WO2016023613A1 - Particules revêtues de tensioactifs fluorés et leur utilisation - Google Patents

Particules revêtues de tensioactifs fluorés et leur utilisation Download PDF

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Publication number
WO2016023613A1
WO2016023613A1 PCT/EP2015/001517 EP2015001517W WO2016023613A1 WO 2016023613 A1 WO2016023613 A1 WO 2016023613A1 EP 2015001517 W EP2015001517 W EP 2015001517W WO 2016023613 A1 WO2016023613 A1 WO 2016023613A1
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Prior art keywords
particles
formula
independently
compounds
particles according
Prior art date
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PCT/EP2015/001517
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German (de)
English (en)
Inventor
Jens Kersten
Alfred Hennemann
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Merck Patent Gmbh
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Application filed by Merck Patent Gmbh filed Critical Merck Patent Gmbh
Priority to EP15745398.6A priority Critical patent/EP3180400A1/fr
Publication of WO2016023613A1 publication Critical patent/WO2016023613A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT 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
    • C09C3/00—Treatment in general of inorganic materials, other than fibrous fillers, to enhance their pigmenting or filling properties
    • C09C3/08—Treatment with low-molecular-weight non-polymer organic compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT 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
    • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/28—Compounds of silicon
    • C09C1/30—Silicic acid
    • C09C1/3063—Treatment with low-molecular organic compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT 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
    • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/40—Compounds of aluminium
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT 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
    • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/40—Compounds of aluminium
    • C09C1/407—Aluminium oxides or hydroxides

