional coating materials of the invention can be used extremely widely because of their outstandingly reproducible, advantageous properties
  • the powder coatings and conventional coating materials of the invention can be used extremely widely because of their outstandingly reproducible, advantageous properties
  • Initial painting of vehicle bodywork including aircraft, rail vehicles, watercraft, muscle-powered vehicles and motor vehicles, inside and outside, as well as parts thereof, the painting of structures inside and outside, the painting of doors, windows, furniture and hollow glass bodies, - the coating of pipes (pipelines), industrial painting, including coil coating, container coating as well as the impregnation and / or coating of mechanical, optical and electrotechnical components; painting white goods, including household appliances, boilers and radiators; as well as the painting of flanges, fittings, wall wardrobes, bed frames, insulation boxes, fence posts, garden furniture, guardrails, street signs, shopping baskets, inserts for dishwashers, brake cylinders, laboratory equipment and chemical plants,
  • the paints, coatings, moldings and foils according to the invention also have excellent performance properties.
  • Example 1 was repeated, except that instead of 200 g of titanium dioxide in Example 2, 100 g of Hostaperm® Yellow H4G and in Example 3, 100 g of Irgalith® Blue PDS 6 (Ciba) were used as pigments (A). The resulting dispersions were stable on storage and gave high-gloss smears (see Table 1).
  • Comparative test V 1 was repeated, except that in comparison test V 2 instead of 133 g titanium dioxide and 67 g Uralac® 3495 100 g Hostaperm® yellow H4G and 100 g Uralac® 3495 and in comparison test V 3 100 g Irgalith® blue PDS 6 (Ciba ) and 100 g Uralac ® 3495 were used.
  • the grinding time in the comparative experiments V 2 and V 3 was 2.5 hours. The results of the gloss measurements on the smears can also be found in Table 1.
  • Table 1 summarizes the gloss measurements according to DIN 67530 (60 °) on swabs of a dry layer thickness of 40 ⁇ m of examples 1 to 3 and the comparative tests V 1 to V 3.
  • Example 1 and comparative test V 1, example 2 and comparative test V 2 and example 3 and comparative test V 3 can be compared directly with one another. The comparison shows that the smears of the dispersions 1 to 3 of Examples 1 to 3 were superior to the smears of the dispersions V 1 to V 3 of the comparative tests V 1 to V 3.
  • Table 1 Gloss measurements according to DIN 67530 (60 °) on swabs of a dry layer thickness of 40 ⁇ m of the dispersions of Examples 1 to 3 and the comparative tests V 1 to V 3 Example or comparison test gloss
  • Example 4 25 g of the powdered pigment preparation 2 from Example 2 and 75 g of the powdered pigment preparation 1 to Example 1 were dispersed in 150 g of acetone using a dissolver.
  • Example 5 10 g of the powdered pigment preparation 3 of Example 3 and 90 g of the powdered pigment preparation 1 of Example 1 were dispersed in 150 g of acetone using a dissolver.
  • the dispersions V 1 and V 2 of the comparison tests V 1 and V 2 were mixed together in a ratio of 3: 1.
  • the dispersions V 1 and V 3 of the comparative tests V 1 and V 3 were mixed in a ratio of 9: 1.
  • Covering smears of a dry layer thickness of 40 ⁇ m were produced from the dispersions 4, 5, V 4 and V 5.
  • the (relative) color strength equivalents (FAE) of the dispersed pigments (cf. Römpp-Online 2002, Georg Thieme Verlag, Stuttgart, New York, "color strength", and DIN ISO 787, part 24) were determined using the smears.
  • Example 4 could be compared with comparative test V 4 and example 5 with comparative test V 5.
  • Example 2 was repeated for Example 6, except that 100 g of Heliogengreen L 8630 from BASF Aktiengesellschaft were used instead of 100 g of Hostaperm® Yellow H4G.
  • the powdered pigment preparation 6 resulted.
  • Comparative experiment V 6 Comparative experiment V 2 was repeated for comparative experiment V 6, except that 100 g of Hostaperm® yellow H4G were used instead of 100 g Heliogenic green L 8630 were used. The grinding time to constant gloss was three hours. The precursor of dispersion V 6 resulted.
  • the precursor was mixed together with the dispersion V 1 of the comparative test V 1 in a ratio of 1: 9. This resulted in dispersion V 6.
  • a part of freshly prepared dispersion V 6 was immediately used to produce a covering smear with a dry layer thickness of 40 ⁇ m. This smear was the reference against which to compare. Smears (dry film thickness of 40 ⁇ m) were also made after standing times of one hour, two hours and 20 hours. The colorimetric properties DE * of the smears were then determined in comparison with the reference according to DIN 6174. The results can also be found in Table 3.
  • the dispersions 7 and V 7 were sprayed separately from one another in laboratory fluid bed systems in each case over an hour each time to 2,200 g of a non-pigmented, commercially available polyester-based powder coating.
  • the product temperatures within the fluidized beds were a maximum of 35 ° C.
  • the resulting powder coatings 7 and V 7 were still dried for 30 minutes at 35 ° C and then discharged.
  • the powder coatings 7 and V 7 were applied separately from one another in powder coating systems to steel sheets with a layer thickness of 180 g / m 2 in each case.
  • the resulting powder coating layers were cured at 180 ° C for ten minutes. This resulted in the coatings 7 and V 7, the surfaces, hiding power and mechanical properties of which were measured. The results can be found in Table 4.
  • Example gloss a) impact test b) Erichsen c deepening

