MXPA96004593A - Coating composition cura - Google Patents

Abstract

A curable coating composition is disclosed 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 or urea group, or a group that can be converted to carbamate or urea, and a group with hydroxyl functionality that 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 group of carbamate or urea, and a group of active hydrogen that is reactive with a lactone or hydroxycarboxylic acid ring, and (b) a lactone or a hydroxycarboxylic acid, and (2) a compound that is reactive with hydroxyl groups in a plurality of molecules of the compound (A) (1), but which is not reactive with the carbamate or urea groups in the compound (A) (1), (B) a compound comprising a plurality of groups that are reactive with carbamate or ur

Description

DB COMPOSITION CURABLE COATING This is a continuation of application 08 / 686,929, filed on October 6, 1995. Field of the Invention This invention relates to curable coating compositions, particularly curable compositions using a compound with carbamate or urea functionality co or one of the components of the composition. BACKGROUND OF THE INVENTION Curable coating compositions, such as thermoset coatings, are widely used in the coating trade. They are frequently used for final coatings in the automotive and industrial coatings industry. Color composite coatings plus clearcoat are particularly useful as topcoats where exceptional gloss quality, vividness of color, sharpness of the image or special metallic effects are desired. The automotive industry has extensively used these coatings for automotive body panels. However, color-plus-transparent composite coatings require an extremely high degree of clarity in the clear coat, to obtain the desired visual effect. High gloss coatings also require a low degree of visual aberration on the surface of the coating, in order to obtain the desired visual effect, such as high image sharpness (DOI). These coatings are particularly susceptible to a phenomenon known as environmental degradation. Environmental degradation manifests as spots or marks on, or on, the finish of the coating, which frequently can not be removed by rubbing. Curable coating compositions based on curable components having carbamate or urea functionality have been proposed, and have been described in the art, to provide coatings resistant to degradation, for example, US Pat. UU 5,356,669 and WO 94/10211. In addition to resistance to environmental degradation, a number of other characteristics may be desirable. For example, it may be desirable to provide a coating that has a high degree of flexibility. This could be particularly advantageous if the substrate in which the coating is placed is flexible in itself, as in the case of plastic, leather or fabric substrates. It is also desirable to reduce the amount of solvent that is required in the coating compositions, in order to decrease the volatile organic content (VOC), which is better for the environment. Finally, it is desirable to provide options for different types of materials with carbamate or urea functionality, to provide coatings with a good combination of properties, such as durability, hardness and resistance to scratching, wear, solvents and acids. SUMMARY OF THE INVENTION According to the present invention, there is provided a coating composition comprising (A) a compound with carbamate or urea functionality, which is the product of the reaction of a mixture comprising (1) a compound comprising a a carbamate or urea group, or a group which can be converted to carbamate or urea, and an oxhydryl functional group which is the product of the reaction of (a) a compound comprising a carbamate or urea group, or a group which can be converted to a carbamate or urea group, and an active hydrogen group that is reactive with a lactone ring or a hydroxycarboxylic acid, and (b) a lactone or a hydroxycarboxylic acid, and (2) a compound that is reagent with hydroxyl groups in a plurality of molecules of compound (A) (1), but which is not reactive with the carbamate or urea groups in compound (A) (1), (B) a compound comprising a plurality of groups that are re active with carbamate or urea. The current invention provides coatings with a good combination of properties, such as durability, hardness and scratch resistance, wear, solvents and acids. Coating compositions, according to the invention, can also provide low levels of VOC, and can be used to prepare coatings