EP0389527A1 - Procede de production de dispersions de liants cathodiquement deposables avec des agents de reticulation a base de polyisocyanates bloques par des groupes hydroxyle - Google Patents

Procede de production de dispersions de liants cathodiquement deposables avec des agents de reticulation a base de polyisocyanates bloques par des groupes hydroxyle

Info

Publication number
EP0389527A1
EP0389527A1 EP88910034A EP88910034A EP0389527A1 EP 0389527 A1 EP0389527 A1 EP 0389527A1 EP 88910034 A EP88910034 A EP 88910034A EP 88910034 A EP88910034 A EP 88910034A EP 0389527 A1 EP0389527 A1 EP 0389527A1
Authority
EP
European Patent Office
Prior art keywords
added
mixture
hydroxyl groups
epoxy
pct
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
EP88910034A
Other languages
German (de)
English (en)
Inventor
Michael Geist
Klaus Cibura
Walter Jouck
Günther OTT
Jürgen SADLOWSKI
Manfred Dangschat
Manfred Reimann
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF Farben und Fasern AG
Original Assignee
BASF Lacke und Farben AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by BASF Lacke und Farben AG filed Critical BASF Lacke und Farben AG
Publication of EP0389527A1 publication Critical patent/EP0389527A1/fr
Pending legal-status Critical Current

Links

Classifications

    • 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
    • C08J3/07—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media from polymer solutions
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/64—Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63
    • C08G18/6407—Reaction products of epoxy resins with at least equivalent amounts of compounds containing active hydrogen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/80—Masked polyisocyanates
    • C08G18/8061—Masked polyisocyanates masked with compounds having only one group containing active hydrogen
    • C08G18/8064—Masked polyisocyanates masked with compounds having only one group containing active hydrogen with monohydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/81—Unsaturated isocyanates or isothiocyanates
    • C08G18/8141—Unsaturated isocyanates or isothiocyanates masked
    • C08G18/815—Polyisocyanates or polyisothiocyanates masked with unsaturated compounds having active hydrogen
    • C08G18/8158—Polyisocyanates or polyisothiocyanates masked with unsaturated compounds having active hydrogen with unsaturated compounds having only one group containing active hydrogen
    • C08G18/8183—Polyisocyanates or polyisothiocyanates masked with unsaturated compounds having active hydrogen with unsaturated compounds having only one group containing active hydrogen with unsaturated compounds containing the unsaturation at least partially in a cyclic ring having at least one oxygen atom in the ring
    • 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
    • C09D5/44—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes for electrophoretic applications
    • C09D5/4419—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes for electrophoretic applications with polymers obtained otherwise than by polymerisation reactions only involving carbon-to-carbon unsaturated bonds
    • C09D5/443—Polyepoxides
    • 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
    • C09D5/44—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes for electrophoretic applications
    • C09D5/4419—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes for electrophoretic applications with polymers obtained otherwise than by polymerisation reactions only involving carbon-to-carbon unsaturated bonds
    • C09D5/443—Polyepoxides
    • C09D5/4434—Polyepoxides characterised by the nature of the epoxy binder
    • 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
    • C08J2363/00—Characterised by the use of epoxy resins; Derivatives of epoxy resins

