WO2016074874A1 - Agent de coalescence pauvre en cov pour dispersions aqueuses - Google Patents

Agent de coalescence pauvre en cov pour dispersions aqueuses Download PDF

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Publication number
WO2016074874A1
WO2016074874A1 PCT/EP2015/073616 EP2015073616W WO2016074874A1 WO 2016074874 A1 WO2016074874 A1 WO 2016074874A1 EP 2015073616 W EP2015073616 W EP 2015073616W WO 2016074874 A1 WO2016074874 A1 WO 2016074874A1
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Prior art keywords
pigment
dispersion
dispersion according
pigment red
formula
Prior art date
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PCT/EP2015/073616
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German (de)
English (en)
Inventor
Rainer Kupfer
Christoph Söffing
Original Assignee
Clariant International Ltd
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Publication date
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Publication of WO2016074874A1 publication Critical patent/WO2016074874A1/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
    • 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
    • C09D5/02—Emulsion paints including aerosols
    • C09D5/024—Emulsion paints including aerosols characterised by the additives
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B5/00—Layered products characterised by the non- homogeneity or physical structure, i.e. comprising a fibrous, filamentary, particulate or foam layer; Layered products characterised by having a layer differing constitutionally or physically in different parts
    • B32B5/02—Layered products characterised by the non- homogeneity or physical structure, i.e. comprising a fibrous, filamentary, particulate or foam layer; Layered products characterised by having a layer differing constitutionally or physically in different parts characterised by structural features of a fibrous or filamentary layer
    • B32B5/08—Layered products characterised by the non- homogeneity or physical structure, i.e. comprising a fibrous, filamentary, particulate or foam layer; Layered products characterised by having a layer differing constitutionally or physically in different parts characterised by structural features of a fibrous or filamentary layer the fibres or filaments of a layer being of different substances, e.g. conjugate fibres, mixture of different fibres
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B5/00—Layered products characterised by the non- homogeneity or physical structure, i.e. comprising a fibrous, filamentary, particulate or foam layer; Layered products characterised by having a layer differing constitutionally or physically in different parts
    • B32B5/16—Layered products characterised by the non- homogeneity or physical structure, i.e. comprising a fibrous, filamentary, particulate or foam layer; Layered products characterised by having a layer differing constitutionally or physically in different parts characterised by features of a layer formed of particles, e.g. chips, powder or granules
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B5/00—Layered products characterised by the non- homogeneity or physical structure, i.e. comprising a fibrous, filamentary, particulate or foam layer; Layered products characterised by having a layer differing constitutionally or physically in different parts
    • B32B5/22—Layered products characterised by the non- homogeneity or physical structure, i.e. comprising a fibrous, filamentary, particulate or foam layer; Layered products characterised by having a layer differing constitutionally or physically in different parts characterised by the presence of two or more layers which are next to each other and are fibrous, filamentary, formed of particles or foamed
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B5/00—Layered products characterised by the non- homogeneity or physical structure, i.e. comprising a fibrous, filamentary, particulate or foam layer; Layered products characterised by having a layer differing constitutionally or physically in different parts
    • B32B5/22—Layered products characterised by the non- homogeneity or physical structure, i.e. comprising a fibrous, filamentary, particulate or foam layer; Layered products characterised by having a layer differing constitutionally or physically in different parts characterised by the presence of two or more layers which are next to each other and are fibrous, filamentary, formed of particles or foamed
    • B32B5/24—Layered products characterised by the non- homogeneity or physical structure, i.e. comprising a fibrous, filamentary, particulate or foam layer; Layered products characterised by having a layer differing constitutionally or physically in different parts characterised by the presence of two or more layers which are next to each other and are fibrous, filamentary, formed of particles or foamed one layer being a fibrous or filamentary layer
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B5/00—Layered products characterised by the non- homogeneity or physical structure, i.e. comprising a fibrous, filamentary, particulate or foam layer; Layered products characterised by having a layer differing constitutionally or physically in different parts