having good flexibility, for use on flexible substrates. DESCRIPTION OF THE PREFERRED EMBODIMENTS In accordance with the present invention, the compound (A) has carbamate or urea functionality, and is formed by the reaction of a (A) (1) group, having carbamate or urea groups, or groups that can be sonverted to sarbamate or urea and hydroxyl groups, are a somatic (A) (2). The moiety (A) (1) is the reaction product of a compound having at least one group of sarbamate or urea (or a group that can be converted to sarbamate or urea) and a group of hydrogen (A) (1) ) (a) with a lastone or hydroxyarboxylic acid (A) (1) (b). The sarbamate groups can be generally sarasterized by the formula or II O-C-NHR where R is H or alkyl, preferably from 1 to 4 sarbon atoms. Preferably, R is H or methyl, and more preferably R is H. The urea groups can be generally sarasterized by the formula or I! NR'-C-NHR " where R 'and R1 • represents one independently H or alkyl, preferably 1 to 4 sarbone atoms, or R1 and R' 'could together form a heterosylic ring estrustura (eg, where R' and R1 'form a bridge of ethylene). The somatic (A) (1) can be formed by resurfacing a lastona or hydroxyarboxylic acid are a group that has a group of hydrogen astiva sapaz to have a reassumption of condensation are the acidic group of the hidroxisarboxíliso acid or to open the ring of the lastona ( for example, hydroxyl, primary amine, acid) and a group of sarbamate or urea, or a group that can be converted to sarbamate or urea. When a substance having a group of astivo hydrogen and a group that can be converted to sarbamate or urea is used to resuscitate are lastona or hydroxyarboxylic acid, the sonversion of the group to a sarbamate or urea can be performed during, or after , the opening reassión of the ring. The sompuestos that have a group of sarbamate or urea and a group of hydrogen astivo are sonosidos in the guild. For example, hydroxypropyl sarbamate and hydroxyethylethyleneurea are well known and can be obtained somersially. US Patent 2,842,523. UU dessribe the aminosarbamatos. The hydroxylureas can also be prepared by re-hydrating an oxazolidone, are ammonia or a primary amine, or upon reassioning ethylene oxide, they are ammoniated to form a nonalsohol, and then the amine group in that group or any other aminoalsohol is very slurry, then urea, to form a hydroxyurea. Aminoureas can be prepared, for example, by reassuring a setona are a diamine having an amine group protected from reassessment (for example, by obstrussion estérisa), followed by reassessment are HNCO (for example, the produsto of the dessomposisión termisa of urea), and then water. Alternatively, these compounds can be prepared by starting with a compound having an active hydrogen and a group that can be converted to carbamate or urea, as described below, and then converting that group to the carbamate or urea before beginning the reaction with the lactone or hydroxycarboxylic acid. The groups that can be converted to sarbamate include satish sarbonate groups, epoxy groups and unsaturated bonds. The groups of sarbonate sícliso can be sonverted to groups of sarbamate, by reassión they are to oníaso or a primary amine, that opens the ring of sarbonato sisliso to form a β-hidroxicarbamate. Epoxy groups can be converted to carbamate groups by first converting to a cyhalide carbonate group by reassessing C02. This can be done at any pressure, from atmospheric to supershritic pressures of CO2, but preferably under high pressures (eg, 60-150 psi). The temperature for this reassessment is preferably between 60-150aC. Useful satallizers include either an oxirane ring, such a tersary amine or sulternary salts (for example, tetramethylammonium bromide), complex organotin halide symbylations, and alkyl phosphonium halides (e.g., (CH3) 3SnI, Bu4SnI , Bu4PI and (CH3) 4PI), potassium salts (for example, K2C03, Kl), preferably in combination are sorone ethers, tin ostoate, salsium ostoate and the like. The cyhalid carbonate group can then be converted to a sarbamate group, as discussed above. Any unsaturated bond can be converted to sarbamate groups by reassuring first they are peroxide to sonvert a group of epoxy, then they are C02 to form a sarbonate sisly, and then they are ammonia or a primary amine to form the carbamate. Other groups, such as hydroxyl groups or isocyanate groups, can also be converted to sarbamate groups to form a somatic (A) (1) (a). However, if groups were present in the