Definitions

  • the present invention relates to coated particles, more particularly to fluorosurfactants coated inorganic particles, a process for their preparation and their use.
  • Inorganic particulate materials are often used as additives or fillers in coating compositions and bulk materials and serve there to improve a variety of properties, such as the increase in mechanical strength, the improvement of scratch and abrasion resistance, the improvement of color properties, the reduction of manufacturing costs or the
  • coating compositions of various kinds it is also known to use surface-active substances to influence, for example, the surface tensions of substrates and coating compositions such that the coating process and the subsequent solidification of the layer can proceed without flow disturbances, so that the coatings produced no surface damage such Crater, fish eyes, pinholes and the like and the coatings produced neither shrink nor dissolve from the ground.
  • surfactants may have nonionic, anionic, cationic or amphoteric functional groups.
  • Preferably used as surface-active substances are organically modified polysiloxanes, acrylates, fluorosurfactants or special esters which either reduce the surface tension or float in a controlled manner on the respective film surface.
  • Fluorosurfactants are generally more effective than the organically modified polysiloxanes commonly used. However, this only applies if the fluorosurfactants contain fluorinated hydrocarbon chains with a sufficiently high number of fluorine atoms for a sufficiently long time.
  • Powder coatings have the great advantage over other coating compositions that they can do without the use of organic or aqueous solvents.
  • powder coatings have therefore become increasingly important in recent decades, for example for the coating of metal surfaces in general, for household appliances, facade coatings, automotive coatings or furniture coatings.
  • Powder coatings are applied to the respective substrates in an electrostatic application process.
  • an electrically charged powder cloud is produced from the powdered powder coating from the same powder charged powder particles, which is transported by means of a powder spray gun to the, usually grounded, material surface and is reflected there.
  • the charging of the powder particles can be effected both by an applied high voltage (corona charging or ionization) and by friction on the inner surface of the spray gun (triboelectric
  • powder coating layers adhere electrostatically to the Material surface and form a powder coating layer, which is subsequently cured by baking or UV curing.
  • the layer formation is initially linear, but then breaks off at a certain layer thickness due to charge effects. It also leads to the so-called sudsprüh binen that manifest themselves among other things in surface damage of the powder coating layer. For this reason, powder coating layers can only be produced up to a maximum thickness of 150 ⁇ m. Technologically, this maximum layer thickness is generally well below due to the feared paint damage. Therefore, powder coating layers can only be produced in good quality up to a thickness of approximately 120 ⁇ m.
  • Powder coatings consist of binders, additives, colorants and fillers.
  • additives for example leveling agents, degassing agents, waxes and / or structurants are used.
  • leveling agent polyacrylates are often used, which are produced for a reduced surface tension and thus for a good surface quality Powder coating surfaces provide.
  • fluorosurfactants has also been described, which are usually used when platelet-shaped effect pigments which are difficult to incorporate into the powder coating are to be contained therein.
  • the object of the present invention is to provide an agent which can be used as an additive in conventional paints, lacquers, printing inks, etc., in particular in powder coatings, and is preferably suitable for use in powder coatings for the formation of particularly thin or particularly thick powder coating layers without any risk of permanent damage to humans and the environment caused by toxic or bioaccumulative decomposition products in the manufacture, use or recycling of the product or products produced therefrom.
  • Another object of the present invention is to provide a process for producing such an agent.
  • An additional object of the present invention is to disclose the use of such an agent as well as products that can be advantageously prepared using the agent.
  • particles consisting of a core with a surface coating, wherein the surface coating comprises at least one compound of the formula (I):
  • X is a hydrophilic group
  • R 1 and R 2 independently of one another are hydrogen or -Chb-COY 3 - L 3 - (A 3 ) n 3 ,
  • Y 1 , Y 2 and Y 3 independently of one another are O, S or N,
  • L 1 , L 2 and L 3 are independently linear or branched alkylene, wherein one or more nonadjacent C atoms may be replaced by O, S, and / or N,
  • Z ' is O, S or N and is bonded to a C atom of U or is a single bond
  • R 3 and R 4 are independently hydrogen or an alkyl group
  • Rf is a fluorine-containing radical
  • n1, n2 and n3 are independently 1-6,
  • the object of the invention is likewise achieved by a process for the preparation of the abovementioned particles, in which a particulate core material kept in motion is intensively mixed with at least one compound of the formula (I) and the mixture, optionally under protective gas, is dried.
  • the object of the present invention is also achieved by the use of the previously described particles as an additive in paints, lacquers, printing inks, protective coatings, paper coatings, synthetic resins, sealants, bulk solids, toners, floor polishes or adhesives and by paints, varnishes, printing inks, protective coatings , Paper coatings, synthetic resins, sealants, bulk materials, toners, floor polishes or adhesives containing the previously described
  • the core of the particles according to the invention preferably consists of an inorganic material and is in particular homogeneous therefrom
  • compositions are used in paints, lacquers, protective coatings, toners and the like in a variety of embodiments, for example as inorganic color pigments, as fillers, extenders or as fluidization aids. They are usually in granular, irregular particle shape, rarely spherical or platelet-shaped. Depending on the application, they are available in different particle sizes. In principle, all of the particulate materials listed here are suitable for forming the core of the particles according to the invention.
