MXPA96004595A - Curable composition for coating - Google Patents

Abstract

The present invention relates to a curable coating composition which comprises: (A) a carbamate or urea functional compound which is the product of the reaction of a mixture comprising: (1) a compound comprising a carbamate group or urea or a group that can be converted into carbamate or urea, and a hydroxyl functional group, (2) a compound comprising inorganic functional groups that react with hydroxyl groups on a plurality of compound (A) (1) molecules, but which do not react with the carbamate or urea groups in the compound (A) (1), (B) a compound comprising a plurality of groups that react with carbamate or ur

Description

CURABLE COMPOSITION FOR COATINGS FIELD OF THE INVENTION The present invention relates to curable coating compositions, especially to curable compositions employing a carbamate or urea functional compound as one of the components of the composition, BACKGROUND OF THE INVENTION Coating compositions curable as for example, thermal hardening reversals are widely used in the coatings technique. They are frequently used for the upper layers in the industry of automotive and industrial coatings. Coatings of colored plus clearcoat composites are especially useful as topcoats where gloss, depth of color, image sharpness or exceptional special metallic effects are desired. The automotive industry has widely used these coatings for automotive body panels. Composite coatings of color plus clear coat, however, require an extremely high degree of clarity in the transparent layer to achieve the desired visual effect. High gloss coatings also require a low degree of visual aberrations on the surface of the coating to achieve the desired visual effect as well as high image sharpness < DQI).

Such coatings are especially susceptible to a phenomenon known as environmental corrosion. Environmental corrosion manifests as points or marks in and on the finish of the coating that frequently can not be enclosed. Compositions of curable coatings based on curable components having carbamate or urea functionality have been proposed and described in the art to provide coatings resistant to environmental corrosion, for example in U.S. Patent No. 5,356,069 and WO 94/10211. In addition to resistance to environmental corrosion, several other characteristics may be desirable. For example, it may be desirable to provide a coating that has a high degree of flexibility. This can be especially beneficial if the substrate in which the coating is placed is flexible in itself, as is the case with. plastic, leather, or textile substrates. It is also desired to reduce the amount of solvent required in the coating compositions to reduce the volatile organic content (VOC), which is better for the environment. Finally, it is desired to roll a variety of components with carbamata or urea functionality to provide reverse with a good combination of properties such as durability, hardness, and resistance to scratching, shock, solvents, and acids. SUMMARY OF THE INVENTION In accordance with the present invention, there is provided a coating composition comprising: (A) a carbamate or urea functional compound that is the product of the reaction of a mixture comprising (1) a compound comprising a group carbamate or urea or a group that can be converted into carbamate or urea, and a hydroxylated functional group. (2) a compound comprising inorganic functional groups that are reactive with hydroxy groups in a plurality dt? Compound molecules A) d -, but not reacting with the carbamate or urea groups in the compound I) i), < B) a curing agent comprising a plurality of groups that react with the functional groups in the compound (A). The present invention provides coatings having a good combination of properties such as durability, durability and strength. grated, to the lpea, to the solvents:;, and to the ai o. The coating compositions in accordance with the present invention can also provide low VOC levels, and can be used to prepare coatings having good flexibility for use on flexible substrates. DESCRIPTION OF THE PREFERRED MODALITIES According to the present invention, the compound (A) (1) has a carbamate or urea group (or a group that can be converted into carbamate or urea) and a hydroxy group reacts with a compound ( A) <2) which comprises functional inorganic groups which are reactive with hydroxyl groups on a plurality of molecules of the compound (A) (lv> but which do not react with the carbamate or urea groups on the CA compound) (1). The reaction of only (A) ll) with (A) 2 2) will result in a compound having the residues of two compounds (A) ll) linked together by a residue of compound (A) 2 2). The inclusion of a polio] in the reaction mixture, with the appropriate s of the amount of < A) 2) can result in an understood compound, as is known in the art, terminated with a compound IA)). Useful diols include 1,6-hexand? Ol, 2-et 11-1, 3-he? And? ol, neopylene glycol, cyclohexan-1, imethylene, bisphenol A, palletal polyester such as, for example, Pluroni polyols (mr) marketed by BASF Corporation, 1, -he; n 10I, and similar. Folioles useful in high function include propane tpmeti 1, pentaer i tr i tol, acrylic poly s, and the like. Diols that have a rarbamate group or a pendant group are useful. The diols having a pendant carbamate group can be formed by ring openings of a hydrocarbyl cyclic carbamate substituted with ammonia or a primary amine using known techniques. The dials having a