    • B32B5/22—Layered products characterised by the non- homogeneity or physical structure, i.e. comprising a fibrous, filamentary, particulate or foam layer; Layered products characterised by having a layer differing constitutionally or physically in different parts characterised by the presence of two or more layers which are next to each other and are fibrous, filamentary, formed of particles or foamed
    • B32B5/24—Layered products characterised by the non- homogeneity or physical structure, i.e. comprising a fibrous, filamentary, particulate or foam layer; Layered products characterised by having a layer differing constitutionally or physically in different parts characterised by the presence of two or more layers which are next to each other and are fibrous, filamentary, formed of particles or foamed one layer being a fibrous or filamentary layer
    • B32B5/26—Layered products characterised by the non- homogeneity or physical structure, i.e. comprising a fibrous, filamentary, particulate or foam layer; Layered products characterised by having a layer differing constitutionally or physically in different parts characterised by the presence of two or more layers which are next to each other and are fibrous, filamentary, formed of particles or foamed one layer being a fibrous or filamentary layer another layer next to it also being fibrous or filamentary
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B5/00—Layered products characterised by the non- homogeneity or physical structure, i.e. comprising a fibrous, filamentary, particulate or foam layer; Layered products characterised by having a layer differing constitutionally or physically in different parts
    • B32B5/22—Layered products characterised by the non- homogeneity or physical structure, i.e. comprising a fibrous, filamentary, particulate or foam layer; Layered products characterised by having a layer differing constitutionally or physically in different parts characterised by the presence of two or more layers which are next to each other and are fibrous, filamentary, formed of particles or foamed
    • B32B5/30—Layered products characterised by the non- homogeneity or physical structure, i.e. comprising a fibrous, filamentary, particulate or foam layer; Layered products characterised by having a layer differing constitutionally or physically in different parts characterised by the presence of two or more layers which are next to each other and are fibrous, filamentary, formed of particles or foamed one layer being formed of particles, e.g. chips, granules, powder
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
    • B32B7/04—Interconnection of layers
    • B32B7/12—Interconnection of layers using interposed adhesives or interposed materials with bonding properties
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B68—SADDLERY; UPHOLSTERY
    • B68G—METHODS, EQUIPMENT, OR MACHINES FOR USE IN UPHOLSTERING; UPHOLSTERY NOT OTHERWISE PROVIDED FOR
    • B68G11/00—Finished upholstery not provided for in other classes
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B68—SADDLERY; UPHOLSTERY
    • B68G—METHODS, EQUIPMENT, OR MACHINES FOR USE IN UPHOLSTERING; UPHOLSTERY NOT OTHERWISE PROVIDED FOR
    • B68G7/00—Making upholstery
    • B68G7/02—Making upholstery from waddings, fleeces, mats, or the like
    • B68G7/04—Making upholstery from waddings, fleeces, mats, or the like by conveyor-line methods
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
    • C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/12—Powdering or granulating
    • C08J3/16—Powdering or granulating by coagulating dispersions
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/60—Additives non-macromolecular
    • C09D7/63—Additives non-macromolecular organic
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2262/00—Composition or structural features of fibres which form a fibrous or filamentary layer or are present as additives
    • B32B2262/02—Synthetic macromolecular fibres
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2262/00—Composition or structural features of fibres which form a fibrous or filamentary layer or are present as additives
    • B32B2262/12—Conjugate fibres, e.g. core/sheath or side-by-side
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2264/00—Composition or properties of particles which form a particulate layer or are present as additives
    • B32B2264/02—Synthetic macromolecular particles
    • B32B2264/0214—Particles made of materials belonging to B32B27/00
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2264/00—Composition or properties of particles which form a particulate layer or are present as additives
    • B32B2264/02—Synthetic macromolecular particles
    • B32B2264/0214—Particles made of materials belonging to B32B27/00
    • B32B2264/0292—Polyurethane particles
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2479/00—Furniture
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2601/00—Upholstery
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/05—Alcohols; Metal alcoholates
    • C08K5/053—Polyhydroxylic alcohols
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/20—Carboxylic acid amides

