MXPA98009059A - Composition of coating containing a dispersed polymer with a functional amina group and an isocian curing agent - Google Patents

Composition of coating containing a dispersed polymer with a functional amina group and an isocian curing agent

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Publication number
MXPA98009059A
MXPA98009059A MXPA/A/1998/009059A MX9809059A MXPA98009059A MX PA98009059 A MXPA98009059 A MX PA98009059A MX 9809059 A MX9809059 A MX 9809059A MX PA98009059 A MXPA98009059 A MX PA98009059A
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Mexico
Prior art keywords
weight
meth
acrylate
monomers
coating composition
Prior art date
Application number
MXPA/A/1998/009059A
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Spanish (es)
Inventor
Scopazzi Christopher
A Lewin Laura
J Kincaid Samuel
Original Assignee
E I Du Pont De Nemours And Company
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Application filed by E I Du Pont De Nemours And Company filed Critical E I Du Pont De Nemours And Company
Publication of MXPA98009059A publication Critical patent/MXPA98009059A/en

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Abstract

A coating composition containing about 40-90% by weight of film-forming binder and 10-60% by weight of an organic liquid carrier is described, wherein the binder contains about 50-90% by weight, based on the weight of the binder, of a dispersed acrylic polymer consisting essentially of: i) a core of polymerized, ethylenically unsaturated, gelled monomers, which are not soluble in the organic liquid carrier and which have amine functional groups and which have chemically grafted ate, ii ) substantially linear polymeric stabilizer components, which are soluble in the organic liquid carrier and which comprise polymerized, ethylenically unsaturated monomers, and having a weight average molecular weight of about 1,000 to 20,000, as determined by GPC (gel permeation chromatography) using polystyrene as the standard, where the core monomers and the comp Stabilizing polymeric constituents are individually selected from the group consisting of alkyl (meth) acrylates, wherein the alkyl groups have 1 to 12 carbon atoms, hydroxyalkyl (meth) acrylate, wherein the alkyl groups have 1 to 4 carbon atoms, styrene , alkylstyrene, vinyltoluene, acrylonitrile, glycidyl (meth) acrylate, isobornyl (meth) acrylate, alpha-beta-ethylenically unsaturated monocarboxylic acids and any mixtures thereof and the core contains about 5 to 40% by weight of monomers of ( meth) ethylenically unsaturated glycidyl acrylate, polymerized, which are reacted with a primary amine or a ketimine, forming the amine functional group components which are capable of reacting with the component (b), and b) 10 to 50% by weight, based on the weight of the binder, of an organic polyisocyanate crosslinking agent

Description

COMPOSITION OF COATING CONTAINING A POLYMER DISPERSED WITH AMINA FUNCTIONAL GROUP AND AN AGENT OF CURING OF ISOCYANATE TECHNICAL FIELD This invention relates to solvent-based, high-solids coating compositions having a low VOC (volatile organic compound content), a relatively fast cure rate and a long "container life", useful for coating cars and trucks.
BACKGROUND OF THE INVENTION Solvent-based coating compositions useful as "original equipment coatings" and automotive and truck topcoats that are composed of an acrylic polymer and an organic polyisocyanate crosslinking agent provide coatings of excellent quality and are well known in the art. The technique A problem with such coating compositions has been the relatively high VOC content REF: 28792 of these compositions In an effort to reduce the VOC, low molecular weight polymers have been used but these polymers increase the drying time of the polymers. The conformal composition is cured, a high molecular weight film is formed during curing, longer drying times reduce the productivity in the car finishing shops by requiring the automobile or truck to remain for a longer period of time. prolonged time in the area in which they are sprayed. It is a quick and short cure which leaves the coating in a tack free state and allows the car or truck to be removed to another site to fully cure the coating, usually under ambient temperature conditions. Attempts have been made to decrease the cure time of these coating compositions by using more reactive components or catalysts. However, while these decrease the cure time since the components of the coating composition are more reactive, they usually reduce the "container life" of the coating composition. In the most extreme case, instantaneous gelation of the composition occurs when, for example, the polyisocyanate is added to a polymer having reactive amine groups. By "container life" is meant the amount of time in which the viscosity of the composition remains at a sufficiently low level to be applied by conventional techniques, which is usually accomplished by spraying. It may be desirable to have a coating composition that could be cured quickly after application to a "dry" state, for example, that dust and dirt do not stick to it and the finish is dry to the touch and has a life in a container of several hours, which could make the coating composition useful in an automotive refinishing operation or in a production facility such as a car or truck manufacturing plant. The coating composition of this invention uses a polymer with reactive amine groups that when mixed with a polyisocyanate does not gel, but has an acceptable container life, but does not cure quickly to a dry state to the touch in a short period of time , and cured to form a film with excellent properties such as high hardness, excellent resistance to usual wear and scratches, and excellent properties of resistance to long-term environmental conditions.
BRIEF DESCRIPTION OF THE INVENTION A coating composition containing about 40-90% by weight of film-forming binder and 10-60% by weight of an organic liquid carrier; wherein the binder contains approximately a) 50-90 ° by weight, based on the weight of the binder, of a dispersed acrylic polymer having i) a nucleus of monomers and iliumically unsaturated, polymerized, gelled, which are not soluble in the organic liquid carrier and having amine functional groups and having chemically grafted thereto ii) substantially linear polymeric stabilizing components which are soluble in the organic liquid carrier and comprise polymerized ethylenically unsaturated monomers and have a weight average molecular weight of about 1,000 to 0.001 determined by GPC (gel permeation chromatography) using polystyrene as the standard; wherein the monomers of the core and stabilizing polymer components are indi-idually selected from the following group of alkyl (meth) acrylate monomers, wherein the alkyl groups have 1 to 12 carbon atoms, (meth) acrylate of -droxyalkyl, wherein the alkyl groups have 1 to 4 carbon atoms, styrene, alkylstyrene, vinyltoluene, acrylonitrile, glycidyl (meth) acrylate, isobornyl (meth) acrylate, alpha-beta-ethylenically unsaturated monocarboxylic acids and any mixtures of the and the core contains about 5 to 40% by weight of polymerized glycidyl (meth) acrylate monomers which are reacted with a primary amine or ketimine to form amine functional group components which are capable of react with component (b); and b) 10 to 50% by weight, based on the weight of the binder, of an organic polyisocyanate crosslinking agent.