pendant carbamate group can be formed by the ring opening of a hydroxyalkyl-substituted 1-oxazolidone with ammonia or a primary amine using known techniques. Various compounds can be used as the compound (A) 1) having a carbamate group or a urea group or a group which can be converted to carbamate or urea) and a hydroxide group. The carbamates groups can generally be characterized by the formula OR II -0-C-NHR where R is H or alkyl, preferably 1 to 4 carbon atoms. Preferably, R is H or methyl, and with greater degree of preference, R is H. Urea groups can generally be characterized by the formula I '-NR'-C-HR' where R 'and P "each independently represent H or alkyl, preferably 1 to 4 carbon atoms, or P' and P" may together form a heterocyclic ring structure. ico (eg, where R 'and R "form a bridged et bridge.) Compounds having a carbamate group or a urea group (or group that can be converted to carbamate- or urea) and a hydroxyl group are known in the art. and they are commercially available, these include, for example, hydroxyalkyl carbamates (for example, hydroxypropyl carbamate, or carbamate hydrochloride), hydroxyureas (for example, hydrox let, and carbonates). It can be converted into carbamate by opening the ring of the cyclic carbonate with ammonia or a primary amine according to that described to Another group of compounds having a carbamate or urea group (or group that can be converted into carbamate or urea) and a hydroxy group are compounds formed by the reaction of a lactone or a hydroxylic acid with a compound having an active hydrogen group capable of opening the anille. of lactone (for example, hydróvil, primary amine, acid) or that can be subjected to a condensation reaction on the acidic group of hydrocarbon acid, and a carbamate or urea group or a group It can be converted into carbamate or urea. When a compound having an active hydrogen group and a group that can be converted to carbamate or urea is used to open the lactone ring, the conversion of the group to a carbamate or urea can be achieved during or after the ring opening reaction. . Compounds having a carbamate group or a urea group and an active hydrogen group are known in the art. The hydroxypropyl carbamate is hydroxyeti let and lenure, for example, also known and are commercially available. US Pat. No. 2,842,523 describes aminoca bamates. Hydro-molyds can also be prepared by the reaction of an axazolid with ammonia either with a primary amine or by the reaction of ethylene oxide with ammonia to form an ammoalcohol and then by reacting the amino group of this compound or any other amino alcohol with acid hydrochloric, then urea to form a hydroxyurea. Inoureas can be prepared, for example, by the reaction of a ketone with a day having an amine group protected from the reaction (for example by stannic obstruction), followed by the reaction with HNCO i.e. the product of the thermal urea desr-omposic), and then gtia. Finally, these compounds can be prepared by the start of a compound having an active hydrogen and a group which can be converted into carbamate or urea according to what is described below, and then by converting this group to carbamate or Urea before the start of the lactone ring opening reaction. Groups which can be converted to carbamate include cyclic carbonate groups, epoxy groups, and unsaturated bonds. The cyclic carbonate groups can be converted to carbamate groups by the reaction with ammonia or a primary amine, which opens the cyclic carbonate ring to form a β-hαdnaxα carbamate. Episodic groups can be converted to carbamate groups by first converting to a cyclic carbonate group by reaction with C02. This can be achieved at any pressure converted between atmospheric pressure to super critical p0ions of C02, but is preferred at high pressure eg, 3.51 t-g / cm? - 10.54 i-g / cm2). The temperature for this reaction is preferably 60 to 150 ° C. Useful t i l ers in lish the lime to i i ers that activate an oxirane ring, for example, a tertiary amine or quaternary salts (for example, tertiary bromide and onium), combines ions of organotin halides or ple is and hilides of a 1 qui 1 phosphoni or (for example, CH 3) 3 Sn , Bu4SnI, Bu4PI, and INCH3 PI), potassium salts (eg, t2CÜ3, II), preferably in combination with crown ethers, tin octoate, calcium octoate, and the like. The cyclic carbonate group can then be converted into a carbamate group in accordance with that described above. Any unsaturated bond can be converted into carbamate groups first by reaction with peroxide to convert it to an epoxide group, then with C02 to obtain a cyclic carbonate, and then with ammonia or a primary amine to form the carbamate. Other groups, such as hydrolide groups or isocyanate groups can also be converted to carbamate groups. However, if such groups were present in the compound and were later converted into carbamate after the lactation ring opening reaction, they would have to be blocked so that they would not react with the lactone or the active hydrogen groups involved in the reaction. the lactone ring opening reaction. When blockage of these groups is not feasible, the conversion to canadate or ursa should terminate before the opening reaction of the lactone ring. The gr? P r. The hydrocarbons can be converted into carbamate groups by an onoisocyan reaction (eg, methyl isomer) to form a secondary carbamate or cyanic acid group (which can be formed in situ by thermal decomposition). >; li s urea) to form a primary carbamate group ie, unsubstituted carbamates).