Definitions

  • the present invention relates to the use of
  • Polyhydroxyfatty acid amides as low-VOC coalescents for coating substrates, in particular by aqueous dispersions.
  • Aqueous polymer dispersions serve as a protective film for the substrate to which they are applied.
  • all volatile components in particular water evaporate, so that the polymer latex melts into a film and the colored or white
  • the minimum film-forming temperature (MFT) describes the lowest temperature at which a still
  • coalescing agents also called filming or film-forming aids.
  • Film formation should also start at temperatures below 20 ° C., preferably at temperatures of 5 ° C. or lower, so that the emulsion paint can be applied over a broader temperature range.
  • Coalescing agents such as B. butyl glycol, butyl diglycol, butyldipropylene glycol u. a. are described in patent WO-0179140.
  • Methacrylic acid and acrylic esters or polyvinyl acetate can be reduced by adding trimethylpentane-1,3-diol monoisobutyrate.
  • the synthesis and application of the Koalsezensstoffs is described in US-3091 632 and US-3312652.
  • US 5236987 describes isodecyl benzoate as a plasticizer and coalescing agent for polyvinyl chloride plastisols.
  • WO-2005/026249 describes isononyl benzoate as a coalescing agent for
  • DE-102010005973 and WO-2005049719 describe the use of lactic acid esters of fatty alcohols as coalescing agents for emulsion paints.
  • Emulsion paint Such volatile organic compounds, together with UV radiation and NOx, promote ozone formation, so that many countries have adopted regulations to reduce the VOC content (eg 2004/42 / EC).
  • WO-9412609 teaches detergents and cleaners which have polyhydroxy fatty acid amides with good cleaning action against greasy soiling on textiles and dishes.
  • a non-corrosive, polyhydroxy fatty acid amide-containing detergent is described in WO-9841601 and is particularly suitable for removing oily and greasy soils from cooking utensils.
  • WO-9523840 teaches laundry detergents which consist of polyhydroxy fatty acid amides and are distinguished by good color protection.
  • EP 0745719 describes the use of carbohydrate derivatives, such as, inter alia, polyhydroxy fatty acid amides as auxiliaries for dyeing or printing fiber materials in fiber-reactive dyes.
  • Polyhydroxy fatty acid amides as dispersants for aqueous, binder-free pigment preparations, which can be used for dyeing macromolecular materials of all kinds, such as paints and inks.
  • DE-19934836 describes the use of polyhydroxy fatty acid amides as emulsifiers for emulsion polymerization.
  • Object of the present invention was to show coalescing agent, the high boiling point or no or only a very small contribution to Have VOC content. These coalescents should also lower the MFT to ⁇ 15 ° C, preferably to ⁇ 5 ° C.
  • the invention relates to a low-VOC dispersion comprising (A) at least one compound of the formula (I)
  • R 1 is a hydrocarbon group having 7 to 21 carbon atoms, (B) a polymeric binder and
  • the dispersion may also contain common components of aqueous
  • Common constituents may be: pigments, the term “pigments” meaning both pigments and fillers hereinafter, and auxiliaries
  • Dispersants Dispersants, defoamers, biocides, alkali and rheology additives.
  • Compound (I) is a polyhydroxy amide wherein R 1 is a linear or branched, saturated or unsaturated hydrocarbon group of 7 to 21
  • the polyhydroxy moiety is a hexose, preferably the epimeric glucose.
  • the polyhydroxy fatty acid amides (I) according to the invention can be present in pure form or as mixtures with one another.
  • R 1 is an aliphatic group. In a further preferred embodiment, R 1 is an alkyl or alkenyl group. In a further preferred embodiment, R 1 comprises 7 to 21
  • Carbon atoms especially 7 to 17 carbon atoms.
  • polymeric binders, component (B) are preferably homo- or
  • Copolymers of olefinically unsaturated monomers Preferred olefinic
  • unsaturated monomers are examples of unsaturated monomers.
  • Vinyl monomers such as carboxylic acid esters of vinyl alcohol, for example vinyl acetate, vinyl propionate, vinyl ethers of isononanoic acid or
  • Isodecanoic acid also referred to as Cg and Cio versatic acids
  • Aryl-substituted olefins such as styrene and stilbene
  • olefinically unsaturated carboxylic esters such as methyl acrylate, ethyl acrylate, propyl acrylate, n-butyl acrylate, i-butyl acrylate, pentyl acrylate, hexyl acrylate, 2-ethylhexyl acrylate, tridecyacrylate, stearyl acrylate, hydroxyethyl acrylate, hydroxypropyl acrylate and the corresponding methacrylic acid esters, olefinically unsaturated dicarboxylic acid esters, such as dimethyl maleate,