Definitions

  • the invention relates to a process for the preparation of aqueous dispersions for further processing to electrocoat materials with baking temperatures below 160 ° C. and baking times - 30 minutes, which contain modified epoxy-amine adducts as binders and polyisocyanates blocked with hydroxyl groups as crosslinkers.
  • Cathodic electrodeposition coating is a coating method frequently used, especially for priming, in which water-thinnable synthetic resins bearing cationic groups are applied to electrically conductive bodies with the aid of direct current.
  • the binders suitable for cathodic deposition predominantly contain amino groups which are neutralized with acids to make them water soluble.
  • a particularly preferred group of binders is the group of binders which are based on modified epoxy resins. Binders of this type are e.g. in the following patent documents: US-PS 4,031,050, US-PS-3,799,854, US-PS-3,984,299, US-PS-4,252,703, US-PS-4,332,711, DE-PS 3,108,073.
  • crosslinkers built in this way are e.g. described in EP 118 743 AI and in EP 206 071 A2. However, if these crosslinkers are used instead of the crosslinking agents described above, no reproducible properties of the lacquer surface are obtained, and there are signs of tearing and poorly running surfaces.
  • a solvent or solvent mixture is added with cooling by means of a secondary circuit (e.g. cooling via cooling coils filled with heat transfer oil or water) and the resin solution formed, if necessary by applying a vacuum, is brought to reflux until the temperature of the solution has dropped to 95 ° C. to 20 ° C.
  • a secondary circuit e.g. cooling via cooling coils filled with heat transfer oil or water
  • component (A) All compounds whose molecules contain more than 1 epoxy group on average can be used as component (A).
  • Preferred compounds are those which contain 2 epoxy groups in the molecule and have a relatively low molecular weight of at most 750, preferably Q 350 to 500.
  • Particularly preferred epoxy compounds are polyglycidyl ethers of polyphenols prepared from polyphenols and epihalohydrins.
  • Bisphenol A c _ can preferably be used as polyphenol,
  • Polyglycidyl esters of polycarboxylic acids can also be used. Typical examples are glycidyl adipate and glycidyl phthalate. 0
  • hydantoin epoxides epoxidized polybutadiene and polyepoxide compounds which are obtained by epoxidizing an olefinically unsaturated alicyclic compound. 5
  • component (B) which contain one or more, preferably 2, hydroxyl groups per molecule bound to aromatic and / or (cyclo) aliphatic molecular fragments.
  • the compounds which can be considered as component (B) include both low and high molecular weight compounds.
  • Suitable low molecular weight (B) components consist of phenolic, aliphatic and / or alicyclic polyfunctional alcohols with a molecular weight below 350. 1 Examples include:
  • Diols such as ethylene glycol, dipropylene glycol, triglycol,
  • Examples of higher molecular weight (B) components are polyester polyols, polyether polyols or polycaprolactone polyols having different functionality and molecular weights.
  • Polyalkylene ether polyols suitable for component (B) correspond to the general formula:
  • Examples are poly (oxytetramethylene) glycols and poly (oxyethylene) glycols.
  • the preferred polyalkylene ether polyols are poly (oxytetramethylene) glycols with a molecular weight in the range 0 from 350 to 1000.
  • Polyester polyols can also be used as (B) components.
  • the polyester polyols can be prepared by polyesterification of organic polycarboxylic acids or their anhydrides with organic polyols containing primary hydroxyl groups; the polycarboxylic acids and the polyols are usually aliphatic or aromatic dicarboxylic acids and diols.
  • the diols used to prepare the polyesters include alkylene glycols such as ethylene glycol, butylene glycol, neopentyl glycol and other glycols such as cyclohexanedimethanol.
  • the acid component of the polyester consists primarily of low molecular weight carboxylic acids or their anhydrides with 2 to 18 carbon atoms in the molecule.
  • Suitable acids are for example phthalic acid, isophthalic acid, terephthalic acid Q, acid tetrahydrophthalic acid, hexahydrophthalic acid, adipic acid, azelaic acid, sebacic acid, and glutaric acid.
  • their anhydrides if they exist, can also be used.
  • polyester polyols derived from lactones can also be used as component (B). These products are obtained by reacting a £ -caprolactone with a polyol. Such products are described in U.S. Patent 3,169,945.
  • polylactone polyols which are obtained by this reaction are distinguished by the presence of a terminal hydroxyl group and by recurring polyester fractions which are derived from the lactone. These recurring
  • n is at least 4, preferably 4 to 6, and the substituent is hydrogen, an alkyl radical, a cycloalkyl radical or an alkoxy radical.
  • catalysts e.g. one or more basic.
  • tertiary amines such as N, N-dimethylbenzylamine, tributylamine, dimethylcyclohexylamine and dimethyl-C- 2 / C 14 -amine ( c ⁇ / c i 4 stand * for an aliphatic containing 12 to 14 carbon atoms Chain) used.
  • the catalyst is usually in an amount of 0.1 to
  • reaction between components (A) and (B) is carried out at temperatures between 100 and 190 ° C, preferably between 100 and 180 ° C.
  • a solvent or solvent mixture under cooling by means of a secondary circuit for example, cooling via 'with heat transfer oil or water-filled cooling coils
  • Suitable additives are preferably solvents which cannot react with the epoxy groups still present and / or which would later be added to the electrocoat as a solvent anyway.
  • ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, mesityl oxide
  • Acetates such as propyl acetate, butyl acetate
  • Ethers such as dioxane, dibutyl ether
  • Aromatics such as toluene, xylene, ethylbenzene and the mixtures of solvents.
  • the resin solution is brought to reflux by carefully applying a vacuum. Occasional foaming is brought under control by correspondingly reducing the negative pressure. As the temperature drops, the pressure is gradually reduced further in order to achieve a uniform boiling point. If necessary, further solvent can also be added continuously or in portions while cooling .