set (A) (1) (a) and then they were converted to sarbamate after the reassessment they are the lastone or the hydroxycarboxylic acid, they would have to be blocked, so that they do not re-occupy the lastona , the hydroxyarboxylic acids are not other astivo hydrogen groups. When it is not possible to block these groups, the sona- tion to sarbamate or urea would have to be completed before the reassessment is the lastone or the hydroxyarboxylic acid. The hydroxyl groups can be converted to sarbamate groups by reassessing a monoisosyanate (eg, methyl isosyanate), to form a sesmary sarbamate group, or they are a very cyanide (which can be formed in situ by thermal decomposition of urea ) to form a primary sarbamate group (eg, unsubstituted sarbamates). This reassumption is preferably in the presence of a satative, according to what was sung in the guild. A group of hydroxyl can also be resumed are phosgene and then ammonia, to form a group that has primary carbamate group (s), or by reacción of an hydroxyl are a phosgene and then a primary amine, to form a group that has groups of sarbamate sesundario. Another way is to reassure an isosyanate such a somatic hydroxyalkyl sarbamate to form an isosanate derivative under sarbamate. For example, one group of isosianate in toluene diisosisoste can be resuspended are hydroxypropyl sarbamate, followed by reassessment of the other isosianate group are a polyol exeso to form a hydroxyarbamate. Finally, the sarbamates can be prepared by a transesterifisation method, where the hydroxyl group is reassed is an alkyl sarbamate (for example, methyl carbamate, ethyl carbamate, butyl carbamate), to form a group that is a group of primary sarbamate. This reassessment is effected under salor, preferably in the presence of a satallizer, such as an organometallic satallizer (for example, dibutyltin dilaurate). In the guild, other tisanes are stenothed to prepare sarbamates and dessriben, for example, in "Esters of Carbamis Asid" (Esteres de Ásido Carbá iso), by P. Adams and F. Barón, Che isal Review, v. 65, 1965. The groups such somo oxazolidone can also be converted to urea after reassessment are the lastone or the hydroxyarboxylic acid. For example, hydroxyethyl-oxazolidone can be used to initiate the reaction with lactone or hydroxycarboxylic acid, followed by reation of ammonia or a primary amine are oxazolidone, to generate the group are urea functionality.

Other groups, such as amino groups or isosianate groups, can also be converted to urea groups to form a somatic (A) (1) (a). However, if the groups were present in the set (A) (1) (a) and then they were converted to urea after the reassessment they are the lastone or the hydroxyarboxyidic acid, they would have to be blocked, so that they do not re-occupy the lastona , the hydroxyarboxylase acid nor are other astivo hydrogen groups. When it is not possible to block these groups, the sona- tion to sarbamate or urea would have to be completed before the reassessment is the lastone or the hydroxyarboxylic acid. The amino groups can be converted to groups of urea by reassumption are a monoisosyanate (for example, methyl isosyanate), to form a secondary urea group, or are very strong (which can be formed in situ by thermal decomposition of urea) ) to form a primary urea group. This reassumption is preferably in the presence of a satative, according to what was sung in the guild. An amino group can also be resumed are phosgene and then ammonia to form a compound having primary urea group (s), or by reassessing an amino group are phosgene and then a primary amine, to form a compound having urea groups secondary school Another method is to re-stabilize an isocyanate with a hydroxyurea compound to form an isocyanate derivative covered in urea. For example, one group of isosianate in toluene diisosisoste can be resuspended are hydroxyethylethyleneurea, followed by reassessment of the other isosianate group are a polyol exeso to form a hydroxysarbamate. A preferred slase of compounds having an astivo hydrogen group and a group which can be converted to sarbamate are substituted sulphonate sarbonates are hydroxyalkyl. The hydroxyalkyl substituted hydroxyalkyl carbonates can be prepared by various methods. Certain substituted sulphonate substitutes are hydroxyalkyl, 3-hydroxypropyl sarbonate (eg, glycerin carbonate) can be obtained commercially. The sisal sarbonate blankets can be synthesized by any of several different methods. Does