  • olefinically unsaturated carboxylic acids and dicarboxylic acids such as acrylic acid, methacrylic acid, itaconic acid, maleic acid and fumaric acid and their
  • olefinically unsaturated sulfonic acids and phosphonic acids and their alkali metal and ammonium salts such as vinylsulfonic acid, vinylphosphonic acid,
  • methacrylic acid olefinically unsaturated amines, ammonium salts, nitriles and amides, such as dimethylaminoethyl acrylate, Acryloyloxethyltrimethylammoniumhalide, acrylonitrile, acrylamide, methacrylamide, N-methylacrylamide, N-ethylacrylamide, N-propylacrylamide, N-methylolacrylamide and the corresponding
  • Methacrylic acid derivatives and vinylmethylacetamide.
  • Component B is preferably from 1 to 80 wt .-%, based on the weight of the dispersion.
  • Water used to prepare the aqueous dispersions of the invention, component (C), is preferably used in the form of distilled or demineralized water. Also drinking water (tap water) and / or water of natural origin can be used.
  • the proportion of the dispersion of the invention in water is preferably from 1 to 80 wt .-% based on the weight of the dispersion.
  • Suitable pigments are finely divided, organic or inorganic white or colored pigments or a mixture of various such pigments.
  • organic pigments are carbon black pigments, such as. B. gas or Furnaceruße; Monoazo and
  • Disazo pigments in particular the Color Index pigments Pigment Yellow 1, Pigment Yellow 3, Pigment Yellow 12, Pigment Yellow 13, Pigment Yellow 14, Pigment Yellow 1 6, Pigment Yellow 17, Pigment Yellow 73, Pigment Yellow 74, Pigment Yellow 81, Pigment Yellow 83, Pigment Yellow 87, Pigment Yellow 97, Pigment Yellow 11, Pigment Yellow 126, Pigment Yellow 127, Pigment
  • Benzimidazoline pigments in particular the Color Index pigments Pigment Yellow 120, Pigment Yellow 151, Pigment Yellow 154, Pigment Yellow 175, Pigment Yellow 180, Pigment Yellow 181, Pigment Yellow 194, Pigment Red 175, Pigment Red 176, Pigment Red 185, Pigment Red 208 , Pigment Violet 32, Pigment Orange 36, Pigment Orange 62, Pigment Orange 72 or Pigment Brown 25; Isoindolinone and isoindoline pigments, in particular the Color Index pigments Pigment Yellow 139 or Pigment Yellow 173; Phthalocyanine pigments, in particular the Color Index pigments Pigment Blue 15, Pigment Blue 15: 1, Pigment Blue 15: 2, Pigment Blue 15: 3, Pigment Blue 15: 4, Pigment Blue 15: 6, Pigment Blue 1 6, Pigment Green 7 or Pigment Green 36; anthanthrone,
  • Anthraquinone, quinacridone, dioxazine, indanthrone, perylene, perinone and thioindigo pigments in particular the Color Index Pigments pigment
  • suitable inorganic pigments are titanium dioxides, zinc sulfides, zinc oxides, iron oxides, magnetites, manganese iron oxides, chromium oxides, ultramarine, nickel or chromium antimony titanium oxides, manganese titanium rutiles, cobalt oxides, mixed oxides of cobalt and aluminum, rutile mixed phase pigments, rare earth sulfides, spinels of cobalt with nickel and zinc , Spinels based on iron and Chromium with copper zinc as well as manganese, bismuth vanadates as well as extender pigments, in particular the Color Index Pigments Pigment Yellow 184, Pigment Yellow 53, Pigment Yellow 42, Pigment Yellow Brown 24, Pigment Red 28, Pigment Blue 28, Pigment Blue 36, Pigment Green 50, Pigment Green 17, Pigment Black 1 1, Pigment Black 33 and Pigment White 6 are used; calcium carbonates also referred to as fillers, such as naturally occurring chalk and precipitated calcium carbonate, dolomite, natural silica (quartz powder), fumed
  • the proportion of the inventive dispersion of white or colored pigment is preferably from 10 to 80% by weight, based on the weight of the dispersion.
  • Suitable wetting and dispersing agents are preferably polyacrylate salts, acrylate and MSA copolymers, alkylphenol ethoxylates and alkylphenol ethoxylate substitutes, such as Guerbet derivatives, fatty acid and fatty alcohol derivatives,
  • the proportion of the dispersion of the invention to wetting agents and dispersants is preferably from 0.01 to 10 wt .-%, based on the weight of the dispersion.
  • Suitable defoamers are preferably mineral oil defoamers and emulsions thereof, silicone oil defoamers and silicone oil emulsions, polyalkylene glycols, polyalkylene glycol fatty acid esters, fatty acids, higher-value alcohols,
  • Phosphoric acid ester hydrophobically modified silica, aluminum tristearate,
  • the proportion of the inventive dispersion of defoamer is preferably 0.01 to 5 wt .-%, based on the weight of the dispersion.
  • Bacteria, algae and fungi are formaldehyde, formaldehyde releasing