  • cores which consist of a metal oxide or metal oxide mixture are particularly suitable and preferred.
  • cores which consist of a metal oxide or metal oxide mixture are particularly suitable and preferred.
  • particles of titanium dioxide, various iron oxides, chromium oxide or cobalt oxides can be used.
  • Alumina (Al2O3), silicon dioxide (S1O2) or mixtures thereof consist.
  • the cores of the particles according to the invention can consist both of individual particles and of agglomerates of individual particles.
  • the individual particles preferably have primary particle sizes of less than 1 ⁇ m, in particular less than 500 nm.
  • Cores of alumina, silica or mixtures thereof are preferably used, in which the primary particles have a primary particle size of less than 1 pm, in particular of less than 500 nm, more preferably of less than 300 nm and most preferably of 5 to 200 nm.
  • the core material is present as a starting material for the preparation of the particles according to the invention in powder form and has large specific surface areas (BET) in the range from 50 to 600 m 2 / g.
  • Such materials are commercially available, preferably as fumed silica (fumed silica) and as fumed alumina. They are offered by different manufacturers in different qualities, for example, under the names
  • the fumed silica and the fumed alumina are used either as individual substances or else as a mixture in order to form the cores of the particles according to the invention.
  • a coating comprising at least one compound of the formula (I) is present on the core particles.
  • These compounds of the formula (I) are fluorosurfactants.
  • X is a hydrophilic group
  • R 1 and R 2 independently of one another hydrogen or -CH 2 -COY 3 - L 3 - (A 3) n3 are
  • Y 1 , Y 2 and Y 3 independently of one another are O, S or N,
  • L 1 , L 2 and L 3 are independently linear or branched alkylene, wherein one or more nonadjacent C atoms may be replaced by O, S, and / or N,
  • Z ' is O, S or N and is bonded to a C atom of U or is a single bond
  • R 3 and R 4 are independently hydrogen or an alkyl group
  • Rf is a fluorine-containing radical
  • n1, n2 and n3 are independently 1-6,
  • Preferred compounds of formula (I) are those in which two or three Rf groups are included. However, compounds with at least four Rf groups are also possible, preferably with four, six or nine Rf groups.
  • fluorinated groups Rf it is preferred to use branched or unbranched fluorine-containing alkyl radicals, in particular perfluorinated alkyl radicals. Particularly preferred are fluorine-containing alkyl radicals having 1 to 10, preferably 1 to 6, in particular 1 to 4 C-atoms. Particular preference is given to using perfluorinated R groups having 1 to 6, in particular 1 to 4, C atoms.
  • R, Rf 2 and Rf 3 have the same meaning.
  • R 1 and R 2 are not simultaneously -CH 2 -COY 3 -L 3 - (A 3 ) n 3 .
  • Preferred compounds of the formula (I) are also those in which Y 1 , Y 2 and Y 3 are preferably O or N, in particular O.
  • Y 1 and Y 2 or Y, Y 2 and Y 3 have the same meaning.
  • the groups Rf are bonded to a group L 1 , L 2 or L 3 via a group -Z '(CR 3 R 4 ) mi.
  • Z 'here is preferably O or N, in particular O. Preference is given to compounds in which all Z' are identical.
  • Preferred compounds of the formula (I) are those in which n1, n2 and n3 are preferably, independently of one another, 0-4, in particular 1 or 2. Preferred compounds of the formula (I) are also those in which m1, m2 and m3 are preferably, independently of one another, 0-4, in particular 1-4.
  • Preferred compounds of the formula (I) are also those in which R 3 and R 4 independently of one another are hydrogen or an alkyl group having 1 to 6 C atoms, in particular 1-4 C-atoms.
  • R 3 and R 4 independently of one another preferably represent hydrogen or an unbranched C 1 -C 3 -alkyl group.
  • m1, m2 and m3 are preferably independently of one another 1-3.
  • Compounds in which all Z ⁇ R 3 R 4 and m each has the same meaning are preferred.
  • L 1 , L 2 and L 3 may preferably be independently of one another linear or branched alkylene having 1 to 10 carbon atoms.
  • L 1 , L 2 and L 3 are independently linear or branched alkylene having 3 to 8 carbon atoms.
  • One or more nonadjacent C atoms of the groups L 1 , L 2 and L 3 may preferably be replaced by O or N, preferably by O.
  • L 1 and L 2 are identical. If L 3 is also present, preferably L 1 and L 2 or L 1 and L 3 or L 2 and L 3 may be the same. In a particularly preferred variant of the invention, all groups L 1 , L 2 and L 3 are the same.
  • R 7 is an alkyl group having 1 to 6 C atoms, in particular 1-4 C atoms
  • the groups R 5 and R 6 and R 8 hydrogen
  • the group R preferably represents linear or branched alkylene having 1 to 12 carbon atoms, in particular having 1 to 4 carbon atoms.
  • one or more non-adjacent C atoms may be replaced by O or S, preferably O.
  • r may preferably be 0.
  • B is a single bond, O, S, C (O) -O or O-C (O), in particular one
  • Particularly advantageous compounds of the formula (I) are those in which all the variables mentioned have the preferred, in particular the particularly preferred, meanings.
  • X is a hydrophilic group, preferably an anionic, cationic, nonionic or amphoteric group.
  • a preferred anionic group X can be selected from -COO ⁇ , -S0 3 -, -OS03-, -P03 2 -, -OPO3 2 -, - (OCH 2 CH 2) s-0- (CH2) t-COO- .
  • s stands for an integer in the range from 1 to 1000
  • t stands for an integer selected from 1, 2, 3 or 4
  • w stands for an integer selected from 1, 2 or 3.
  • the preferred anionic groups include in particular -COO-, -SO3-, -OSO3-, -PO3 2 -, -OPO3 2 -, the partial formula A, and
  • the most preferred anionic groups include -SO 3 " , -OSO 3 " , -PO 3 2 " , or OPO 3 2" .
  • a sulfonate group include -SO 3 " , -OSO 3 " , -PO 3 2 " , or OPO 3 2" .
  • a sulfonate group includes -SO 3 " , -OSO 3 " , -PO 3 2 " , or OPO 3 2" .
  • a sulfonate group include -SO 3 " , -OSO 3 " , -PO 3 2 " , or OPO 3 2" .
  • a preferred cationic group X may be selected from -NR 1 R 2 R 3 + Z, -PR 1 R 2 R 3 + Z " , where R is H or C 1-4 -alkyl in any position,
  • R, R 2 and R 3 are each independently H, Ci-30-alkyl, Ar or -CH 2 Ar and
  • Ar is an unsubstituted or mono- or polysubstituted aromatic ring or fused ring systems having 6 to 18 carbon atoms, in which also one or two CH groups may be replaced by N.