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Paints Or Removers (AREA)
  • Pigments, Carbon Blacks, Or Wood Stains (AREA)
  • Processes Of Treating Macromolecular Substances (AREA)
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Abstract

La présente invention concerne des préparations de pigments solides comprenant (A) au moins un pigment dans une concentration supérieure à celle correspondant à une utilisation ultérieure et (B) au moins une matière de support choisie dans le groupe formé par des oligomères et des polymères qui présentent une température de transition vitreuse > 30 DEG C et un point de fusion ou un domaine de fusion inférieur à sa température de décomposition. Le procédé pour produire ces préparations de pigments solides consiste à disperser dans une unité de dispersion à fonctionnement discontinu le(s) pigment(s) (A) ou le(s) pigment(s) (B) et au moins un composant (D) dans la masse fondue formée par la/les matière(s) de support (B) ou dans la masse fondue formée par la/les matière(s) de support (B) et au moins un composant (D), avec un apport de puissance allant de 0,1 à 1,0 kW/kg, pendant une durée allant de 0,5 à 5 heures, puis à retirer le mélange (A/B) ou (A/B/D) de l'unité de dispersion et à le laisser refroidir et durcir. La présente invention concerne également des procédés pour produire ces préparations de pigments solides, ainsi que leur utilisation.
EP04740765A 2003-07-28 2004-07-08 Preparations de pigments solides et dispersions de celles-ci dans des solvants organiques, procedes pour les produire et leur utilisation Withdrawn EP1648968A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10334308A DE10334308A1 (de) 2003-07-28 2003-07-28 Feste Pigmentpräparationen und ihre Dispersionen in organischen Lösemitteln, Verfahren zu ihrer Herstellung und ihre Verwendung
PCT/EP2004/007454 WO2005014729A1 (fr) 2003-07-28 2004-07-08 Preparations de pigments solides et dispersions de celles-ci dans des solvants organiques, procedes pour les produire et leur utilisation

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JP2006104250A (ja) * 2004-10-01 2006-04-20 Rejino Color Kogyo Kk 塗料組成物
EP1943316A2 (fr) * 2005-11-03 2008-07-16 E.I.Du pont de nemours and company Revêtement en poudre faiblement émissif
US20100129524A1 (en) * 2006-01-20 2010-05-27 Steven Sternberger Methods of dispensing powder coating compositions and articles coated therewith
US20080138607A1 (en) * 2006-12-07 2008-06-12 Basf Corporation Method of forming an article including a cured film formed from a coil coating composition
EP2113537A1 (fr) * 2008-04-28 2009-11-04 Dupont Powder Coatings France S.A.S. Composition de revêtement par pulvérisation
CA2743028A1 (fr) * 2008-12-18 2010-07-15 E. I. Dupont De Nemours And Company Composition de revetement en poudre avec un nouveau pigment
US8034853B2 (en) * 2009-04-28 2011-10-11 E.I. Du Pont De Nemours And Company Powder coating composition
TW201111447A (en) * 2009-07-14 2011-04-01 Sumitomo Chemical Co Production method of pigment dispersion solution
EP2316893A1 (fr) * 2009-10-28 2011-05-04 Dupont Powder Coatings France S.A.S. Procédé de fabrication de compositions de revêtement en poudre
RU2565191C2 (ru) * 2011-01-14 2015-10-20 Колор Матрикс Груп Инк. Поточный краскосмеситель
EP3277415A1 (fr) * 2015-04-01 2018-02-07 Valspar Sourcing, Inc. Dispersion de pigment
BR112019003514B1 (pt) 2016-08-22 2023-03-14 Sun Chemical Corporation Preparação de pelota de pigmento, composição de revestimento em pó, método para a formação de um revestimento em pó, método para a formação de uma composição de revestimento em pó e método para a formação de uma preparação de pelota de pigmento
NL2032127B1 (en) 2022-06-10 2023-12-18 Trespa Int Bv A method for manufacturing a monomer dispersion pigment concentrate.

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WO2000026290A1 (fr) * 1998-10-29 2000-05-11 Ciba Specialty Chemicals Holding Inc. Microbilles consistant en une matiere polymere pigmentee et leur procede de preparation
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KR20060061341A (ko) 2006-06-07
US20070107633A1 (en) 2007-05-17
WO2005014729A1 (fr) 2005-02-17
JP2007500256A (ja) 2007-01-11
CN1820057A (zh) 2006-08-16

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