WO2016083008A1 - Utilisation d'amides de polyhydroxyacides gras pour l'amélioration de la résistance à l'abrasion humide de peintures dispersions aqueuses - Google Patents

Utilisation d'amides de polyhydroxyacides gras pour l'amélioration de la résistance à l'abrasion humide de peintures dispersions aqueuses Download PDF

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Publication number
WO2016083008A1
WO2016083008A1 PCT/EP2015/073621 EP2015073621W WO2016083008A1 WO 2016083008 A1 WO2016083008 A1 WO 2016083008A1 EP 2015073621 W EP2015073621 W EP 2015073621W WO 2016083008 A1 WO2016083008 A1 WO 2016083008A1
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Prior art keywords
emulsion paint
pigment
paint according
formula
compound
Prior art date
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PCT/EP2015/073621
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German (de)
English (en)
Inventor
Rainer Kupfer
Christoph Söffing
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Clariant International Ltd
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Publication date
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Publication of WO2016083008A1 publication Critical patent/WO2016083008A1/fr

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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
    • C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/04—Homopolymers or copolymers of esters
    • C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09D133/08—Homopolymers or copolymers of acrylic acid esters
    • 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
    • C09D125/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Coating compositions based on derivatives of such polymers
    • C09D125/02—Homopolymers or copolymers of hydrocarbons
    • C09D125/04—Homopolymers or copolymers of styrene
    • C09D125/08—Copolymers of styrene
    • C09D125/14—Copolymers of styrene with unsaturated esters
    • 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
    • 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
    • C09D7/41—Organic pigments; Organic dyes
    • 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
    • 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 is the use of
  • Polyhydroxyfatty acid amides by their use, the wet abrasion resistance of aqueous emulsion paints can be improved.
  • Aqueous emulsion paints are gaining in popularity against the backdrop of ever-increasing regulatory requirements as they are made up of water-based solvents rather than VOCs and are less odorous.
  • emulsion paints are only moderately water-repellent, which is reflected in particular in an insufficient in parts wet abrasion resistance, in which the color film is removed again under the action of water and brushing.
  • US 20100330286 describes a method for producing wet abrasion resistant polymers, which is characterized in particular in that the polymer consists of one or more ethylenically unsaturated nonionic monomers and 0-5% (based on the dry polymer composition) of an ethylenically unsaturated acid.
  • EP-2277595 teaches wet abrasion-resistant dispersion paints based on ethylene-vinyl acetate binders.
  • Coalescing agent based on the polymeric binder.
  • 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.
  • WO-2014056561 teaches the use of phosphatides
  • 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.
  • polyhydroxy fatty acid amides have been well described in WO-9206071, WO-9206073, WO-9208687 and DE-4322874.
  • the object of the present invention was to increase the wet abrasion resistance of coatings without changing the composition of the binder.
  • polyhydroxy fatty acid amides of long-chain fatty alcohols have the wet abrasion resistance of aqueous
  • the present invention relates to emulsion paints containing:
  • R 1 is a linear hydrocarbon group having 7 to 21
  • the dispersion may contain one or more components (E) as conventional auxiliaries of aqueous emulsion paints.