  • Primary and / or secondary amines can be used as component (E) in step (3) of the process according to the invention, the secondary amines being particularly preferred components (E).
  • the amine should preferably be a water-soluble compound. Examples of such amines are mono- and dialkylamines such as methylamine, ethylamine, propylamine, butylamine, dimethylamine, diethylamine, dipropylamine, methylbutylamine and the like. Alkanolamines, such as, for example, methylethanolamine, diethanolamine and the like, are also suitable.
  • Dialkylaminoalkylamines such as, for example, dimethylaminoethylamine, diethylaminopropylamine, dimethylaminopropylamine and the like are also suitable. Low molecular weight amines are used in most cases, but it is also possible to use high molecular weight monoamines.
  • Polyamines with primary and secondary amino groups can be reacted with the epoxy groups in the form of their ketimines.
  • the ketimines are produced from the polyamines in a known manner.
  • the amines can also contain other groups, but these should not interfere with the reaction of the amine with the epoxy group and should not lead to gelation of the reaction mixture.
  • reaction between amines and compounds containing epoxide groups often starts when the reaction partners are mixed.
  • reaction temperature it is advisable to increase the reaction temperature to 50 to 150 ° C. in the course of the reaction.
  • the crosslinker (F) added in the last step of the process according to the invention for reduced stoving temperatures is a polyisocyanate blocked with hydroxyl groups. These crosslinkers are produced by reacting polyisocyanate with the corresponding alcohol.
  • the isocyanates can be aliphatic or aromatic, and aromatic isocyanates are preferably used for crosslinkers for reduced stoving temperatures.
  • aliphatic polyisocyanates are alkylene isocyanates such as trimethylene, tetramethylene, pentamethylene, hexamethylene, 1,2-propylene, 1,2-butylene, 2,3-butylene, 1,3-butylene, Ethylidene and butylidene diisocyanate and cycloalkylene diisocyanates such as 1,3-cyclopentane, 1,4-cyclohexane, 1,2-cyclohexane and isophorone diisocyanate.
  • alkylene isocyanates such as trimethylene, tetramethylene, pentamethylene, hexamethylene, 1,2-propylene, 1,2-butylene, 2,3-butylene, 1,3-butylene, Ethylidene and butylidene diisocyanate
  • cycloalkylene diisocyanates such as 1,3-cyclopentane, 1,4-cyclohexane, 1,2-cyclohexane and is
  • aromatic polyisocyanates are arylene isocyanates such as e.g. m-phenylene, p-phenylene, 4,4'-diphenyl, 1,5-naphthalene and 1,4-naphthalene diisocyanate and alkarylene isocyanates such as e.g. 4,4'-diphenylene methane, 2,4- or 2,6-tolylene or 2,4- / 2,6-toluene mixtures, 4,4'-toluidine and 1,4-xylylene diisocyanate as well as substituted ones aromatic systems such as Dianisidine diisocyanates,
  • furfuryl alcohol and its derivatives, as well as cC-hydroxyketones, are preferably used for crosslinkers for lower baking temperatures.
  • Furfuryl alcohol, hydroxyacetone and hydroxybutanone are very particularly preferred.
  • the crosslinker described above can be added directly after step (3) of the process according to the invention and the resulting mixture can be dispersed in a water / acid mixture; however, the reaction products from step (3) are preferred first in a water / acid mixture. Dispersed mixture and only then added the Vernet ⁇ .
  • Organic acids such as formic acid, acetic acid or lactic acid are used to produce the water / acid mixtures.
  • the following example describes the structure of an epoxy resin plasticized with a monophenol, which is reacted in a further reaction with a polyamine derivative to form the cathodically depositable epoxy amine resin.
  • the crosslinking agent is then added and an aqueous dispersion of this mixture is prepared.
  • crosslinker (I) is produced as follows:
  • the dispersion is freed from volatile solvents, the amount of solvent removed by distillation being replaced by water.
  • the dispersion is then filtered.
  • the following example describes the structure of an epoxy resin plasticized with neopentyl glycol, the conversion of this resin to an epoxy-amine adduct and the dispersing of a crosslinking agent / epoxy-amine adduct mixture in a water / acid mixture.
  • the crosslinking agent (II) is prepared as in Example 1, but hydroxybutanone is used instead of the furfuryl alcohol.
  • the sample quantities are:
  • Example 2 The procedure is analogous to Example 2 until the EEW of 1080 is reached. Then 885 g of the crosslinking agent (II) and 60 g of methylethanol in and 78 g of a reaction product of diethylene triamine and methyl isobutyl ketone 70% in methyl isobutyl ketone are added. A temperature of 112 ° C is reached. This temperature is maintained for 1 hour. Then 85 g of n-hexylglycol are added. The resin solution is dispersed in a mixture of 1219 g of deionized water and 29 g of glacial acetic acid. It is cooled to 60 ° C. and a further 1585 g of deionized water are added. The dispersion is worked up as in Example 2.
  • Lacquer baths are prepared from the binder dispersions described in Examples 1 and 2 and in the comparative example using a gray pigment paste.
  • a gray pigment paste 800 parts of butyl glycol are added to 953 parts of a commercially available epoxy resin based on bisphenol A (epoxy equivalent weight of 890). The mixture is heated to 80 ° C. 221 parts of a reaction product comprising 101 parts of diethanolamine and 120 parts of 80% strength aqueous lactic acid are then added to the resin solution. The reaction is carried out at 80 ° C. until the acid number has dropped below 1.
  • the lacquer baths are obtained by mixing:
  • the paint films are deposited at a bath temperature of 26 ° C for 120 seconds. For this purpose, zinc-phosphated sheets are switched and coated as the cathode. The deposited films are cured for 20 minutes at the temperature given in the table with the deposition data in a forced air oven.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Molecular Biology (AREA)
  • Dispersion Chemistry (AREA)
  • Paints Or Removers (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