This reaction occurs preferably in the presence of a catalyst as is known in the art. A hydrophilic group can also react with phosgene and then ammonia to form a compound having primary carbamate group (s), or by reaction of a hydroxyl with phosgene and then a primary amine to form a compound having secondary carbamate groups. Another approach is by the reaction of an isocyanate with a compound with, for example, carbamate of hydrocarbon to form an isocyanate derivative with a carbamate crown. For example, a group of isocyanate in toluene diisocyanate can react with carbamate hydropropyl, then follow with the reaction of the other isocyanate group with an excess of polyol to form a carbamate hydroxide. Finally, the carbamates can be prepared by a phosphoretic approach where the hydroxyl group reacts with an alkyl carbamate (eg, methyl carbamate, ethyl carbamate, butyl carbamate) to form a compound having one group primary carbamate. This reaction is carried out under heat, preferably in the presence of a catalyst such as for example an organometallic catalyst (for example, dilaurate i? Di but i 111 na). Other techniques for preparing carbamates are also known in the art and are described, for example, in P. Ada s. ? F.

Baron, "Esters of Carbam c Acid", Chemical Review, v. 65, 1965. Groups such as oxazole and dona can also be converted to urea after the lactone ring opening reaction. For example, the ideal oxazole of hydraxiet can be used to initiate the lactone ring opening reaction, followed by the reaction of ammonia or a primary amine with the oxazole idsna to generate the urea functional group. Other groups, such as for example amino groups or isocyanate groups can also be converted into urea groups. However, if such groups were present in the compound and then converted to urea after the lactone ring opening reaction, they should be blocked to avoid their reaction with the lactone or with the active hydrogen groups involved in the opening reaction. lactone ring. When blockage of these groups is not feasible, the conversion to carbamate or urea should have been completed before? the lactone ring opening reaction. Amino groups can be converted to urea groups by reaction with a monoisor to (for example, isocyanate mei) or to form a secondary group or with sciatic acid (which can be formed in situ by thermal decomposition of urea) to form a primary urea group. This reaction occurs preferably in the presence of a catalyst as is known in the art. An amino group can also react with phosgene and then with ammonia to form a group having a primary urea group (s). 0 by reaction of an amine group with phosgene and then with a primary amine to form a compound having secondary urea groups. Another approach is to react an isocyanate with a hydrourea compound to form an isocyanate derivative with urea crown. For example, an isocyanate group in toluene diisocyanate can react with hydroxyethyl and i lenune, followed by the addition of the other isocyanate group with an excess of paliol to form a hydrocarbon. A preferred class of compounds having an active hydrogen group and a group that can be converted to carbamate is cyclic hydroalkyl carbonates. The hydroxyalkyl cyclic carbonates may be prepared by various approaches. Certain cyclic carbonates of hydroxyl ion such as 3-hydroxypropyl carbonate or (i.e., glycerol carbonate) are commercially available. Icylic carbonate compounds can be synthesized by several different approaches. One approach involves the reaction of a compound that is an epn group., C02 ba or conditions and with catalysts indicated above. The epoxides can also react with ß-but inolactone in the presence of such catalysts. The other approach, a glycol as exemplified by glycerin, is to react at temperatures of at least 80 ° C with diethylcarbonate in the presence of a catalyst (carbonate and potassium) to form a hydroxyalkyl carbonate. Alternately, a functional compound containing a chelate of a 1,2-diol having the structure it can be opened in the ring with water, preferably with a small amount of acid, to form a 1,2-glycol, which is then further reacted with diethyl carbonate to form the cyclic carbonate. Cyclic carbonates typically have 5-6 membered rings, as is known in the art. 5-membered rings are preferred because of their ease of synthesis and their commercially available strength. 