DETAILED DESCRIPTION OF THE INVENTION The term (meth) acrylate as used herein denotes esters of acrylic acid and methacrylic acid. The novel composition of this invention has a relatively long container life, and also dries to the touch in a short time, and then cures to obtain a hard and firm finish at ambient temperatures in a few hours. This is particularly advantageous in the refinishing of cars and trucks. For example, in the repair of a clear coat finish / color coating of a car or truck, in general the color coating is applied and dried for a short time, but it does not cure, and then the clear coating is applied. and both coatings are cured together at ambient temperatures. If necessary, the clear cured coating is polished to improve the appearance and remove minor imperfections. For a finish to be polishable it must be hard but not rigid. The coating composition of this invention has a short drying time and thereby improves the processing speed of the vehicles through a typical repair facility. In particular, the novel composition has a short time to be free from stickiness and dust (approximately 2 hours after application). When used as a clear finish, the vehicle can be moved from the work area to have the room or area ready for another vehicle to be painted. The drying time and the curing time can be reduced by baking at relatively low temperatures of 40-125 ° C. Similarly, if the new composition is used as a primer, it can be sanded in a short period of time after application and a top coat can then be applied. These advantages of the new composition are the result of having a reactive functional group such as an amine in the gelled core of the dispersed acrylic polymer used in the composition. In the coating composition, these reactive groups are not readily available to react with the crosslinking agent, such as an isocyanate, and the composition does not gel nor is there an excessive increase in viscosity which could make the composition unusable. For this reason, the composition has a prolonged container life.
Obviously, after a relatively long period of time, the isocyanate crosslinker will penetrate the gel structure of the acrylic polymer and a reaction will occur. The composition does not have a shelf life of days but hours, which is a significant improvement for the isocyanate / acrylic compositions, particularly in compositions in which the acrylic polymer is amine functional group. The reaction of the amine isocyanate is very rapid and the instantaneous gelation of a composition usually occurs unless the amine or isocyanate is blocked or otherwise protected. After the composition is applied and the solvent is evaporated in the drying process, the amine groups in the core of the acrylic polymer me available and react rapidly with the isocyanate crosslinking agent to form a crosslinked finish which is dry at Touch in a short period and cure to obtain a durable, hard finish, in a relatively short time at ambient temperatures. Other possible crosslinking reactions that can be used in the novel coating composition are the crosslinking of epoxy / amine and the crosslinking of epoxy / anhydride. The epoxy groups are in the nucleus of the acrylic limy po and the amine or anhydride groups are on a linear or branched chain polymer, which is in solution. Also, the amine or anhydride groups may be in the core of the acrylic polymer and the epoxy groups on a polymer in solution. An advantage of the amine / i socianatc reaction as used in this invention is that it is faster than the above reactions and does not require a catalyst, and provides a durable end product. An alternative method could be to have the isocyanate functional group in the core of the acrylic polymer and the amine functional group on a polymer or oligomer in solution. This is not preferred because the isocyanate functional group monomers used in the core of the acrylic polymer are generally not available and expensive. The novel coating composition is solvent based and contains about 10-60% by weight of an organic liquid carrier and correspondingly about 90-40% or by weight of the film-forming binder and preferably has a VOC of 0.419 to 0.539 kg of solvent per liter of coating composition (3.5-4.5 pounds of solvent per gallon of coating composition). The binder contains about 50-90% by weight of a disperse acrylic polymer and about 10-50% by weight of an isocyanate crosslinking agent. In general, the novel coating composition is used as a clear coating but can be pigmented with conventional pigments and used as an overcoat or as a base coat or as a primer. The dispersed acrylic polymer used to formulate the coating composition of this invention has a chelated core containing the aniña functional groups. The core is not soluble in the organic liquid carrier and has grafted linear, stabilizing polymer components thereto. Preferably, the polymer contains about 30-70 ° or by weight of the core and 70-30 ° by weight of the substantially linear stabilizing polymeric components. These linear stabilizing components are soluble in the organic carrier liquid used to form the coating composition, and keep the acrylic polymer dispersed in the liquid while the core is insoluble in this liquid. The acrylic polymer can be considered as composed of a core containing amino functional groups and has a plurality of linear stabilizing components coupled thereto. The core has reactive amino functional groups, capable of reacting with an isocyanate crosslinking agent, but since these functional groups are in the structure of the gelled core, they are not available to react immediately with the isocyanate crosslinking agent in the composition of coating, until after the application. This makes it possible to form the new coating composition. If a conventional acrylic polymer with amino groups that are readily available is used, the composition gels almost instantaneously after the addition of an isocyanate, since the amine groups are available to react with the isocyanate. Also, when comparing the pot life of the composition of this invention to conventional coating compositions, wherein an acrylic polymer having reactive hydroxyl groups is used in combination with an isocyanate, the pot life of the new composition of this invention is substantially more prolonged. The polymeric linear stabilizer components of the polymer comprise polymerized, ethylenically unsaturated monomers, and have ethylenically unsaturated moieties that are polymerizable with the core monomers, and have a weight average molecular weight of 1,000 to 20,000, preferably 5,000 to 10,000. Approximately 30-70 ° 6 (by weight), preferably 40-60 ° or, of the linear stabilizing polymer component is polymerized with 70-30 °, preferably 60-40 ° or, a mixture of other ethylenically unsaturated monomers which they form the core of the acrylic polymer. Approximately 5-40 °, preferably 5-30 ° by weight, of the monomers in the case have amine functional groups which are capable of reacting with the polyisocyanate crosslinking agent. The dispersed acrylic polymer is first prepared by forming the substantially linear stabilizing components., having polymerizable and typically unsaturated groups, and then enhancing these components with the ethylenically unsaturated nucleic acid monomers, in a solvent medium in which the core of the resulting polymer is insoluble. The resulting polymer is then reacted with a primary amine or a ketimine, which reacts with the glycidyl groups present in the insoluble core of the polymer. The substantially linear polymeric stabilizing component of the acrylic polymer can be prepared by using conventional azo or peroxy type polymerization initiators, with conventional solvents. Ethylenically unsaturated monomers that include an ethylenically unsaturated acid monomer such as acrylic or methacrylic acid in the presence of solvent and a polymerization initiator are reacted for about 0.5 to 6 hours at about 75-150 ° C, usually the temperature of reflux or of the reaction mixture. The glycidyl (meth) acrylate monomer is then added, preferably with a catalyst such as an alkylamino-a] cohoi such as N, N-dimethyl-1-amino-propanol and reacted until the glycidyl groups have reacted with the acid groups of the polymer, which takes approximately 0.5 to 4 hours at the reflux temperature of the reaction mixture, which is about 75-150 ° C. A substantially linear stabilizing component is formed having double bonds that are readily polymerizable with other ethylenically unsaturated monomers used to form the core of the acrylic polymer used in this invention. Yet another method that can be used to form the linear stabilizing polymeric components is to use the techniques of group transfer polymerization as shown in US Patent No. 4,746,714 or by the use of the catalytic cobalt chain transfer agent, for ensure that the resulting stabilizing components have an ethylenically unsaturated terminal group, which is polymerized with the core monomers to form the acrylic polymer. Typically, in the first step of the process for the preparation of the stabilizer using a cobalt chain transfer agent, the monomers are mixed with an inert organic solvent and a cobalt chain transfer agent, and are heated to temperature at room temperature. reflux of the reaction mixture. In the subsequent steps, the additional monomers and the cobalt catalyst and the conventional polymerization catalyst are added and the polymerization is continued until a stabilizer of the desired molecular weight is formed. Preferred chain transfer or cobalt catalyst people are described in U.S. Patent No. 4,680,352 to Janowicz et al. And U.S. Patent No. 4,722,984 to Janowicz. More preferred are the pent acianocobalt tato (II), diaquabis (borodi f luorodimeti I -glioximato) cobaitato (II) and diaquabis (borodi fl uor ofenilglioximato) cobaltate (II). The cobalt (III) versions of these catalysts are also preferred. Typically, these chain transfer agents are used at concentrations of about 5-1000 ppm based on the monomers used. The stabilizer is preferably formed in a solvent or a mixture of solvents, using a free radical initiator and a cobalt (II) or (III) chelate chain transfer agent. Peroxy and azo-type initiators (0.5-5% by weight of the mononer) can be used in the synthesis of the macromonomers in the presence of 2-5000 ppm (on the total monomer) or cobalt chelate.