Un procédé permet de produire des dispersions aqueuses propres à être ultérieurement transformées en vernis de trempage électrophorétique à des températures de cuisson inférieures à 160°C et pendant des durées de cuisson égales ou inférieures à 30 minutes. Ces dispersions contiennent en tant que liants des produits modifiés d'addition d'époxyde et d'amine et en tant qu'agents de réticulation des polyisocyanates bloqués avec des groupes hydroxyle. Selon ce procédé, on convertit à des températures élevées par catalyse des polyépoxydes et des composés ayant un ou plusieurs, de préférence deux, groupes hydroxyle par molécule, en produits intermédiaires contenant de l'époxyde. On ajoute ensuite, sous l'effet d'un refroidissement apporté de l'extérieur, un solvant ou un mélange de solvants, et on porte la solution, éventuellement sous vide, à ébullition par refluement jusqu'à ce que la température soit descendue jusqu'entre 95°C et 20°C. On fixe par addition des amines aux groupes époxydes encore libres de la résine époxyde et on produit, après l'adjonction de l'agent de réticulation, une dispersion en y ajoutant un mélange d'eau et d'acide, ou on produit d'abord la dispersion, avant d'y ajouter l'agent de réticulation.
EP88910034A 1987-11-11 1988-11-03 Procede de production de dispersions de liants cathodiquement deposables avec des agents de reticulation a base de polyisocyanates bloques par des groupes hydroxyle Pending EP0389527A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19873738219 DE3738219A1 (de) 1987-11-11 1987-11-11 Verfahren zur herstellung kathodisch abscheidbarer bindemitteldispersionen mit vernetzern auf der basis von mit hydroxylgruppen verkappten polyisocyanaten
DE3738219 1987-11-11