  • the preferred cationic groups include in particular -NR R 2 R 3 + Z and each of these groups may be preferred per se.
  • u is an integer from the range of 1 to 6, preferably 1 to 4 o is an integer from the range of 1 to 10,
  • p 1 or 2
  • R 1 , R 2 and R 3 are each independently of one another Ci-30-alkyl, Ar or -CH 2 Ar, preferably Ci-20-alkyl,
  • R is H or methyl
  • Particularly preferred as nonionic group X is the group
  • a preferred amphoteric group may be selected from the functional groups of the acetyldiamines, the N-alkylamino acids, the betaines, or corresponding derivatives, in particular selected from:
  • Alkyl radical preferably methyl or ethyl
  • Particularly preferred compounds used according to the invention are those which contain as hydrophilic group X one of the preferred anionic groups X, the preferred nonionic groups or the preferred zwitterionic groups.
  • Preferred counterions here are Na + , K + and NhV, especially Na + .
  • X is an anionic group, especially -SO 3 ⁇
  • X is an anionic group, especially -SO 3 ⁇
  • one or more of the variables R f ', ⁇ ', ⁇ ', U, R 1 to R 8 , ci, c'i, di, ni, mi, R, r and B have the preferred meanings described, in particular those compounds in which the variables mentioned have the particularly preferred meanings.
  • Preferred compounds here are in particular those compounds in which all variables are the preferred meanings, in particular the particularly preferred meanings have.
  • the compounds of the formula (I) can be present as mixtures in which the individual compounds
  • R and R 2 are hydrogen and A and A 2 is a -Z i (CR 3 R 4 ) miRf i group. These compounds are represented by formula (II).
  • R 1 is H
  • R 2 is -CH 2 -COY 3 -L 3 - (A 3 ) n 3 and A 1 , A 2 and A 3 are each one
  • R is -CH 2 -COY 3 -L 3 - (A 3 ) n 3
  • R 2 is hydrogen and A 1 , A 2 and A 3 is a -Z i ( CR 3 R 4 ) miRf i group.
  • formula (IV) Particular preference is given to compounds of the formula (IV) where Y 1 , Y 2 , Y 3 , Z 1 , Z 2 and Z 3 are O.
  • Particularly preferred compounds used according to the invention are compounds of the formulas (II), (III) and (IV) in which X is an anionic group. Particular preference is given to compounds of the formulas (II), (III) and (IV) which contain the groups -SO 3 -, -OSO 3 -, - ⁇ 3 2 ⁇ or ⁇ 3 2 ⁇ ,
  • Preferred counterions here are Na + , K + and NH 4 + , in particular Na + .
  • L, L 2 and L 3 have the general and preferred meanings given for the formula (I).
  • L 1 , L 2 and L 3 are preferably, independently of one another, linear or branched C 1 -C 10 -alkylene, in particular linear or branched C 3 -C 8 -alkylene, preferably linear or branched C 3 -C 6 -alkylene.
  • compounds of formulas (II), (III) and (IV) are preferred in which all L are the same.
  • Rf 1 , Rf 2 and Rf 3 have the same meaning.
  • n1, n2 and n3 are preferably independently 1 or 2.
  • m1, m2 and m3 are preferably independently of one another 1-4.
  • Preferred compounds of the formulas (II), (III) and (IV) are also those in which R 3 and R 4 independently of one another are hydrogen or an alkyl group having 1 to 3 C atoms.
  • R 3 and R 4 are the same. Further preferred are compounds in which R 3 or R 4 are hydrogen and m 1, m 2 and m 3 are 1-3.
  • the compounds of the formula (I) may preferably be prepared by esterification of maleic acid and aconitic acid or their anhydrides or acid chlorides with one or more alcohols of the formula (V)
  • L and A in the formula (V) have the meaning described for L 1 , L 2 and L 3 or A 1 , A 2 and A 3 in formula (I), in particular also the preferred meanings.
  • the alcohols of formula (V) may contain one or more Rf groups. The alcohols used are commercially available and / or their
  • the synthesis of the succinates or tricarboxylates used according to the invention is preferably carried out in a two-stage synthesis via the corresponding maleates or hydroxysuccinates or the corresponding aconitic or citric acid esters. These syntheses are described in WO 2010/003567, WO 2010/149262, WO 2011/082770 and WO 2012/084118.
  • the syntheses are described in WO 2010/003567, WO 2010/149262, WO 2011/082770 and WO 2012/084118.
  • the content of compounds of formula (I), based on the coated particles of the invention, is in the range of 5 to 30 wt .-%, preferably from 10 to 25 wt .-%.
  • Compounds of the formula (I), and in particular compounds of the formulas (II), (III) and (IV) are fluorosurfactants which, instead of long fluorine-substituted hydrocarbon chains, preferably have short-chain, perfluorinated hydrocarbon end groups in multiple execution within one molecule.
  • Their surfactant action is therefore high, without harmful effects on humans and the environment during their production, use and recycling of the products produced therewith, because these products are not bio-accumulative and the dreaded toxic degradation products of commercial fluorosurfactants are not or only slightly Scope.
  • the cores of the particles according to the invention consist of the above-mentioned pyrogenic SiO 2 particles or pyrogenic Al 2 O 3 particles in untreated form, which are combined with at least one compound according to the formulas (111-1) or (III-2) are coated. Even more preferred is the embodiment in which, in addition to the cores, only one compound according to the formulas (III-1) or (III-2) and no further constituents are contained.
  • the present invention also provides a process for the preparation of the particles according to the invention, in which the particulate core material, which is kept in motion by suitable means, for example by stirring, with at least one compound of formula (I) mixed intensively and the mixture subsequently dried.
  • suitable means for example by stirring
  • at least one compound of formula (I) mixed intensively and the mixture subsequently dried.
  • Compound according to formula (I) preferably takes place over a relatively long period of time in the range from minutes to hours, in that the particulate core material is placed in a container and kept in motion, and the at least one compound of formula (I) is added slowly, for example by dropwise addition , After completion of the addition of the at least one compound of formula (I), the resulting mixture is dried at temperatures ranging from 50 to 150 ° C.
  • drying takes place under protective gas, for example under nitrogen.