(II) in the temperature range between 70-160 ° C.
After the stabilizer is formed by any method as described above, the solvent is optionally removed and the core monomers are added to the stabilizer together with the additional solvents and the polymerization initiator. The solvent medium is such as to render the polymer core of the dispersed polymer insoluble. About 5-40% by weight, preferably 5 to 30% by weight, of the nuclear monomers of the glycidyl (meth) acrylate monomers should be used. The polymerization is continued at or below the reflux temperature of the reaction mixture, to form the desired dispersed polymer. The glycidyl groups are subsequently reacted with a primary amine or with a ketimine to form reactive amino groups on the core, for reaction with the isocyanate crosslinking agent in a coating composition. In general, in this reaction the equivalence of amine to the epoxy or glycidyl groups is about 0.6-0.95 and preferably 0.75-0.95. If a diketimine is used, the equivalence of the diketimine to the epoxy or glycidyl groups is 0.1 to 0.95 and preferably 0.3 to 0.8. The degree of the reaction of the epoxy cor, the amine or the diketimine can be followed with infrared or by the reaction of the residual epoxy with t-butylammonium iodide, followed by titration of hydrogen iodide with standard perchloric acid. An alternative process for the formation of the dispersed acrylic polymer is to conduct the copolymerization of the linear stabilizing polymer and the nuclear monomers in a solvent that solubilizes the stabilizer and the core. The non-solvent for the core is added to form the dispersion. The reaction of the epoxy and the amine or the ketimine can be conducted before or after the addition of the non-solvent. An alternative method for the formation of the acrylic polymer is to use a monomer of Alkylaminoalkyl (meth) acrylate, such as t-butylaminoethyl methacrylate in the core, to provide the reactive amino groups instead of, as described above, using glycidyl (meth) acrylate which is made subsequently react with the amine or ketimine to provide reactive amino groups. Typical initiators that can be used to form the linear stabilizer polymer and / or the dispersed acrylic polymer are the Azobis (2,4-dinethylpentanenitrile), 2,2'-azobis (2-methylpropanonitrile), 2, 2'-azobis (2-met i lbut ar.onitr i lo, 1,1'-azo (cyclohexanecarbonitrile) and 4,4'-azobis (4-cyanopentanoic acid) may be other suitable initiators such as peroxides and hydroperoxides, Typical of such initiators are di-terbinoperoxide. butylc, di-cumyl peroxide, ter-arayl peroxide, eumenal hydroperoxide, di (n-propyl) peroxydicarbonate, peresters such as amyl peroxyacetate, and the like Commercially available peroxide initiators include, for example, peroxide t-butyl or Triganox® B from AKZO, t-butyl peracetate or Triganox "FC50 from AKZO, t-butyl perbenzoate or Triganox" JC from AKZO, and t-butyl perpivalate or Triganox® 25 C-75 from AKZO. Typical solvents that can be used to form the stabilizer or the acrylic polymer are ketones such as met il-et i 1-c etone, isobutyl ketone, ethyl-α-ketone, acetone, aleOH such as methanol, ethanol, isopropanol, esters such as ethyl acetate, glycols such as ethylene glycol, propylene glycol, ethers such as ethylene glycol monobutyl ether, solvents aromatics such as xylene and toluene, and the like. Non-solvents for the core of the acrylic polymer that are added to form the dispersion of the acrylic polymer that does not dissolve the core of the acrylic polymer are for example, mineral spirits and aliphatic solvents such as heptane. Typical monomers that can be used to form the core or stabilizer are for example (but not limited to), esters of (meth) acl ato monoalcohols of straight or branched chain from 1 to 1? carbon atoms. Preferred esters are alkyl (meth) actiles having 1 to 12 carbon atoms in the alkyl group such as methyl acrylate, ethyl acrylate, propyl acrylate, isopropyl acrylate, butyl acrylate, pentyl acrylate, hexyl acrylate, 2-ethylhexyl acrylate, nonjlocrylate, lauryl acrylate, methyl methacrylate, ethyl metaclate, propyl methacrylate, isopropyl metacrate, butyl methacrylate, pentyl methacrylate, hexyl methacrylate, methacrylate 2- t -hexyl, nonyl methacrylate, lauryl methacrylate and the like. Isobornyl (meth) acrylates and cycloaliphatic (meth) acrylates such as trimethylcyclohexyle acrylate, t-butylcyclohexyl acrylate, cyclohexyl methacrylate, isobornyl methacrylate, 2-ethylhexyl methacrylate, and the like can be used. Aryl (meth) acrylates such as benzyl acrylate and benzylated methacrylate can also be used. The ethylenically unsaturated monomers can be used containing the hydroxyl functional group and include hydoxyalkyl (meth) acrylates, wherein the alkyl group has from 1 to 4 carbon atoms. Suitable monomers include hydroxyethyl acrylate, hydroxypropyl acrylate, hydroxy isopropyl acrylate, hydroxybutyl acrylate, hydroxyethyl methacrylate, hydroxypropyl ethacrylate, idroxy isopropyl methacrylate, hydroxybutyl methacrylate, and the like, and mixtures thereof. . The nucleus can be reticulated, what qua. it is preferable, or not reticulated. The cross-linking of the nucleus is achieved by the use of the di- or tri- (meth) acrylates as part of the nuclear monomers.