6-membered rings can be synthesized by reacting phosgene with 1, 3-pnopadiol under conditions known in the art for the fancy of cyclic carbonates. The preferred hydroalkyl cyclic carbonates employed in practice can be represented by the formula: where R (or each step of R if n is not supenion to 1) is a hydroxyalkyl group of 1 to 18 carbon atoms, preferably 1 to 6 carbon atoms, and with a greater degree of preference of 1 to 3 carbon atoms. carbon, which can be linear or branched and can have sust i. In addition to the hydroxyl (which in itself can be primary, secondary, or tencianios), and n is 1 or 2, which can be substituted for 1 or its subjects as examples, for example, blocked aminanes, or non-saturated gnups. With higher degree of pnefenence, R is - CmH2m0H where the hydroxyl can be pnimanio at secundanium and is 8, and even with higher pnefenence, R is - (CH2) p-OH where the hydroxyl is primary and p is 1 to 2. Lactones that can be opened in the ring by an active hydrogen are well known in the art. They include, for example, episyl-capralactone, gamma-caprolactone, beta-butyl-rolactone, beta-propiolactone, gamma-but i rolacton, fa-met i 1-gamma-but i rolac ona, bet-me i 1- gamma-but irolactone, gamma-valerolacton, ta-valerolactone, gamma-nonanoicolactone, gamma-octanoicolacton, and pentolactone. In a preferred embodiment, the lactone is episyl-caprolactone. Lactones useful in the practice of the invention can also be characterized by the formula: where n is a positive integer from 1 to 7 and R is one or more H atoms, or substituted or unsubstituted alkyl groups of 1-7 carbon atoms. The lactone ring opening reaction is typically performed under elevated temperature (eg, 80 to 150 * C). The reagents are usually liquid in such a way that a solvent is not required. However, a solvent can be useful if the conditions are good, even if the reagents are liquid. Any non-reactive solvent can be employed, including polar and non-polar organic solvents. Examples of useful solvents include toluene, xylene, methyl ethyl ketone, methyl isobutyl ketone, and the like. Preferably a catalyst is found. Useful catalysts include protonic acids (eg, octanoic acid, Amberlyst (mn) 15 (Rohm Z > Haas)), and tin catalysts (for example tin octane). Alternatively, the reaction can be initiated by the formation of a sodium salt of the hydroxyl group in the molecules to react with the lactate ring. The opening reaction of the lactone ring provides a chain reaction of the molecule if sufficient amounts of lactone are present. The relative amounts of the carbamate or urea compound and the lactone can be varied to control the degree of chain extension. The opening of the lactone chain with a hydroxyl group: the amine results in the formation of an ester or an amide and an OH group. The OH group can then react with another available lactone ring, which consequently results in chain extension, the reaction being controlled in this way by the lactone supply in relation to the amount of the active hydrogen initiator compound. In the practice of the present invention, the ratio between lactone equivalents and active hydrogen group equivalents is preferably from 0.1: 1 to 10: 1, and most preferably 1: 1 to 5sl. When the lactone is opened with an acid, the resulting compound has an acidic group which can then be converted to a hydroxyl group by well known techniques such as by reaction with M 1 or ethylene. A c? puriátu iA) íl) having a hydrophilic active hydrogen group can also react with a hydroxy acid; icarbox í] i cc >; to form the functional compound carbamate or urea (A). Useful hydroxycarboxylic acids include dimeric hydroxycarboxylic acid, hydroxysteatric acid, tartaric acid, lactic acid, 2-hydroxy let i-benzoic acid, and n- (2-h -dnox-let-1-y) acid and lactic acid amine. The reaction can be carried out under typical transesophenation conditions, for example, under temperature, ranging from room temperature to 15 [deg.] C. with transesteri fi cation catalysts, for example, calcium octoate, metal hydroxides, and the like. example, I OH), metals of groups I or Jl (for example, Na, L?) m metal carbonates (for example, 2CQ3) which can be 'improved for use in combination with crown esters, metal oxides for example , rhodium oxide i 1 t ma), at or: - metal acids (eg, NaOCH3, AL 5 (0C3H7) 3), metal esters (eg, oat or tin), calcium octoate, or protic acids (eg Example, H2S04), MgCo3, or Ph4SbI The reaction can also be carried out at room temperature with a polymer supported catalyst, for example Amberl yst-15 (r)) (Rohm / Haas) 'conformed to what was discovered by P. An nd, Sypther ir. Communictions, 24 (195, 2743-47 (1994) •, whose presentation is incorporated ior ferenci.The reaction of the compound (A) íl with the component (A) C "* (and le 'conversion .1 ..] group or of the groups which: -> ortho compatible in the arbamate or urea) will itself be borne by a compound having the residues of 2 compounds (A) (1) joined together by a residue of the compound (A) 2). The inclusion of a pt.l ol of the reaction mixture, with