  • the drying process is preferably carried out in a period of 30 to 300 min.
  • Suitable particulate core material are all materials already mentioned above, in particular inorganic particulate material.
  • Preference is given to using metal oxides or metal oxide mixtures.
  • Particular preference is given to using particles of SiO 2 and / or Al 2 O 3, most preferably in the form of pyrogenic SiO 2 and / or pyrogenic Al 2 O 3.
  • the particulate core material used has the shapes and sizes set out above, but in particular a primary particle size of less than 1 pm and a specific surface area (BET) in the range of 50 to 600 m 2 / g.
  • BET specific surface area
  • the particulate core material used according to the invention consists homogeneously of the abovementioned materials and preferably has no precoating or other surface treatment when used in the method according to the invention.
  • Preferred compounds of the formula (I) are compounds of the formulas (II), (III) and / or (IV), but especially compounds of the formulas (III-1) and / or (III-2), but more preferably one
  • the present invention also relates to the use of the particles according to the invention as an additive in paints, lacquers, printing inks, protective coatings, paper coatings, synthetic resins, sealants, bulk solids, toners, floor polishes or adhesives.
  • the uncoated core material in the respective application for example as white or color pigment, as a filler, as an extender, as a means of improving the abrasion and scratch resistance, etc.
  • the particles according to the invention exert a special, completely unexpected function when used as additives in a powder coating composition and via an electrostatic application process with otherwise customary powder coating constituents to the corresponding
  • the particles according to the invention in particular when it is pyrogenic S1O2 and / or pyrogenic Al2O3, which with a compound according to the formulas (III-1) and / or (III-2), preferably (III-1) or (III-2), as an additive in powder coatings of otherwise conventional composition exert a great influence on the achievable with the electrostatic application method layer thicknesses.
  • the particles according to the invention are added to a conventional powder coating composition as fluidization assistant in a concentration of 1% by weight, based on the powder coating, which is customary for fluidization aids.
  • concentration of the particles according to the invention is preferably even at ⁇ 0.5 wt .-%, based on the powder coating, in particular at 0.1 to 0.4 wt .-%.
  • the particles according to the invention are added to the powder coating composition in the manner indicated above, it can be observed during the application of the powder coating in an electrostatic process that virtually no re-effect of the effect takes place, i. that the powder coating layer can be applied to the corresponding substrate in a layer thickness of 1 mm and larger, which amounts to almost a tenfold increase in the hitherto technologically feasible maximum layer thickness.
  • a limitation of the achievable layer thickness is therefore given only by the desired application of the powder coating layer or the coated substrate. This is particularly important for the application of anticorrosion coatings or other protective layers of great importance.
  • the particles according to the invention in powder coating compositions are also suitable for producing particularly thin layer thicknesses with a uniform composition.
  • Conventional powder coatings as a workable powder, usually particle sizes in the range of about 1-100 pm.
  • the fine grain fraction is separated before processing the powder coating because it does not deposit on the surfaces to be coated, but pulled into the exhaust air and thus would end up in overspray.
  • the proportion of fine powder coating particles in the overspray is greater than the proportion of coarser particles, so that when recovering the overspray must be mixed with coarser powder coating particles so that recycling can take place.
  • the powder coating particles which precipitate as desired on the substrates and adhere there, so usually have an average particle size in the frame specified above.
  • powder coating compositions By adding the particles according to the invention in powder coating compositions it is now also possible to stably charge and fluidize powder coating particles of generally smaller particle size and thus to enable their deposition on the substrates to be coated. In this way, it becomes possible to produce uniform powder coating layers of good quality already with a thickness of less than 30 ⁇ m, which corresponds to about half of the currently technologically feasible layer thickness. It succeeds in applying very thin powder coating layers in good quality, which leads to a reduction of the costs in terms of material usage and process duration.
  • the particles according to the invention can be added to the customary powder coating compositions since their use is not bound to specific binder systems, additives or application methods.
  • the commonly used epoxy, polyester, hybrid, polyurethane or acrylate binder systems, as well as the newer, UV-crosslinking binder systems can be used.
  • the powder coatings containing the particles of the invention no restrictions. The same applies to the type of spray guns and nozzle systems used (baffle plate nozzles, flat jet nozzles, finger nozzles or rotary bells).
  • Example 1 The present invention will be explained in more detail by means of examples, but not limited to these.
  • Example 1 The present invention will be explained in more detail by means of examples, but not limited to these.
  • Example 1
  • the resulting powder is screened with a mesh size of 125 pm.
  • the sieved product is electrostatically applied to metal substrates using a commercially available corona spray gun from GEMA (80 kV) By extending the usual application time, layer thicknesses of up to 1000 pm are obtained. The job will be completed by the end of
  • Example 2 The further processing is carried out as in Example 2.
  • the powder coating composition can be applied as described in Example 2, without that even with a longer application time, re-cooling effects can be observed.
  • a layer thickness of about 500 pm the test is discontinued. Further processing takes place under normal conditions. Uniform powder coating layers of good quality are obtained.