Examples of such monomers include di (meth) acrylic metal of 1,4-butanediol, di (meth) acrylate of 1,2-ethylene glycol and allyl methacrylate. The crosslinking of the core can be carried out by the inclusion of acid monomers in the core. The acid functional group reacts with a small portion of the epoxy groups during the polymerization, to provide cross-linking of the core. Ethylenically unsaturated acid monomers which can be used in the stabilizer and nucleus of the acyl polymer are ethylenically unsaturated monocarboxylic acids such as acrylic acid, inetacrylic acid, maleic acid, itaconic acid and the like. Acrylic acid and methacrylic acid are preferred. Other acids which can be used are sulfonic, sulfinic, phosphoric or phosphonic, ethylenically unsaturated acids, and the esters thereof; Typically, ionic acid, acrylamide, phthalic ionic acid, vinylphosphonic acid or phosphoric acid, and their esters and the like can also be used. Other acid monomers which may be used are the hemiesters of maleic acid and itaconic acid. Other suitable finely unsaturated comonomers which may be used include: acrylonitrile, acrylamide and methacrylamide and derivatives such as alkoxymethyl (meth) acrylamide monomers, such as methacrylamide, N-isobutoxyet and 1-methacrylamide, and N-methylol -methacrylamide; vinyl aromatic compounds such as styrene, f a-met i lestirene and vinyl toluene; and monopolizing and monopolizing of L iet ileglicol. Other functional monomers such as allyl methacrylate, acetoacetoxyethyl methacrylate, tertiary alkoxysilyl ether acrylate, and the reaction products of the (met) acrylate glycidyl with monofunctional acids having up to 22 carbon atoms, can also be used. Typically useful primary amines, which can be used to form the acrylic polymer are those to the quilamines such as methylamine, ethylamine, propylamine, butylamine, hexylamine, octylamine and the like, aminoalcohols such as methanol amine, ethane sheet, propanol amine and similar is. The ketimines that can be used are formed from ketones and an amine. The water formed in the reaction with the amine and the ketone is removed, for example, by azeotropic distillation. Useful ketones include dialkyl-, diaryl- and alkylaryl-1-ketones having 3 to 13 carbon atoms. Specific examples of such ketones include acetone, ethyl ethyl ketone, methyl-n-but i 1-ketone, meth i 1-isobutyl-ketone, methylisoamido 1-ketone, met i 1 -ar i 1 - ketone, et i 1- i soami 1 -ketone, ethyl-amyl-ketone, aceto-phenone, and benzophenone. Suitable primary amines are ethylenediamine, 1,3-diaminopropane, 1,4-diaminopropane, 1,6-d-aminohexane and the like. A particularly useful ketimine is diketimine which is the reaction product of diethylenetriamine and meth i 1- i sobut i 1-ketone. The core of the acrylic polymer is a gelled structure and may or may not be crosslinked. In one of the preferred embodiments, the acrylic polymer contains in total (including the core and macromonomeric stabilizing components) about 40 parts by weight of acrylic monomers with hydroxyl functional group, eg, 2-hydroxyethyl acrylate. i lo, 2-hydroxyethyl methacrylate, 2-hydroxypropyl acrylate, 2-hydroxypropyl methacrylate, 2-hydroxybutyl acrylate, 4-hydroxybutyl acrylate and the like. These hydroxyl groups can be used for crosslinking with the polyisocyanate crosslinking agent in addition to the reactive amine groups on the acrylic polymer. Particularly useful acrylic polymers include the following: an acrylic polymer having a stabilizer having a weight average molecular weight of about 1,000 to 10,000 polymerized monomers of styrene, butyl methacrylate, butyl acrylate, isobornyl methacrylate, methacrylic acid, and monomers of (meth) acrylate with hydroxy functional group, and glycidyl (meth) acrylate monomers and a polymeric polymer monomer core of styrene, hydroxyethylmethacrylate, methyl methacrylate, methyl acrylate, and methyl acrylate. 5-30 ° or by weight, based on the weight of the macromonomer, of glycidyl methacrylate which has been reacted with a primary amine or ketimine; and an acrylic polymer having a core of polymerized monomers of styrene, hydroxyethyl acrylate, methyl methacrylate, glycidyl methacrylate, methacrylic acid and methyl acrylate and the above stabilizing polymer components. The coating composition of this invention formed with the dispersed acrylic polymer described above contains a polyisocyanate crosslinking agent. Any of the functional isocyanates, isocyanates, cycloalkates, aliphatics, conventional aromatics and adducts with an isocyanate functional group of a polyol and a diiscyanate can be used. Typically useful diisocyanates are 1,6-hexamethylene diisocyanate, isophorone diisocyanate, 4'-dihydrocyanate diisocyanate, toluene diisocyanate, bis-cyclohexyl diiscyanate, triethylene glycol diisocyanate, ethylethylene diisocyanate. , 2, 3-dime i-lethylene diisocyanate, 1-methyl-trimethyl-1-ene diisocyanate, 1,3-cyclopentylene diisocyanate, 1,4-cyclopentylene diisocyanate, 1,3-phenylene isocyanate, diisocyanate 1, 5-naphthalene, bis- (4-isocyanatocyclohexy 1) -methane, di-socianatodi phen 11-ether and the like. The typical functional functional compounds that can be used are tri-phenylmethane trisociety, t-ii-1, 3, 5-benzene socianate, tri-socianate, 2,4,6-toluene, and the like. Di-isocyanate trimers may also be used, such as the trimer of hexamethylene diisocyanate which is sold under the tradename Desmodur® N-3390. The adducts with isccianate functional group, which are formed from an organic polyisocyanate and a polyol, can be used. Any of the aforementioned polyisocyanates can be used with a polyol to form an adduct. Polyols such as t rimethelallalcans such as trimethylolpropane or -ethane can also be used. A useful adduct is the reaction product of tetramethyldylidene diisocyanate and trimethylolpropane, and is sold under the tradename Cythane1 '' 3160. Block polyisocyanates can also be used, if the composition is to be baked at elevated temperatures of 100 to 100%. 150 ° C. Typical blocking agents are alcohols, ketimines, oximes and the like, about 0 to 70% by weight, preferably 1 to 40% by weight, based on the weight of the binder, of an oligomer having a molecular weight by weight of about 200 to 2,000 and having functional components capable of reacting with the polyisocyanate crosslinking agent, in the new composition, to reduce the VOC content of the coating composition, and improve the performance of usual wear resistance and acid resistance of the films of the composition.The typically useful oligomers include oligomers of caprolactone which can be elaborated by reaction of the caprolac zone with a cyclic polyol. Particularly useful caprolactone oligomers are described in column 4, line 3-column 5, line 2 of U.S. Patent No. 5,286,782. Other useful oligomers are polyester oligomers such as an oligomer of one to one quanter, such as propylene glycol, an alkanediol, such as hexanediol, and an anhydride such as meth i 1-hexahydrophthalic anhydride which is reacted to a low acid number. Another useful oligomer is an oligomer with an acidic functional group such as an oligomer of a polyol such as pentaerythritol which is reacted with an anhydride such as methyl 1-hexahydride anhydride to an acid number of about 30 to 300 , preferably 150 to 250. Other useful oligomers are hydroxyl functional group and are formed by the reaction of 1,2-epoxybutane with the oligomers with acid functional group described above using triethylamine as a reaction catalyst, resulting in oligomers with number of Very low acid (less than 20). Compatible mixtures of any of the aforementioned oligomers, they can also be used. The coating compositions of the present invention may also contain up to 40% of the total binder of an acrylic polymer or polyester having a weight average molecular weight of greater than 2,000 for improved appearance, sag resistance, flow and leveling and the like. The acrylic polymer can be composed of typical monomers such as