appropriate adjustment of the amount of IA) (2) will result in an extended compound, as is known in the art, terminated with compound (A) M The equivalents of (A) (1) to (A) (2) must be adjusted ceamo is known in the corduroy technique to achieve the desired level of chain extension.Dieles may be preferred because they provide chain extension line], yet when polyols of higher functionality can be used if ramification is desired, virtually any dioxide or other polio can be employed, depending on the properties Examples of useful polyals can include i, -hexand? ol, 2-et i 1-1, 3 ~ hexand? ol, neapen and Igl icol, pclohe? an-1, 4-d? me ido], dysphenol A, polyether palladium as an example Pluronic palladium (r) marketed by BASF Corporation, 1, 2-hexanchol, and Similar. Useful folioles of higher performance include propane, propane, peniaep t r i tol, palioles a > _ríl? cps, and similar s. Useful compounds or for example (A) (2) include phosphorus such as for example P0Cl "or hexacloi ociclotri fosf -treno, sources of S02 such as S03 or S02C1, for example, or subjects based on whether or not for example siloxanes or silicones substituted or unsubstituted icos, or siloxanes or if loyal or unsubstituted wool, which can be described by the formula SiXmRn, where X is a group that reacts with protons such as halura, alkoxy, hydride , or acetate, R is a group that does not react with protons such as alkyl, silane, or if loxane, m = 2 ~ 4, and m + n = 4. Phosphazene or P0C13 can be used co or compound (A) (2) to react with (A) (1) In the typical reaction, an equivalent (based on the clone content) of the phosphorus reagent is dissolved in a dry ether solvent such as diethyl ether or tetrahydrofuran to form a solution of approximately 50 * / i. 1.5 equivalents of sodium hydroxide are added, followed by an equivalent of (A) (1) (or (A) (1) plus other compounds of hi drox i cart > amato or urea). The exothermic reaction of the muria at 3 was then proceeded at reflux temperature of the solvent, with the reaction temperature being controlled by the addition rate of compound (A) d). Then finish adding the co-pillar. (A) fl)? After the reaction is heated to reflux and maintained for 2-3 hours, the mixture is cooled and filtered to remove the chloride of hatred, and the sodium hydride without rejection. ponar, and the .sol ent is rí'mcivido b jo v-tc to. It is also possible to employ 'os-based ones as compounds (A) (?) Such compounds can be described by the third formula Si Pn, where X is a group that reacts with protons, such as a halide, aleoxy, hydride, or acetate, P is a group that does not react with protons, such as alkyl, silane, oxylane, m = 2-4, and m + n = -4. These compounds can react with (A) (1) in any dry atropic solvent (e.g., tetnahydnofuran) under conditions known in the art, which may depend on the nature of the X group. When X is a hydride, 3a neacc in starts preferentially with cooled reagents (e.g., 0 ° C) in an inert atmosphere using catalysts, for example tin catalysts, after finishing the addition of the materials, sec-methanol is added to react with any free remaining Si-H bond If X is a halide, the reaction is started preferably under inert atmosphere at room temperature. The mixture is then heated to reflux to drive the reaction to completion. HC1 is released as a by-product. If X is alkoxy, preference is given in the reaction to an inert and room temperature reaction which can be maintained throughout the reaction time. A molecular tamis can be used to absorb the by-product of alcohol formed. A slightly basic pH or á i or accelerate. reaction; however, it will also accelerate the formation of the S? -0-bonds. As for S02 sources, the S03 can react with the (A) (1) by bubbling S03 through the compound (A) (1) if it is found in liquid form or by dissolving (A) (1) in a solvent and then bubbling S03 through the solution. The reaction of S02C12 with (A) (1) can be supported by the prereaction of (A) (1) with Na or NaOR (where R is an organic radical-). The composition of the present invention is cured by a reaction of the functional compound carbamate or urea (A) with a component (B) which is a comp? Stc. having a plurality of functional groups which react with the carbamate or urea groups in component (A). Such reactive groups include active methylol or methylalkoxy groups in crosslinking agents at < "Inopiates" or in other compounds such as, for example, phenol adducts / form I in Ido, siloxane or silane groups, and anhydrous groups. Examples of compounds (B) include re ina of mine form of mine(including monomeric to polymeric melamine resin and partially or fully alkylated mei mine resin), urea resins for example methyl ureas! Use, for