  • Typical adjuvants may include wetting and dispersing agents, defoamers, biocides, alkalis, coalescing agents and rheology additives.
  • Another object of the present invention is the use of at least one compound of formula (I) wherein R 1 is a hydrocarbon group having 7 to 21 carbon atoms, for improving the wet abrasion resistance of coatings which are formed by drying aqueous emulsion paints, and in addition to the compound of formula (I) water, at least one pigment or a filler or both, and contain a polymeric binder.
  • 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 epimer glucose.
  • the compound (I) can be used in pure form or as a mixture with each other.
  • R 1 is an aliphatic group.
  • R 1 is an alkyl or alkenyl group.
  • R 1 comprises 9 to 19
  • Carbon atoms especially 1 1 to 17 carbon atoms.
  • the compound of the formula (I) is preferably present in the dispersion paint according to the invention in a concentration of 0.01 to 20% by weight, in particular 0.01 to 5.0% by weight, in particular 0.01 to 1.0 wt .-%.
  • 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
  • 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,
  • olefinically unsaturated amines such as dimethylaminoethyl acrylate, acryloyloxethyltrimethylammonium halides,
  • the proportion of the inventive emulsion paints on polymeric binder (component B) is preferably from 10 to 80 wt .-%, based on the
  • Suitable pigments, component (C) 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
  • Pigments in particular the Color Index Pigments Pigment Red 2, Pigment Red 3, Pigment Red 4, Pigment Red 5, Pigment Red 9, Pigment Red 12, Pigment Red 14, Pigment Red 53: 1, Pigment Red 1 12, Pigment Red 146, 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 Yellow Pigment 196, Pigment Red 122, Pigment Red 149, Pigment Red 1 68, Pigment Red 177, Pigment Red 179, Pigment Red 181, Pigment Red 207, Pigment
  • suitable inorganic pigments are titanium dioxides, zinc sulfides, zinc oxides, iron oxides, magnetites, manganese iron oxides, chromium oxides, ultramarine, nickel or chromium antimony titanium oxides, manganese titanium rutiles, cobalt oxides, mixed oxides of cobalt and aluminum, rutile mixed phase pigments, rare earth sulfides, spinels of cobalt with nickel and zinc , Spinels based on iron and chromium with copper zinc as well as manganese, bismuth vanadate and extender pigments, in particular the Color Index Pigments Pigment Yellow 184, Pigment Yellow 53, Pigment Yellow 42, Pigment Yellow Brown 24, Pigment Red 101, Pigment Blue 28, Pigment Blue 36, Pigment Green 50, Pigment Green 17, Pigment Black 1 1, Pigment Black 33, and Pigment White 6.
  • Suitable fillers, component (C), which increase the solids volume without contributing to pigmentation are calcium carbonates such as natural
  • Silica (quartz powder), fumed and precipitated silicas, kieselguhr, aluminum oxides, aluminum hydroxides, talc, kaolin, mica (potassium aluminum silicate hydrate), barium sulphates such as naturally occurring
  • the proportion of the emulsion paint according to the invention to white or colored pigment and fillers is preferably from 10 to 80% by weight, based on the weight of the emulsion paint.
  • Water used to prepare the aqueous dispersions of the invention, component (D), 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 emulsion paint according to the invention to water is preferably from 10 to 80% by weight, based on the weight of the emulsion paint.
  • Suitable wetting and dispersing agents, component (E) are preferably polyacrylate salts, acrylate and MSA copolymers, alkylphenol ethoxylates and alkylphenol ethoxylate substitutes, such as Guerbet derivatives, fatty acid and
  • Fatty alcohol derivatives in particular their alkoxylates, and also EO / PO homo- and copolymers and polysiloxane ethers.
  • Dispersants are preferably from 0.01 to 1 0 wt .-%, based on the weight of the emulsion paint.
  • Suitable defoamers, component (E) are preferably
  • Silicone oil emulsions polyalkylene glycols, polyalkylene glycol fatty acid esters,