acrylates, methacrylates, styrene and the like and functional monomers such as hydroxyethyl acrylate, glycidyl methacrylate, or gamma-methacrylate, and trimeric esters and the like. Conventional polyesters can be used such as SCI®-1040 from Etna Products Inc. To improve the resistance to the environmental conditions of the clear composition, about 0.1 to 10% by weight, based on the weight of the binder, can be added, of stabilizers of ultraviolet light, dampeners and antioxidants. Typical ultraviolet light filters and stabilizers include the following: Benzophenones such as hydroxydedeloxybenzophenone, 2,4-dihydroxybenzophenone, hydroxybenzophenones containing sulfonic acid groups and the like. Benzoates such as di-phenyl-olpropane dibenzoate, tert-butyl benzoate of di-phenylenepropane and the like. Triazines such as triazine derivatives of 3, 5-aia iqui 1 -4-hydroxy phenyl, sulfur-containing derivatives of dialkyl-4-hydroxyphenyltriazine, hydroxy phenyl-1,3,5-triazine and the like. Triazoles such as 2-phenyl-4- (2,2'-dihydroxybenzoyl) -triol, substituted benzotriazoles such as hydroxy-phenyltriazole and the like. Hindered amines such as bis (1, 2, 2, 6, 6-pentamethyl-4-pipe i dini 1 sebacate), di-f4-sebacate (2, 2, 6, 6-ethyl amethylpiperidinium)) and the like, and any mixtures of the above. The coating composition contains sufficient amount of a catalyst to cure the composition at ambient temperatures. In general, about 0.01 to 2% by weight, based on the weight of the binder, of a catalyst is used. Typically useful catalysts are triethylenediane and alkyltin laurates such as dibutyltin dilaurate, dibutyltin diacetate, tertiary amines and the like. In general, the flushing control agents are used in the composition in amounts of about 0.1 to 5% by weight, based on the weight of the binder, such as polyacrylic acid, polyalkyl acrylates, dimethylpolymer copolymer. 1 oxane modified with polyether and pol idimet ilsi 1 oxano modified with polyester. When used as a clear coating, it may be desirable to use the pigments in the coating composition, which have the same refractive index as the dry coating. Typically, the useful pigments have a particle size of about 0.015 to 50 microns and are used in a weight ratio of pigment to binder of about 1: 100 to 10: 100, and are inorganic siliceous pigments such as silica pigment having a refractive index of approximately 1.4-1.6. In the application of the coating composition as a clear coating to a vehicle such as a car or a truck, the base coat, which may be either a solvent-based composition or a water-carrying composition, is first applied and then dried to remove at least the solvent or water before the clear coating is applied, usually by conventional spraying. It can also be used electrostatic spraying. The dry film thickness of the clear coating is about 12.7 to 127 microns (0.5-5 mils). The clear coating is dried at ambient temperatures in general in less than 5 minutes to a tack-free and pore-free state. Moderately higher temperatures can also be used up to approximately 40 ° C. As soon as the clear coating is sufficiently cured to be free of dust and free of tack, the vehicle can be moved from the work area to allow the refinishing of another vehicle. In general, within about 2 hours after application, the clear coating is cured sufficiently to allow polishing, if necessary, to remove imperfections and improve the luster of the finish. The clear coating continues to heal and after 7 to 10 days, it reaches a relatively high level of hardness and rigidity that is required for a durable automotive finish that is resistant to environmental conditions. The coating composition of this invention can also be pigmented and used as a base coat in a clear coating / color coating finish, such as a monolayer or as a primer. The weight ratio of the pigment to the binder (P / B) of such compositions may be from 0.1 / 100 to 200/100. Typical planners have a high P / B of 50/100 to 200/100. Typical pigments which are used in such a coating composition are metal oxides such as titanium dioxide, iron oxides of various colors, zinc oxide, carbon black, laughing pigments such as talc, china clay, barites, carbonates. , silicates and a wide variety of organic colored pigments such as quinacridones, copper phthalocyanines, perylenes, azo pigments, indantrone blue, caroazoles such as carbazole violet, and soindol inonas, isoindolones, thioindigo reds, 1-inonas benzimide, and pigments of metal flakes such as aluminum flakes, nickel flakes and the like. The coating compositions of this invention have excellent adhesion to a variety of metallic or non-metallic substrates, such as previously painted substrates, cold-rolled steel, phosphatized steel, and steel coated with conventional primers by ect surround. This coating composition can be used to coat plastic substrates such as glass fiber reinforced with polyester, reaction molded urethanes and partially crystalline polyamides. The coating compositions of this invention can be applied by conventional techniques? such as spray, electrostatic spray, immersion, brush application, flow coating and the like. The preferred techniques are spray and electrostatic spray. In refinishing applications, the composition is dried and cured at ambient temperatures, but may be forced to dry at low baking temperatures of 40 to 125 ° C for about 5 to 30 minutes. For applications in original equipment manufacturing (OEM), the composition is typically baked at LOO-150 ° C for approximately 15 to 30 minutes to form a coating of approximately 2.5 microns to 76.2 microns (0.1 to 3.0 thousandths of an inch) thick . When the composition is used as a clear coating, it is applied over the color coating which can be dried to a tack-free and cured state or preferably dried instantaneously for a short period before the clear coating is applied. The color coating / clear coating finish is then baked as mentioned above, to provide a dry and cured finish. The composition can be used as a primer and applied and dried for a short period and then sanded and coated with a topcoat. The present invention is also applicable to refinishing systems without baking, as will be readily appreciated by those skilled in the art. The following Examples illustrate the invention. All parts and percentages are, on a weight basis, unless otherwise indicated. All molecular weights described herein are determined by GPC (gel permeation chromatography) using a standard polystyrene.
EXAMPLE 1 A stabilizer polymer was prepared which was then polymerized with nuclear monomers to form a non-aqueous polymer dispersion and subsequently reacted with an amine.
Preparation of a Stabilized Polymeric Solution To a 5-liter flask equipped with a stirrer, condenser, heating mantle, nitrogen inlet, thermocouple and addition damper was added 893.6 grams of xylene and the xylene was heated to its reflux temperature of approximately 135-139 °. C. A monomer mixture of 477.3 grams of styrene, 492.6 of butyl methacrylate, 483.9 grams of butyl acrylate, 263.9 grams of hydroxyethyl acrylate, 49.0 grams of methacrylic acid and 327.2 grams of isobornyl methacrylate, were added to the flask at a speed uniform in 140 minutes simultaneously with a solution of 127.1 grams of tert-butyl peracetate in 336.5 grams of xylene which was added in 270 minutes while maintaining the reaction mixture at its reflux temperature. After the addition of these components, the reaction mixture was maintained at its reflux temperature for 30 minutes and then 0.9 g of a 10% solution of beta-catechol in isopropanol, 37.2 grams of glycidyl methacrylate, 0.5 was added. grams of n, n-dimet and non-cloth 1 and 8.5 grams of xylene, in the above order shown and the reaction mixture was maintained at its reflux temperature for an additional period of 2 hours and then cooled to room temperature ambient. The resulting polymer has a weight average molecular weight of 8257 and the number average molecular weight was 4049.