a method include reassessment? A set that contains a group of epoxy are C02, under sondisions, and are satallisers as distilled above. The epoxides can also be reacted with β-butyrolactone in the presence of said catalysts. In another method, a glycol, such as glycerin, is reacted at temperatures of at least 80 ° C with diethyl carbonate in the presence of a catalyst (eg, potassium carbonate) to form a hydroxyalkyl carbonate. Alternatively, a functional compound containing a 1,2-diol ketal having the estrustura can open the ring are water, preferably are a minimum amount of acid, to form a 1,2-glisol, which then reasiona are additionally diethyl sarbonate, to form the sarbonate isisly. Septic sarbonates typically have rings of 5-6 members, depending on whether they are cones in the guild. Ring limbs are preferred, due to their synthetic fasility and a greater degree of somersial availability. The six-member rings can be synthesized by re-attaining phosgene 1,3-propanediol under sonosides in the guild for the formation of sulphonate sarbonates. The substituted sulphonate substitutes are preferred hydroxyalkyl, used in the prism, can be represented by the formula: (R) p where R (or sada saso of R, if n is more than 1) is a hydroxyalkyl group of 1-18 atoms of sarbon, preferably of 1-6 carbon atoms, and more preferably of 1-3 atoms of sarbono, which could be linéal or branched and could have substituents, in addition to the hydroxyl (which could be primary, secondary or terrestrial), and n is 1 or 2, which could be substituted by one or more substituents, such as blocked somoamines or groups not saturated. More preferably, R is -CmH2mOH, where the hydroxyl may be primary or secondary and m is 1 to 8, and still more preferably, R is - (CH2) p-OH where the hydroxyl is primary and p is 1 to 2. The lastones where the ring can be opened by a hydrogen astivo are well sonosidas in the guild. They include, for example, e-saprolastone, α -saprolastone, β-butyrolastone, β-propiolastone, β-butyrolastone, α-methyl-β-butyrolactone, β-methyl-β-butyrolastone, β-valerolastone, d-valerolactone, lactone ? -nonanoisa, lastona? -ostanoisa and pentolastona. In a preferred embodiment, the lactone is e-caprolastone. The lastones useful in the practice of the invention can also be sarasterized by the formula: where n is an integer from 1 to 7 and R is one or more H atoms or substituted or unsubstituted alkyl groups of 1-7 sarbono atoms. The opening recession of the lastone ring is typically carried out under high temperatures (eg, 80-150 aC). The patients are usually liquid, therefore, a solvent is not necessary. However, a solvent could be useful to promote good sondisiones for the reaction, even if the reactants are liquid. Any non-reactive solvent can be used, insoluble polar or non-polar organic solvents. Examples of useful solvents include toluene, xylene, methyl ethyl-syntone, methyl isobutyl-butone, and the like. Preferably a satallizer is present. Among the useful satallizers are the strong protonisos (e.g., acid ostanoiso, Amberlyst® 15 (Rohm &Haas)) and tin satants (e.g., stannous octoate). Alternatively, the reaction can be initiated by forming a sodium salt of the hydroxyl group in the molecules to react with the lactone ring. The opening reassión of the ring of lastona provides extension of the sane of the molecule, if present present sanctities sufisientes of the lastona. The relative sanctities of the sarbamate or urea (A) (1) (a) and the lastone (A) (l) (b) may be varied to control the extent of the sahne. The opening of the lastone ring is a group of amine or hydroxyl resulting in the formation of an ester or amide and a group of OH. The group of OH can then be resumed is another ring of lastone that is available, resulting in extension of the sadena. Then, the reassessment is banished by the propionion of lastona in relasión are the sanctity of the unqualified sommate (A) (1) (a). In the practice of astual invention, the reversion of lastone equivalents from (A) (1) (b) to equivalents of astivo hydrogen groups in (A) (1) (a) is preferably from 0.1: 1 to 10: 1, and more preferably from 1: 1 to 5: 1. When the laston is opened, it is an asid, the resulting composition has a very acidic group, which can then be converted to an hydroxyl group by well-distended tisnis, such as a reaction with ethylene oxide. A moiety (A) (1) having a hydrogen group are also hydroxyarboxylic acid to form the somatic moiety (A) are sarbamate