  • Fatty acids higher alcohols, phosphoric acid esters, hydrophobically modified silica, aluminum tristearate, polyethylene waxes and amide waxes.
  • the proportion of the emulsion paint of the invention to defoamers is preferably from 0.01 to 5 wt .-%, based on the weight of
  • Emulsion paint is a liquid crystal Emulsion paint.
  • Suitable biocides, component (E), for preventing the uncontrolled proliferation of bacteria, algae and fungi are formaldehyde, formaldehyde-releasing compounds, methylisothiazolinone, chloromethylisothiazolinone, Benzisothiazolinone, bronopol, dibromodicyanone butane and
  • the proportion of the emulsion paint according to the invention to biocides is the proportion of the emulsion paint according to the invention to biocides.
  • Emulsion paint is a liquid crystal Emulsion paint.
  • Suitable alkalis, component (E) are inorganic alkalis of a polyvalent metal, in particular 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 paint according to the invention to alkalis is the proportion of the dispersion paint according to the invention to alkalis.
  • Emulsion paint is a liquid crystal Emulsion paint.
  • Suitable coalescing agents, component (E), are esters and ketones such as
  • 2,2,4-trimethyl-pentan-1 / 'sobutyrat 3-diol mono-, butyl glycol, butyl diglycol, Butyldipropylenglykol, propylene glycol butyl ether and dipropylene butyl ether may be mentioned as coalescents.
  • Coalescing agents are contained in the dispersion paint of the invention in an amount of 0 to 5 wt .-%, based on the weight of the emulsion paint.
  • Suitable rheology additives, component (E), as a viscosity modifier are e.g. Starch and cellulose derivatives and hydrophobically modified ethoxylated urethanes (HEUR) thickeners, alkali-swellable acrylate thickeners, hydrophobically modified acrylate thickeners, polymers of the
  • the proportion of the emulsion paint of the invention to rheology additives is preferably from 0.1 to 10 wt .-%, based on the weight of
  • Emulsion paint An overview of common excipients is given by Wernfried Heilen et al. in "Additives for Aqueous Lacquer Systems", published by Vincentz Network, 2009.
  • Percentages in this specification are percentages by weight based on the weight of the total composition unless otherwise specified.
  • polyhydroxy fatty acid amides according to the invention were investigated in a styrene-acrylate emulsion paint according to Table 1.
  • the components 1-14 were dispersed by successively adding at a high shear rate. Subsequently, components 15-18 were stirred in at a low shear rate.
  • inventive polyhydroxy fatty acid amides were subsequently N-Cs / do acyl-N-methyl-glucamine as a 50% aqueous solution, and N-C12 / C18 acyl-N-methyl-glucamine and N-coco-acyl-N-methyl-glucamine as 25% aqueous solutions of the emulsion paint (Table 1) was added.
  • Table 1 As comparative examples according to the prior art, two commercial waxes available for improving scratch and Scheur strength were used. All concentration data of the polyhydroxy fatty acid amides according to the invention and of the waxes (corresponding to the manufacturer's instructions) are based on their active content.
  • the paint was stored at 60 ° C for one week and the syneresis was assessed. In addition, the tinting behavior was with
  • the wet abrasion resistance was determined according to the standards DIN EN ISO 1 1998 and DIN EN 13300 on a color film of 200 ⁇ .
  • 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 open time was determined on the basis of ASTM standard D7488 - 1 1 on a color film of 90 ⁇ .
  • the dispersion paint was tinted with 2% by weight of a pigment paste according to Table 2. Subsequently, the color intensity was measured on a spectrophotometer (Konica Minolta, CM-3600d) in comparison with Comparative Example 1.
  • Table 2 Tinting paste copper phthalocyanine (PB 15: 3)
  • Nipacide BIT 10 Clariant Biocide 2.0 g
  • the gloss was measured on a white 120 m color film at 20, 60, and 85 ° (micro-TRI-gloss ⁇ from Byk).