example, a ream of urea form Ideh ido, airo :: i ureas co or for example resins of ure =? b-tilated form of aldehyde), emulsions of ar p 1 amine n-methylol, emulsione--, isobnto: i met i 1 ac r J l ou na, pol ia nh idid (for example, nnhídpdo pol i su i i ni co), and if loxanes or silanes, for example, dimethyldimethoxy if 1 anus). Aminoplast resins, for example, resins of melamine aldehyde or reams of urea formaldehyde are especially preferred. Also preferred are aminsplast resins where one or more of the aminoni trogens is substituted by a carbamate group for use in a process with a curing temperature of less than .50ßC, as described in U.S. Patent No. 5,300,328. A solvent can readily be employed in the coating composition used in the practice of the present invention. The coating composition according to the present invention can be applied without solvent, especially if the degree of chain extension for the component (A) is imitated. However, in these cases, it is desirable to employ a solvent in the coating composition as well. This solvent must act as a solvent in relation to the functional compound carbamate or urea A) and also for the component (B). In this degree, according to the solubility characteristics of components i) and (B), the solvent can be any organic and / or water. In a preferred embodiment, the solvent is a polar organic solvent, with a higher degree of pherence, the solvent is a polar aliphatic solvent or a polar aromatic solvent, with an even higher degree of preference, the solvent is a ketone, ester, acetyl, aprotic amide, aprotic sulfoxide, or aprotic amine Examples of useful solvents include ethyl ethyl ketone, methyl isobutyl ketone, amyl acetate, ethyl acetate, ethyl acetate, monomethyl ether acetate of propylene glycol, silene, n-met i lpi rolona idana, or mixtures of aromatic hydrocarbons In another embodiment, the solvent may be water or a mixture of water with cosolvents The coating composition used in the practice of the invention it may include a catalyst for increasing the curing reaction, for example, when aminoplast compounds are used, especially hand melamines as the component (B), a catalyst may be used. strong acid to increase the reaction of c u will c On. Such catalysts are well known in the art and include, for example, phi or p-toluensuonic ion, d or d nor nor l f t l enel? Phonium, Phosphoric acid, Phosphonic acid phosphate, monobutyl maleate, butyl phosphate, hydroxy ester, and phosphate. Other catalysts which may be useful in the composition of the present invention include amino acids, inc salts, and tin salts. When a solvent can be present in the composition or coating in an amount of about 0.01 * /, by weight to about 99 * /, by weight, it is preferably present in an amount less than 35 * /, with greater degree of preference less than 25 * /. and with special degree of preference less than 157. The coating composition preferably has a VOC (VOC is defined herein as CQV according to ASTM D3960) less than 5 0.42 kg / 1, with a higher degree of? preference lower than 0.30 kg / 1, and with even higher grades preferably lower than 0.18 l g / 1. The coating compositions can be coated on? the articules by any of several techniques well \ c > known. These techniques include, by operation, spray coating, investment coating, roller coating, curtain coating and the like. In the case of automotive body panels, is it? prefers spray coating. A The advantage that can be achieved with the reverse compositions according to the present invention is that? It is easy to prepare high-quality immensities with flexibility. Accordingly, in a piefepd embodiment, the substrate on which the coating is applied is ? flexible ?, blunt for example plastic substrates, leather, e > you: useful. Any agent to ii canvas! employee, for example, surfactants, fillers, stabilizers, agents of h? med c ímient, agenip. of dispersion, promoters 5 adhesion, absolvedores of? UV rays, HALS, etc., can be incorporated into the coating composition. While the agents are well known in the prior art, the amount employed must be controlled to avoid adversely affecting the coating characteristics. In a preferred embodiment, the coating composition according to the present invention is preferably used in a high gloss coating and / or as a transparent coating of a colored composite coating plus a transparent coating. The high gloss coatings as used herein are coatings having a gloss of 20"(ASTM D523-89) or a DOI (ASTM E430-91) of at least 80. Et \ other preferred modalities, the compositions of The coating can be used to prepare high-gloss or glossy or high-gloss brick dye or resin in 3-ft. When the coating composition of the present invention