  • the proportion of the dispersion of the invention to biocides is preferably from 0.01 to 5 wt .-%, based on the weight of the dispersion.
  • Suitable alkalis are inorganic alkalis of a polyvalent metal, especially caustic soda and potassium hydroxide; ammoniacal solutions and amines, in particular hydroxyamines such as mono-, di- and triethanolamine, 2-amino-2-methyl-1-propanol or butyldiethanolamine.
  • the proportion of the dispersion of alkalis according to the invention is preferably from 0.01 to 5 wt .-%, based on the weight of the dispersion.
  • Suitable rheology additives as viscosity modifiers are e.g. Starch and cellulose derivatives and hydrophobically modified ethoxylated urethanes (HEUR) thickeners, alkali-swellable acrylate thickeners, hydrophobically modified acrylate thickeners, polymers of acrylamidomethylpropanesulfonic acid or pyrogenic silica.
  • HEUR hydrophobically modified ethoxylated urethanes
  • the proportion of the dispersion of the invention to rheology additives is preferably from 0.1 to 10 wt .-%, based on the weight of the dispersion.
  • the dispersions of the invention are suitable for the production of
  • the dispersions according to the invention are particularly suitable for the production of paints and dispersion paints,
  • Dispersion coatings and pressure-sensitive adhesives are Dispersion coatings and pressure-sensitive adhesives.
  • Another object of the invention is the use of a compound of formula (I) as a coalescing agent for the production of coatings such as paints and coatings, but also adhesives.
  • a particularly preferred field is the use of the polyhydroxy fatty acid amide (I) as a coalescing agent for aqueous emulsion paints.
  • the compound (I) is preferably used in concentrations of from 0.1 to 40% by weight, based on the amount of the polymer particles, depending on the desired MFT of the polymer.
  • the polyhydroxy fatty acid amide (I) in concentrations of 2 to 10 wt .-% based on the amount of
  • the dispersion according to the invention preferably contains the compound of the formula (I) in amounts of from 0.01 to 50% by weight, in particular 0.02 to
  • polyhydroxy fatty acid amides (I) according to the invention can be used in pure form or as mixtures with one another. Examples
  • Percentages in this specification are percentages by weight based on the weight of the total composition unless otherwise specified.
  • the object of the coalescing agents according to the invention is to lower the MFT of polymer dispersions to ⁇ 15 ° C., preferably to ⁇ 5 ° C.
  • the MFT was determined according to ASTM method D 2354. This was a 50% aqueous
  • Styrene / acrylate polymer dispersion (Mowilith ® DM 61 1, Celanese) diluted with deionized water 1: 1 and mixed with 2 - 8 wt .-% coalescing agent based on the solids content of the polymer. This polymer dispersion was drawn out on a tempered plate with temperature gradient and observed during drying. At the point where the movie is just without
  • N-Cs / do acyl-N-methyl-glucamine was used as a 50% aqueous solution
  • N-C12 / C18 acyl-N-methyl-glucamine and N-coco-acyl-N-methyl-glucamine were used as 25% ige aqueous solutions used. All concentration data of
  • Coalescing agents according to the invention are based on their active content. Table 1: Coalescents used
  • Example 7 corresponds to the MFT of the binder without coalescing agent as
  • Inventive Examples 4 and 6 lower the MFT to a preferred temperature ⁇ 5 ° C.
  • inventive Koa leszensstoff 4 to 6 have a significantly higher boiling point than the comparative examples 1 to 3 according to the prior art (Table 1), which has an effect on the VOC content of a dispersion.
  • coalescing agents were incorporated in an emulsion paint of the following composition (Table 3).
  • Table 3 Composition of the emulsion paint.
  • components 1-8 were charged and then dispersed with components 9-13 at a high shear rate to a pigment dispersion. Subsequently, the components 14-17 with stirring (low Shear rate) was added. In this case, always 1, 5% coalescents were added based on the active content. Subsequently, the viscosity, storage stability, freeze stability and wet abrasion were determined. The viscosity was determined on a Haake Viscotester 550 from ThermoScientific.
  • the viscosity was determined after one week at 60.
  • freeze stability a sample of the color was frozen at -18 ° C and then thawed again. This was repeated as long as no permanent damage was detected. The number of freeze-stable cycles was evaluated.
  • the determined VOC content shows that the VOC content of the finished emulsion paints with the coalescents according to the invention