Publications (1)

Publication Number Publication Date
EP0389527A1 true EP0389527A1 (fr) 1990-10-03

Family

ID=6340235

Family Applications (2)

Application Number Title Priority Date Filing Date
EP88910034A Pending EP0389527A1 (fr) 1987-11-11 1988-11-03 Procede de production de dispersions de liants cathodiquement deposables avec des agents de reticulation a base de polyisocyanates bloques par des groupes hydroxyle
EP19880118305 Expired - Lifetime EP0319709B1 (fr) 1987-11-11 1988-11-03 Procédé de préparation de dispersions de liants déposables à la cathode avec des agents réticulants à base de polyisocyanates masqués par des groupes hydroxyles

Family Applications After (1)

Application Number Title Priority Date Filing Date
EP19880118305 Expired - Lifetime EP0319709B1 (fr) 1987-11-11 1988-11-03 Procédé de préparation de dispersions de liants déposables à la cathode avec des agents réticulants à base de polyisocyanates masqués par des groupes hydroxyles

Country Status (9)

Country Link
US (1) US5086090A (fr)
EP (2) EP0389527A1 (fr)
JP (1) JPH0710960B2 (fr)
AT (1) ATE76887T1 (fr)
BR (1) BR8807786A (fr)
CA (1) CA1329292C (fr)
DE (2) DE3738219A1 (fr)
ES (1) ES2032931T3 (fr)
WO (1) WO1989004353A1 (fr)

Families Citing this family (6)

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Publication number Priority date Publication date Assignee Title
US5035785A (en) * 1990-02-23 1991-07-30 E. I. Du Pont De Nemours And Company Nonionic surfactant as a pigment dispersant and film build additive
DE19816626C2 (de) 1998-04-15 2002-07-18 Basf Coatings Ag Mittel zum Blockieren von Polyisocyanaten, hiermit blockierte Polyisocyanate und Beschichtungsmittel, welche diese blockierten Polyisocyanate enthalten
DE10006649A1 (de) * 2000-02-15 2001-08-16 Bayer Ag Alkohol-blockierte Polyisocyanate für Coil Coating
ITVA20020064A1 (it) * 2002-12-02 2004-06-03 Lamberti Spa Dispersioni acquose stabili di poliisocianati bloccati non ionici.
EP2147955A1 (fr) * 2008-07-21 2010-01-27 Cytec Surface Specialties Austria GmbH Liants aqueux pour des revêtements anticorrosion, bois et beton
ES2585005T3 (es) 2012-02-28 2016-10-03 Nippon Paint Automotive Coatings Co., Ltd. Método para preparar una composición de resina de emulsión para revestimiento por electrodeposición catiónica

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US4115328A (en) * 1977-01-07 1978-09-19 Ciba-Geigy Corporation Process for making stable solvent-free, aqueous epoxy resin dispersions
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US4452963A (en) * 1983-02-10 1984-06-05 Ppg Industries, Inc. Low temperature urethane curing agents
CA1229338A (fr) * 1983-02-10 1987-11-17 Thomas C. Moriarity Urethannes, compositions durcissables contenant ces urethannes et utilisation de ces compositions en electrodeposition
DE3331903A1 (de) * 1983-09-03 1985-03-21 Basf Farben + Fasern Ag, 2000 Hamburg Wasserdispergierbare bindemittel fuer kationische elektrotauchlacke und verfahren zu ihrer herstellung
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Also Published As

Publication number Publication date
JPH0710960B2 (ja) 1995-02-08
JPH03500056A (ja) 1991-01-10
ATE76887T1 (de) 1992-06-15
EP0319709A1 (fr) 1989-06-14
BR8807786A (pt) 1990-10-09
EP0319709B1 (fr) 1992-06-03
DE3738219A1 (de) 1989-05-24
CA1329292C (fr) 1994-05-03
DE3871739D1 (de) 1992-07-09
WO1989004353A1 (fr) 1989-05-18
US5086090A (en) 1992-02-04
ES2032931T3 (es) 1993-03-01

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