Preparation of Acrylic Polymer Dispersion To a 2-liter flask equipped with an agitator, condenser, heating mantle, nitrogen inlet, thermocouple and an addition damper were added 838.9 grams of the polymer solution is t abi 1 zador a (prepared above), 28 grams of acetate of ethyl, 231.0 grams of mineral spirits, 495.0 grams of heptane, 100 grams of isopropanol. This mixture was stirred and heated to its reflux temperature (90 to 93 ° C). A solution of 2.1 grams of t-butyl peroctoate in 25.0 grams of heptane was then added all at once. This was immediately followed by the uniform addition to reflux over a period of 210 minutes of a premixed solution of 211.3 grams of styrene, 281.4 grams of hydroxyethyl acrylate, 522.0 grams of methyl methacrylate, 130.8 grams of glycidyl methacrylate, 6.7 grams of methacrylic acid, L93.6 grams of methyl acrylate, 63.5 grams of ethyl acetate, 126.0 grams of heptane, 129.0 grams of mineral spirits, 21.2 grams of t-butyl peroctoate and 421.1 grams of stabilizing polymer solution (prepared above). The reaction mixture was then maintained at reflux for 45 minutes. A solution of 6.9 grams of t-butyl peroctoate in 60.4 grams of butyl acetate was then added over a period of 30 minutes and the reaction mixture was then kept under reflux for 60 minutes. This was followed by the distillation of 270 grams of solvent. 49.5 grams of ethanolamine were added in 5 minutes, followed by 10 grams of meth i 1-et il-ketone and the reaction mixture was maintained at 90 ° C for 30 minutes. The reaction mixture was then cooled to room temperature. The particle size of the resulting acrylic polymer dispersion was 426 nanometers. The weight per epoxy before the addition of ethanolamine was 3940 and 35,000 after the addition of ethanolamine.
The coating composition was prepared as follows Serving 1 Parts in Weight Dispersion of Acrylic Polymer 7.09 (prepared above) Butyl Acetate 19.40 UV filter "linuvin 384" by Ciba-Geigy .19 Byk 306 (additive for flow control 0.2! By Byk Chemie) "Tinuvin 292", light stabilizer of 1.39 Ciba-Geigy Solution ai 1% dibutyl dilaurate. 04 tin in meti 1 -eti 1-ketone Portion 2 Parts in Weight Tolonate HDT-LV (Isocyanate trimer 13.77 Rhone-Poulenc) Butyl acetate 4.85 Total 130.01 Portion 1 was loaded into a mixing vessel and mixed, and then Portion 2 was added and mixed with Portion 1. The coating composition was emptied onto a glass plate (approximately 50.8 microns (2 mils) ) of dry film thickness) and cured at room temperature. The resulting coating had a very fast physical drying time (when cotton is placed lightly on the coating it will not adhere) and a good final curing hardness at 24 hours (10.5 knoops) and good healing properties. The coating composition had an acceptable container life. The composition had an initial viscosity of 20 seconds, and after 60 minutes it had a viscosity of 25 seconds (measured by a cup of zahn 2 paint).
EXAMPLE 2 Preparation of Acrylic Polymer Scattering To a 5 liter flask equipped as in the As an example, 878.9 grams of polymer stabilizer solution (prepared in Example 11, 28.0 grams of ethyl acetate, 231.0 grams of mineral spirits, 495.0 grams of heptane, 100 grams of isopropanol and the reaction mixture are added: its reflux temperature (90-93 ° C) A mixture of 2.1 grams of t-butyl peroctoate and 25 grams of heptane was added at once, this was followed by the uniform addition over a period of 210 minutes, while maintaining the reaction mixture at its reflux temperature, a mixture of 171.3 grams of styrene, 281.4 grams of hydroxyethyl acrylate, 477.5 grams of methyl methacrylate, 215.4 grams of glycidyl methacrylate, 6.7 grams of methacrylic acid , 193.6 grams of methyl acrylate, 63.5 grams of ethyl acetate, 126.0 grams of heptane, 129.0 grams of mineral spirits, 21.2 grams of t-butyl peroctoate and 421.1 grams of polymer stabilizer solution (prepared in Example 1). After a retention period of 45 minutes at reflux temperature, a solution of 6.9 grams of t-butyl peroctoate and 60.4 grams of butyl acetate was added over a period of 30 minutes. The reaction mixture was then maintained at its reflux temperature for 60 minutes, at which time 270 grams of solvent were distilled. The reaction mixture was cooled to room temperature. The particle size of the acrylic polymer dispersion was 340 nanometers. To a 2-liter flask equipped with the above described, 600 grams of the non-aqueous dispersion was added, and the temperature was increased to 50 ° C and then 16.5 grams of butylamine were added, followed by the addition of 10 g, leaving meti 1 -e til-ce tona. The mixture was stirred at 50 ° C for 60 minutes and then cooled to room temperature. The weight of the epoxy before the addition of the butylamine was 2350 and was greater than 40,000 after the addition of the butylamine. A coating composition 2 was prepared as follows: Serving 1 Parts in Weight Polymeric Acrylic Dispersion (prepared 69.03 above) Butyl Acetate 7.00 Byk 360 (additive for flow control of 0.20 Byk Chemie) 1% solution of dibutyl1.00 dilaurate tin in metii-et1 1-ketone Glacial acetic acid 0.25 Portion 2 Tolonate HDT-LV (isocyanate trimer from Rhone-Poulenc) 9.42 Total 86.90 Portion 1 was loaded into a mixing vessel and mixed, and then Portion 2 was added and mixed with Portion 1. The resulting coating composition was poured onto a glass plate (approximately 50.8 microns (2 mils) inch) of dry film thickness) and cured at room temperature. The resulting coating had a very fast physical drying time (when cotton was placed lightly on the coating, which did not adhere) and a good final curing hardness and 24 hours (140 Ne tons / nm 'as measured by the Fisher Instrument) Scope) and good healing properties.the.
The coating composition had an acceptable container life. the composition had an initial viscosity of 35 centipoise (ICI viscosity) and did not change in a period of 30 minutes.