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  • Organic Chemistry (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Materials Engineering (AREA)
  • Mechanical Engineering (AREA)
  • Dispersion Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
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Abstract

Dispersion qui contient (A) au moins un composé de formule (I) dans laquelle R1 représente un groupe hydrocarbure ayant 7 à 21 atomes de carbone, (B) un liant polymère et (C) de l'eau.
PCT/EP2015/073616 2014-11-13 2015-10-13 Agent de coalescence pauvre en cov pour dispersions aqueuses WO2016074874A1 (fr)

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DE102014016763.1A DE102014016763A1 (de) 2014-11-13 2014-11-13 VOC-arme Koaleszensmittel für wässrige Dispersionen
DE102014016763.1 2014-11-13

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2018067829A1 (fr) * 2016-10-05 2018-04-12 Valspar Sourcing, Inc. Dispersion pigmentaire contenant une substance coalescente

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102014017368A1 (de) * 2014-11-24 2015-05-28 Clariant International Ltd. Verwendung von Polyhydroxyfettsäureamiden zur Verbesserung der Nassabriebbeständigkeit von wässrigen Dispersionsfarben

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DE102007021139A1 (de) 2007-05-03 2008-11-06 Cognis Ip Management Gmbh Verwendung von Estern als Koaleszenzmittel
EP2351801A1 (fr) * 2010-01-28 2011-08-03 Clariant International Ltd. Les peintures à dispersion aqueuse comprenant des esters d'acide lactique comme liants film
US8106239B2 (en) 2008-01-31 2012-01-31 Rhodia Operations Low VOC coalescing agents
WO2012069098A1 (fr) 2010-11-25 2012-05-31 Cognis Ip Management Gmbh Utilisation d'esters en tant qu'agents de coalescence
WO2014056561A1 (fr) 2012-10-09 2014-04-17 Clariant International Ltd Agents dispersants tirés de matières premières renouvelables pour des préparations pigmentaires exemptes de liant