is employed, a dye coating with pigment is used. High brightness, the pigment can be any organic or inorganic compound or color act material, filler, metallic or inorganic flake materials with, for example, aluminum flakes, and other mates. Of the one that knows the norm in the technical food, the pigment is usually the same as the first one in a 2-year 350 * /, based on the total weight (not including the solvent) of components A and B (ie, a P: B ratio of 0.02 to 3.5). When the coating composition according to the present invention is used as the transparent coating of a colored composite coating plus a transparent layer, the pigmented base coating composition can be any of several types well known in the art, and does not require detailed explanation here. Polymers known in the art to be useful in co-coating compositions include acrylics, vinyls, polyurethane, polycarbonates, poly esters, alkyls, and silesxanes. Preferred polymers include acrylics and polyurethanes. In a preferred embodiment of the invention, the coating composition of? The base also employs a functional acrylic polymer 1 carbamate. The basecoat polymers are preferably crosslinkable, and comprise p »r > Consequently, one or several types of functional groups are reticulated. Such groups include, for example, hydroxy, isocyanate, amine, epoxy, aeplate, vinyl, silane and acetoacet ato groups. Fetos groups can be masked or blocked in such a way that they are unblocked and available for the first, second, second or third stage of healing desired, and general to tempera The functional groups and the useful groups include ludroxy, epoxyl, acid, anhydride, silane and acetoacetate groups The preferred crosslinkable functional groups include hydroxy functional groups and amine functional groups. Base coatings may be self-reinforcing, they may well require a separate crosslinking agent that reacts with funcic groups of the polymer.When the polymer comprises hydroxy functional groups, for example the crosslinking agent may be a resin of aminoplasics, isocyanate and blocked isocyanates (including scsc i anuratos), and A. or else functional crosslinking of the anhydride), the reverse ion compositions described here They preferably have conditions for curing the coating layers. Although several methods of curing can be employed, thermal curing is preferred. In general], thermal curing is effected by means of the position of the coated article at high temperature, provided primarily by sources of heat or radiation, temperatures >They will cure will depend on the blocking groups par 1, i > ? Res employees in the age e challenge > in, however-they are generally located in the range of 93 ° C to 177 ° C, the composition of the d + gt; canformí d > i, or the same m ión ue that will also be cured at In the preferred embodiment, the curing temperature is preferably at 115 ° C and 15 ° C, and with a higher degree of preference. between 315"C and 138 ° C in the case of a blocked system catalyzed by acid. In the case of a non-blocked system catalyzed by acid, the curing temperature is preferably between? 82 ° C and 99 ° C. The healing time goes. Depending on the particular components used, and physical parameters such as "chrome layer thickness," however, typical serving times are indicated between 15 and 60 minutes, and preferably between 15 and 25 minutes. in the case of > if blocked subjects catalyzed by acid and between 10 and 20 minutes in the house of unblocked systems caita! Lifted by Acid. The invention is described separately in the following Preparation 1 at 171.3 parts by weight: dry amyl acetate was added 119 parts of carbamate of h i rox i and 0.09 parts of stannous octoate. The system was heated under an inert atmosphere at 60 ° C. 0 parts of Xl-9623, a yes laxa not of MeH slrlico D4 of Do »-? Corning set himself up for 40 minutes. During the addition of siloxane, the temperature is increased to 70 bp. One / added all the loxano, and d s u axis the ..Us-p nsí onón »JF? the evolution d > : -? l ga-- »hydrogen, a 3-rc i-ina lempe -tppa of 6 ° r for 1 hour sit • on 1, Example 1 A tincture mixture of 6.90 parts of preparation 1, 1.45 Parts of Resi ene (mr) 747 (a methoxylated melamine from Monsanto), and 0.05 parts of sulfonic acid dodecyl Ibenzene was applied to 8 mm on a glass substrate. The coated substrate was cured at 132 ° C for 30 minutes. The resulting soft film passed a test of 200 double rotations of Met i Let i Icetona without noticeable effect on the film. The invention has been described in detail with reference to the preferred embodiments thereof. It will be understood however that variations and mod. f i falls can be made within the spirit and scope of the invention.