EXAMPLE 3 (comparative) A polymeric solution with linear amine functional group was prepared by charging the following constituents into a polymerization flask equipped as described in Example 1: 238.6 grams of toluene were added and heated to its reflux temperature (112 -115 ° C). A mixture of 136.4 grams of styrene, 136.4 grams of butyl methacrylate, 102.3 grams of butyl acrylate, 170.5 grams of hydroxyethyl methacrylate and 136.4 grams of methacrylate was then added to the flask at a uniform rate over a period of 240 minutes. ter-but i laminoet ilo, simultaneously with a solution of 40.9 grams of t-butyl peroctoate in 238.6 grams of toluene which was added in 260 minutes while maintaining the reaction mixture at its reflux temperature. After the addition of the above components, the reaction mixture was maintained at its reflux temperature for an additional period of 30 minutes and then cooled to room temperature. The number average molecular weight of the resulting polymer was 4036 and the weight average molecular weight of the polymer was 12.570. A coating composition was prepared by loading the following constituents into a mixing vessel: Serving 1 Parts in Weight Polymer solution with functional group 81.57 amine (prepared above) Butyl acetate 60.33"Exxate" 600 (hexyl acetate) 2.78 Methyl-amyl-ketone 3.32 Xylene 3.48 Tinuvin? 384 (UV filter of Ciba-Geigy) 2.59 BYK (t 306 (Byk Che ie flow additive) 0.33 Tinuvin® 292 (1.64 light stabilizer Ciba-Geigy) 1% solution of dibutyl- 0.61 tin dilaurate in methylated ethyl ketone Portion 2"Desmodur" N-3390 trimer of hexamethylene diisocyanate 32.07 Butyl acetate 11.29 Total 200.01 The constituents of part 1 were charged into the mixing vessel in the order shown, with mixing, and then the constituents of Part 2 were added with mixing. The composition was immediately sealed and was not usable as a coating composition and no film properties could be obtained. Various modifications, alterations, additions or substitutions of the components of the compositions of the invention will be apparent to those of skill in the art, without departing from the spirit and scope of this invention. This invention is not limited to the illustrative embodiments described herein, but rather the invention is defined by the claims that are given below.
EXAMPLE 4 Preparation of Diffusion of Acrylic Polymer 4 To a 5-liter flask, equipped as in the In the previous example, 838.9 grams of stabilizing polymer solution (prepared in Example 1), 28.0 grams of ethyl acetate, 231.0 grams of mineral spirits, 495.0 grams of heptane, 100 grams of isopropane] were added and the reaction mixture was heated to a its reflux temperature (90-93 ° C). A mixture of 2.1 grams of t-butyl peroctoate and 25 grams of heptane was then added in one go. This was followed by uniform addition over a period of 210 minutes, while maintaining the reaction mixture at its reflux temperature, of a mixture of 171.3 grams of styrene, 281.4 grams of hydroxyethyl acrylate, 477.5 grams. of methyl methacrylate, 215.4 grams of glycidyl methacrylate, 6.7 grams of methacrylic acid, 193.6 grams of methyl acrylate, 63.5 grams of ethyl acetate, 126.0 grams of heptaro, 129.0 grams of mineral spirits, 21.2 grams of t-butyl peroate. butyl and 421.1 grams of polymer solution is tabula i to (prepared in Example 1). After a retention period of 45 minutes at reflux temperature, a solution of 6.9 grams of t-butyl peroctoate in 60.4 grams of butyl acetate was added in a period of 30 minutes. The reaction mixture was kept at reflux temperature for 60 minutes, at which time 270 grams of solvent were distilled. The reaction mixture was cooled to room temperature. The particle size of the poly-acrylic acrylic dispersion was 340 nanometers. To a 2 liter flask equipped as described above, 716 grams of non-aqueous dispersion was added and the temperature was increased to 90 ° C, and then 1 was added. grams of diethylenetriamine diketimine, followed by the addition of 12 grams of methyl 1 -e thi 1 -ketone. The mixture was stirred at 90 ° C for 60 minutes and then cooled to room temperature. A coating composition 4 was prepared as follows: A pigmented ground dough was prepared by loading the following ingredients into a mixing vessel.
Ground Pasta Ingredient Weight Parts Dicetimine Desniophen LS-2965 63. .90 Acetate buti lo 7, .82 Xylene 18. .40 Methyl isoarnyl ketone 29, .60 Aliphatic hydrocarbon Shell Sol 340EC 25. .50 Anti-Terra U 7. .41 Wax dispersion MPA 60 3. .15 Bentone Bentonite Clay 34 1. .98 Methanol 0.66 Prepared non-aqueous dispersion 144. .50 previously Silicoalumium potassium-sodium 21.10 Silica-alumina pigment 95.50 Calcium carbonate 207.30 Zinc phosphate 121.30 Meta-silicate calcium ce 92.60 Titanium dioxide 84.90 Carbon black 1.58 Total 927.00 The grinding paste was prepared by passing the previous mixture through a lino sand until a Hegman fineness of 6.0-6.5 was reached.
The coating composition was prepared by mixing the ground pasta and the following ingredients to make Part 1 of the coating composition: Parts in Weight Ground pasta (prepared above) 927.00 Non-aqueous dispersion prepared 44.60 above Dibutyl tin diacetate, 2% at 1.41 xi leno Flow additive BYK 320 4.18 Acetic acid 0.85 Propylene Glycol Methyl Ether 6.43 Ether methyl li-propylene glycol co-acetate 23.40 Total 1007.10 Part 2 of the coating composition was prepared by mixing the following ingredients: Parts in Weight Polyisocyanate Tolonate HDT-LV 97. . 60 Butyl acetate 1. . 7 0 Methyl isoamyl ketone 9. . 8 8 Methyl amyl ketone 20.00 Aliphatic hydrocarbon Shell Sol 340EC 58.50 Acetone 35.90 p-chlorobenzotri fluoride Oxsol-100 61.00 Total 284.60 The coating composition was prepared by adding 80.7 grams of Part 2 to 285.7 grams of Part 1 and mixing. The coating composition had the following viscosities: Time (min.) Zahn No. 2 (sec.) Cone Plate ICI (cp) 0 18.9 53 30 22.5 60 60 26.3 72 The spray application of the composition resulted in a smooth coating that dried at ambient temperature conditions and was wet-sandable within 30 minutes of application. The coating composition also had excellent adhesion to an automotive OEM electrocoat coating, sanding and a commercial OEM automotive topcoat. The coating had the following hardness after curing: Time (hour; Perso hardness: 0.5 53 2.0 80 20.0 114 It is noted that in relation to this date, the best method known by the applicant to carry out the aforementioned invention, is the conventional one for the manufacture of the objects to which it refers.