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  • Organic Chemistry (AREA)
  • Paints Or Removers (AREA)

Abstract

La présente invention concerne des particules revêtues, en particulier des particules revêtues de tensioactifs fluorés, un procédé pour leur préparation et leur utilisation, de préférence dans des peintures en poudre.
PCT/EP2015/001517 2014-08-14 2015-07-23 Particules revêtues de tensioactifs fluorés et leur utilisation WO2016023613A1 (fr)

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Application Number Priority Date Filing Date Title
EP15745398.6A EP3180400A1 (fr) 2014-08-14 2015-07-23 Particules revêtues de tensioactifs fluorés et leur utilisation

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Application Number Priority Date Filing Date Title
EP14002834 2014-08-14
EP14002834.1 2014-08-14

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WO2016023613A1 true WO2016023613A1 (fr) 2016-02-18

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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997030127A1 (fr) * 1996-02-16 1997-08-21 Kerr-Mcgee Chemical Corporation Procede de preparation d'un pigment ameliore a faible taux de poussieres et a flux libre
WO2007130069A1 (fr) * 2006-05-10 2007-11-15 Hewlett-Packard Development Company, L.P. Directeur de charge pour toner liquide
WO2011082770A2 (fr) * 2010-01-07 2011-07-14 Merck Patent Gmbh Tensioactifs fluorés

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997030127A1 (fr) * 1996-02-16 1997-08-21 Kerr-Mcgee Chemical Corporation Procede de preparation d'un pigment ameliore a faible taux de poussieres et a flux libre
WO2007130069A1 (fr) * 2006-05-10 2007-11-15 Hewlett-Packard Development Company, L.P. Directeur de charge pour toner liquide
WO2011082770A2 (fr) * 2010-01-07 2011-07-14 Merck Patent Gmbh Tensioactifs fluorés

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