Claims (22)

1. -OR
2. CLAIMS 1. A curable coating composition comprising: (A) a carbamate or urea functional compound which is the reaction product of a mixture comprising i) a compound comprising a carbamate or urea group or a group that can be converted to a carbamate or urea, and a group works with an idrox ilo. (2) a compound comprising inorganic functional groups that react with hydroxyl groups on a plurality of compound molecules (A) < 1), but reacting cesbated the carbamate or urea groups in the compound (A) (I), (B) a curing agent which comprises a plurality of groups that reacted to the functional groups in the compounds A). 2. A coating composition according to claim 1, wherein said compound (A) (1) is a hydrocarboxylic acid carbonate.
3. 3. A coating composition in accordance with the indication 1, where said e is put) A) i) is a substituted hydrocarbon cyclic carbonate.
4. 4. A composition of the coating according to claim 1, wherein said compound (A) (1) is the product of the reaction of (a) a compound comprising a carbamate or urea group or a group that can be converted to a carbamate or urea group, and an active hydrogen group, and (b) a lac: tana.
5. 5. A coating composition according to claim 1, wherein said compound (A) (2) is selected from the group consisting of P0C13, fo facena, S02, substituted or unsubstituted cyclic siloxanes or silanes. , to silaxanes or linear silanes substituted or not sus11 tui dcss.
6. 6. A coating composition according to claim 1, wherein said compound (A) is the product of the reaction of a me? Zc: that comprising (1) a compound comprising at least one group 5 r rbama oo urea or a group that can be converted into carbato or urea, and at least one hydroxy group, (3) a compound comprising inorganic functional groups that react with hydroxyl groups in a '(< plurality of compound molecules (A) fl), but which n »:? react with the carba-ata or urea groups in the compound (A) (1).
7. 7. A coating composition according to claim 6, wherein said pol lol includes a polyolefin compound. which has at least one carbamate group attached to it. 77
8. 8. A coating composition according to claim 6, wherein said compound (1) is a carbamate of h idro ia 1q? i 1st
9. 9. A coating composition according to claim 6, wherein said compound (1) is a hydraxyalkyl substituted cyclic carbonate.
10. 10. A coating composition according to claim 6, wherein said compound (1) is the prairiucta of the reaction of (a) a compound comprising a carbamate or urea group or a group that can be converted into a carbamate group cs urea, and an active hydr? cjencs group and (b) a lactone.
11. 11. A coating composition in accordance with the rei indication 1, wherein-1 the compound (b) is an aminopl asto.
12. 12. Lina composition ci coating according to claim 11, said aminoplast is a resin m í na.
13. 13. A coating composition according to claim 1, having a VOC less than 0.421-g /].
14. 14. A coating composition of conf > srm? with the re ject i nd 1, which has a VOC less than 0.30 lg / 1.
15. 15. A coating composition according to claim 1, having a VOC less than 0.18 kg / 1.
16. 16. A coating composition according to claim 1, which is a liquid and comprises less than 35 * by weight of non-reactive organizer solvent.
17. 17. A coating composition according to claim 16 which is a liquid and which comprises less than 25 * /. by weight of non-reactive organic solvent.
18. 18. A composition of coating according to claim 16 which is a liquid and comprises less than 15 * / * by weight of non-reactive organic solvent.
19. 19. A coating composition according to claim 1 which is a clear coating composition.
20. 20. A coating composition according to claim 1 further comprising a pigment.
21. 21. An article comprising a substrate carrying a cured coating derived from a conformal coating composition with claim 1.
22. 22. A confessing article with claim 21 wherein said substrate is a flexible substrate.