Having described the invention as above, property is claimed as contained in the following:

Claims (14)

1. A coating composition, characterized in that it comprises approximately 40-90% by weight of film-forming binder and 10-60% by weight of an organic liquid carrier; wherein the binder comprises about a) 50-90% by weight, based on the weight of the binder, of a dispersed acrylic polymer consisting essentially of i) a core comprising imitated, ethylenically unsaturated monomers, which are not soluble in the organic liquid carrier and having amine functional group and chemically grafted thereto ii) stabilizing, substantially linear polymeric components, which are soluble in the organic liquid carrier comprising polymerized ethylenically unsaturated monomers, and having an average molecular weight by weight of approximately 1,000 to 20,000, determined by GPC (gel permeation chromatography) using polystyrene co or the standard; wherein the core monomers and stabilizing polymeric components are individually selected from the group consisting of alkyl (meth) acrylates, wherein the alkyl groups have 1 to 12 carbon atoms, hydroxyal (meth) acrylate, wherein the alkyl groups have 1 to 4 carbon atoms, styrene, alkylstyrene, vinyltoluene, acrylonitrile, glycidyl (meth) acrylic acid, isobornyl (meth) acrylate, alpha-beta-ethylenically unsaturated monocarboxylic acids and any mixtures thereof and the The core contains from 5 to 40% by weight of polymerized ethylenically unsaturated glycidyl (meth) acrylic monomers which are reacted with a primary amine or ketimine, forming the amine functional group components which are capable of reacting with the amine. component (b); and b) 10 to 50% by weight, based on that of the binder, of an organic polyisocyanate crosslinking agent.
2 . The coating composition according to claim 1, characterized in that the dispersed acrylic polymer comprises 30 to 70% by weight of the core and 70-30% of linear stabilizing polymer components.
3. The coating composition according to the rei indication 1, characterized in that the linear, stabilizing polymeric components are polymerized in the core by means of a simple terminal point of the ethylenic unsaturation of the polymeric component.
4. The coating composition according to claim 2, characterized in that the core comprises about 5 to 30% by weight of glycidyl polyester (meth) acrylate which is reacted with a primary amine or a ketimine.
5. The coating composition according to claim 4, characterized in that the glycidyl (meth) acrylate is reacted with an alkanolamine or diketimine.
6. The coating composition according to claim 3, characterized in that the stabilizer is the polymerization product of the monomers of necrylic acid and monomers selected from the group consisting of styrene, alkyl (meth) acrylate, hydroxyalkyl (meth) acrylate. , (meth) acrylic acid, and wherein the carboxyl group of (meth) acrylic acid is reacted with the glycidyl group of the glycidyl (meth) acrylate monomer to form a stabilizer having polymerizable ethylenically unsaturated groups.
7. The coating composition according to Claim 6, characterized in that the dispersed acrylic polymer is the polymerization product of the stabilizer, (meth) acrylic acid and monomers selected from the group consisting of styrene, alkyl (meth) acrylate and (meth) acrylate glycidyl and hydroxyalkyl (meth) acrylate, and wherein the resulting polymer is reacted with a primary amine or a protein.
8. The coating composition according to claims 6 and 7, characterized in that the stabilizer is the polymerization product of the styrene monomers, buyl methacrylate, hydroxyethyl acrylate, isobornyl acrylate, methacrylic acid, wherein the acid is reacted with glycidyl methacrylate to form chains of linear, polymeric stabilizing components, each having at least one ethylenically unsaturated group and the The stabilizer is polymerized with styrene nuclear monomers, hydroxyethyl acrylate IO, methacrylate and methyl, glycidyl methacrylate, methyl acrylate and methacrylic acid and subsequently reacted with an alkanolamine or dicetinine.
9. the coating composition according to claim 1, characterized in that it contains pigment in a pigment-to-binder ratio of 0.1 / 100 to 200/100.
10. The coating composition according to claim 1, characterized in that the polyisocyanate crosslinking agent is an aliphatic diisocyanate, an aromatic diisocyanate, a cycloaliphatic diisocyanate, a tri functional isocyanate, an isocyanate acyluct of a polyol and a diisocyanate. 5 ^
11. A substrate coated with a cured, dry layer of the coating composition according to claim 1.
12. A coating composition, characterized in that it comprises approximately 40-90% by weight of the film-forming binder and 10-60% by weight of an organic liquid carrier; wherein the binder comprises approximately: a) 50-90% by weight, based on the weight of the binder, of a dispersed acrylic polymer consisting essentially of i) a core comprising polymerized, ethylenically unsaturated monomers, which are not soluble in the organic liquid carrier and having amine functional group and having chemically grafted thereto ii) substantially linear stabilizing polymeric components, which are soluble in the organic liquid carrier comprising polymerized and ethylenically unsaturated polymer monomers, and having an average molecular weight by weight of approximately 1,000 to 20,000, determined by GPC (gel permeation chromatography) using polystyrene as the standard; wherein the core monomers and polymeric stabilizing components are indi-idually selected from the group consisting of alkyl (meth) acrylates, wherein the alkyl groups have 1 to 12 carbon atoms, hydroxyalkyl (meth) acrylate, where the alkyl groups have 1 to 4 carbon atoms, styrene, alkylstyrene, vinyltoluene, acrylonitrile, glycidyl (meth) acrylate, isobornyl (meth) acrylate, alpha-beta-ethylenically unsaturated monocarboxylic acids and any mixtures of the and the core contains 5 to 40% by weight of monomers of! I t) ethylenically unsaturated alkylaminoalkyl, imitated polymers, which provide the amine functional group components which are capable of reacting with the component (b); b) 10 to 50% by weight, based on the weight of the binder, of an organic polyisocyanate crosslinking agent.
13. The coating composition according to claim 12, characterized in that the alkylaminoalkyl (meth) acrylate is t-butylaminoetyl methacrylate.
14. The coating composition according to claim 12, characterized in that the linear stabilizing polymer components are polymerized in the core via a simple terminal point of ethylenic unsaturation of the polimetic component. SUMMARY OF THE INVENTION A coating composition containing about 40-90% in weight of film-forming binder and 10-60% by weight of an organic liquid carrier is described; wherein the binder contains approximately a) 50-90% by weight, based on the weight of the binder, of a dispersed acrylic polymer consisting essentially of i) a core of polymerized monomers, preferably saturated, gelled, which are not soluble in the organic liquid carrier and which have amine functional groups and which have chemically grafted thereto ii) stabilizing polymer components, substantially linear, which are soluble in the organic liquid carrier and which comprise polyetherised, ethylenically unsaturated monomers, and having a weight average molecular weight of from about 1,000 to 20,000, determined by GPC (gel permeation chromatography) using polystyrene as the standard; wherein the core monomers and polymeric stabilizing components are individually selected from the group consisting of alkyl (meth) acrylates, wherein the alkyl groups have 1 to 12 carbon atoms, hydroxyalkyl (meth) acrylate, wherein the alkyl groups have 1 to 4 carbon atoms, styrene, alkylstyrene, vinyltoluene, acrylonitrile, glycidyl (meth) acrylate, isobornyl (meth) acrylate, alpha-beta-ethically unsaturated monocarboxylic acids and any mixtures thereof and the core contains about 5 to 40% by weight of polymerized ethylenically unsaturated glycidyl (meth) acrylate monomers , which are reacted with a primary amine or a ketimine, forming the amine functional group components that are capable of reacting with the component (b); and b) 10 to 50% by weight, based on the weight of the binder, of an organic polyisocyanate crosslinking agent.
MXPA/A/1998/009059A 1997-11-03 1998-10-30 Composition of coating containing a dispersed polymer with a functional amina group and an isocian curing agent MXPA98009059A (en)

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