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Dispersion Chemistry (AREA)
  • Paints Or Removers (AREA)

Abstract

L'invention concerne une peinture dispersion contenant au moins (A) au moins un composé de formule (I), dans laquelle R1 représente un groupe hydrocarboné comprenant de 7 à 21 atomes de carbone, (B) un liant polymère, (C) au moins un pigment et/ou une charge et (D) de l'eau, et présentant une résistance améliorée à l'abrasion humide.
PCT/EP2015/073621 2014-11-24 2015-10-13 Utilisation d'amides de polyhydroxyacides gras pour l'amélioration de la résistance à l'abrasion humide de peintures dispersions aqueuses WO2016083008A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102014017368.2 2014-11-24
DE102014017368.2A DE102014017368A1 (de) 2014-11-24 2014-11-24 Verwendung von Polyhydroxyfettsäureamiden zur Verbesserung der Nassabriebbeständigkeit von wässrigen Dispersionsfarben

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WO2016083008A1 true WO2016083008A1 (fr) 2016-06-02

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PCT/EP2015/073621 WO2016083008A1 (fr) 2014-11-24 2015-10-13 Utilisation d'amides de polyhydroxyacides gras pour l'amélioration de la résistance à l'abrasion humide de peintures dispersions aqueuses

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DE (1) DE102014017368A1 (fr)
WO (1) WO2016083008A1 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102014005771A1 (de) 2014-04-23 2015-10-29 Clariant International Ltd. Verwendung von wässrigen driftreduzierenden Zusammensetzungen
DE102016207877A1 (de) 2016-05-09 2017-11-09 Clariant International Ltd Stabilisatoren für Silikatfarben
DE102017123436B4 (de) * 2017-10-09 2022-03-17 Chemische Werke Kluthe Gmbh Verfahren und Verwendung zur Bereitstellung eines alkalischen Milieus in einer konservierungsmittelfreien Dispersionsfarbe

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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
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
US5201948A (en) 1991-05-24 1993-04-13 Rohm And Haas Company Method for improving scrub resistance
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
EP0795591A2 (fr) * 1996-03-11 1997-09-17 Air Products And Chemicals, Inc. Emulsions à base d'acétate de vinyle pour peintures hautement résistantes au lavage abrasif
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
DE19934836C1 (de) 1999-07-24 2000-07-27 Clariant Gmbh Verwendung von Fettsäureglucamiden als Emulgatoren in der Emulsionspolymerisation
DE69811179T2 (de) 1997-11-13 2003-08-21 Rohm & Haas Wässrige Beschichtungsstoffzusammensetzung
EP2166050A2 (fr) * 2008-09-02 2010-03-24 Celanese International Corporation Peintures à base de latex VAE fortement résistantes à la friction et à faible émission
US20100330286A1 (en) 2008-02-01 2010-12-30 Arkema Inc Aqueous emulsion polymer for scrub resistance and wet adhesion
EP2277595A2 (fr) 2004-06-24 2011-01-26 Novartis Vaccines and Diagnostics, Inc. Composés pour potentialiser l'immunité
EP2676976A1 (fr) 2012-06-19 2013-12-25 Celanese Emulsions GmbH Polymères en émulsion présentant une meilleure résistance au lessivage humide ayant un ou plusieurs composés contenant du silicium
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
DE102014016763A1 (de) * 2014-11-13 2015-06-25 Clariant International Ltd. VOC-arme Koaleszensmittel für wässrige Dispersionen

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
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
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
US5201948A (en) 1991-05-24 1993-04-13 Rohm And Haas Company Method for improving scrub resistance
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
EP0795591A2 (fr) * 1996-03-11 1997-09-17 Air Products And Chemicals, Inc. Emulsions à base d'acétate de vinyle pour peintures hautement résistantes au lavage abrasif
US5874498A (en) 1996-03-11 1999-02-23 Air Products And Chemicals, Inc. Vinyl acetate emulsions for high scrub paints
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
DE19934836C1 (de) 1999-07-24 2000-07-27 Clariant Gmbh Verwendung von Fettsäureglucamiden als Emulgatoren in der Emulsionspolymerisation
EP2277595A2 (fr) 2004-06-24 2011-01-26 Novartis Vaccines and Diagnostics, Inc. Composés pour potentialiser l'immunité
US20100330286A1 (en) 2008-02-01 2010-12-30 Arkema Inc Aqueous emulsion polymer for scrub resistance and wet adhesion
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