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US2218237A (en) 1939-10-20 1940-10-15 Eastman Kodak Co Polyvinyl acetal resin compositions containing the butyl ether of diethylene glycolbenzoate
US3091632A (en) 1961-07-06 1963-05-28 Eastman Kodak Co Process for the production of glycol monoesters from aldehydes
US3312652A (en) 1963-07-26 1967-04-04 Eastman Kodak Co Polyvinyl acetate or polyacrylate containing 3-hydroxy-2, 2, 4-trimethylpentyl isobutyrate as coalescing agent
US4435534A (en) 1982-07-02 1984-03-06 Eastman Kodak Company Coalescent-containing coating composition
EP0119026A2 (fr) * 1983-03-09 1984-09-19 BP Chemicals Limited Agents de coalescence
US4525512A (en) 1983-03-09 1985-06-25 Bp Chemicals Limited Coalescing agents
US5236987A (en) 1987-07-02 1993-08-17 Velsicol Chemical Corporation Isodecyl benzoate coalescing agents in latex compositions
WO1992006073A1 (fr) 1990-09-28 1992-04-16 The Procter & Gamble Company Preparation d'amides de l'acide gras de polyhydroxy en presence de solvants
WO1992006071A1 (fr) 1990-09-28 1992-04-16 The Procter & Gamble Company Procede assiste par transfert de phase destine a des detergents a base de glucamide
WO1992008687A1 (fr) 1990-11-09 1992-05-29 The Procter & Gamble Company Procede servant a preparer des amines n-alkyle polyhydroxy dans des solvants a base d'amine et d'amine/eau et amides d'acide gras ainsi obtenus
WO1994012609A1 (fr) 1992-11-30 1994-06-09 The Procter & Gamble Company Compositions detergentes comprenant un melange d'ions de calcium et de tensioactifs/savons non ioniques/anioniques selectionnes contenant des amides d'acide gras polyhydroxy
DE4322874A1 (de) 1993-07-09 1995-01-12 Hoechst Ag Verfahren zur kontinuierlichen Herstellung von Polyhydroxyfettsäureamiden aus N-Alkylpolyhydroxyaminen und Fettsäurealkylestern
WO1995023840A1 (fr) 1994-03-04 1995-09-08 The Procter & Gamble Company Amides de polyhydroxy permettant d'ameliorer l'inhibition du transfert de couleur pendant le lavage de tissus
EP0745719A2 (fr) 1995-05-15 1996-12-04 Hoechst Aktiengesellschaft Utilisation de composés d'hydrates de carbone comme produit auxiliaire lors de la teinture ou de l'impression de matériaux fibreux
WO1998041601A1 (fr) 1997-03-18 1998-09-24 The Procter & Gamble Company Perfectionnements concernant des compositions et procedes d'enlevement de souillures huileuses ou graisseuses
DE69811179T2 (de) 1997-11-13 2003-08-21 Rohm & Haas Wässrige Beschichtungsstoffzusammensetzung
WO2000056823A1 (fr) 1999-03-22 2000-09-28 The Curators Of The University Of Missouri Compositions filmogenes hydrosolubles
US20030204003A1 (en) 1999-04-28 2003-10-30 Olson Keith E. Polymer surface coating made by coalescing a polymer particulate with a coalescing agent
EP1072615A1 (fr) * 1999-07-24 2001-01-31 Clariant GmbH Usage de glucamides d'acides gras comme émulsifiants dans la polymérisation en émulsion
DE19934836C1 (de) 1999-07-24 2000-07-27 Clariant Gmbh Verwendung von Fettsäureglucamiden als Emulgatoren in der Emulsionspolymerisation
WO2001079140A1 (fr) 2000-04-14 2001-10-25 Clariant Gmbh Procede de realisation de corps mineraux moules dotes d'un revetement
US20020061940A1 (en) 2000-10-09 2002-05-23 Christian Lach Water-based, pigmented coating compositions
WO2005026249A1 (fr) 2003-09-09 2005-03-24 Oxeno Olefinchemie Gmbh Utilisation de benzoates d'isononyle comme agents filmogenes
WO2005049719A2 (fr) 2003-11-12 2005-06-02 Omnova Solutions Inc. Compositions aqueuses comprenant des esters d'acide lactique et procedes d'utilisation
DE102007021139A1 (de) 2007-05-03 2008-11-06 Cognis Ip Management Gmbh Verwendung von Estern als Koaleszenzmittel
US8106239B2 (en) 2008-01-31 2012-01-31 Rhodia Operations Low VOC coalescing agents
EP2351801A1 (fr) * 2010-01-28 2011-08-03 Clariant International Ltd. Les peintures à dispersion aqueuse comprenant des esters d'acide lactique comme liants film
DE102010005973A1 (de) 2010-01-28 2011-08-18 Clariant International Ltd. Wässrige Dispersionsfarben enthaltend Milchsäureester als Filmbildehilfsmittel
WO2012069098A1 (fr) 2010-11-25 2012-05-31 Cognis Ip Management Gmbh Utilisation d'esters en tant qu'agents de coalescence
WO2014056561A1 (fr) 2012-10-09 2014-04-17 Clariant International Ltd Agents dispersants tirés de matières premières renouvelables pour des préparations pigmentaires exemptes de liant

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2018067829A1 (fr) * 2016-10-05 2018-04-12 Valspar Sourcing, Inc. Dispersion pigmentaire contenant une substance coalescente

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DE202014010355U1 (de) 2015-05-06

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