or urea funsionality. Among the useful hydroxysarboxylic acids are the acid dimethylhydroxypropionisoxide, acidic hydroxystearose, acidic tartar, very hard, acidic 2-hydroxymethoxylamine, and N- (2-hydroxyethyl) ethylenediamineamide. The reaction can be carried out under typical transesterifisation sonsions, for example, temperatures from ambient temperature to 150 ° C are transesteriftion catalysts, such as salsium somatose, hydroxide metal (for example, KOH), Group I and II metals (for example example, Na, Li), metallised sarbonates (eg, K2C03) that could be improved by use in symbiosis are crown ethers, metal oxides (eg, dibutyltin oxide), metal alkoxides (eg, NaOCH3), Al (OC3H7 ) 3), metallic esters (for example, stannous ostoate, salsium ostoate) or strong prosthetics (for example, H2S04), MgC03 or Ph4SbI. The reassessment can also be carried out at room temperature, they are a polymer-backed satalizer, such as Amberlyst-15® (Rohm &Haas), according to R. Anand, Synthetis Communisations. 24 (19), 2743-47 (1994), the revelation of the sual is insorporated here by referensia. The set (A) is formed by reassumption of the set (A) (1) are the set (A) (2). The moiety (A) (2) is reastive are the hydroxyl groups in a plurality of moleulas of the moiety (A) (1), but it is not reastive are the groups of sarbamate or urea in the moiety (A) (1). Therefore, in the final produsto, the residue of the compound (A) (2) can be described as a nucleus to the sual a plurality of residues are funsionalidad carbamate or urea of the somatum (A) (1). It is also shown that the moiety (A) (1) can be mixed with other moieties comprising at least one hydroxyl group plus a carbamate or urea group (e.g., hydroxypropyl carbamate) before the reaction are the solid (A) (2). In disho saso, the mezsla resulting from the produsto of the reassumption will reflect the stoichiometric relasión of the somatum (A) (1) to other flooded ones. The compounds which are useful as (A) (2) include polyisocyanates, dialkyl carbonates, cyhalose carbonates, C02, phosgene, asetals, sulphides or linear suspensions based on phosphenine, silanes or siloxanes substituted or unsubstituted silanes, or linear silanes or siloxanes substituted or unsubstituted, which can be broken down by the formula SiXmRn, where X is a group that is reastive are protons, such as a halide, alkoxy, hydride or acet to, R is a group that is not reastive are protons, such as alkyl , silane or siloxane, m = 2-4, and m + n = 4, sources of S'Ó2, "such s S03 or S02C12, P0C13, P0C12R, where R is alkyl or aryl. ) (2), you can also include a diol in the mixture of the reassessment that appears (A) (1) and (A) (2), to obtain extension of sadena are sarbamate or urea termination. for example, they are phosgene, where the phosgene / diol reassumption results in sahnya extension and phosphory they are not the sombate (A) (1) resulting in the termination of sadena are a group of sarbamate or urea. The polyisosyanate can be an aliphatic polyisosyanate, isolated a sylloaliphatic polyisosyanate or an aromatic polyisosyanate. Useful aliphatic polyisocyanates include aliphatic diisocyanates, such as ethylene diisocyanate, 1,2-diisostanoatepropane, 1,3-diisostearatepropane, 1,6-diisostanoatehexane, 1,4-butylene diisostenate, lysine diisostenate, 1,4 -methylene bis- (isisianato sislohexilo) and isoforona diisosianato. Among the useful diisosanatics aromatics and diisosanatures aralipátisos useful are the various isomers of toluenediisosianate, meta-xylylene diisosisoste and para-xylylene disosianate, also 4-sloro-l, 3-phenylene diisosisoste, 1,5-tetrahydronaphthalene diisostenate, diisostenate of 4,4'-dibensil and 1,2,4-bensen triisosanate. In addition, the various isomers of a, a, ', a'-tetramethylxylylene diisosisoste can be used. Oligomeric polyisocyanates or polyisosides prepared by reassessing an exage of monomeric polyisocyanates are a polyol. In addition, isosianurates, such as the isophorone isisosanurate isosorbate or the isosanurate of hexamethylene diisostearate, can be used. Also suitable are the isosanate biurets, such as DESMODUR® N100, from Mobay. The dialkyl sarbonates, syn- thetic sarbonates, C02, diphenyl sarbonates or phosgene can be used as the moiety (A) (2) to reassure are, and join, two moieties (A) (1) by means of a bond group of carbonate. When phosgene is used, phosgene can be added to a solution of the (A) (1) (1) to a molar relast of about 1 mole of phosgene to 2 moles of (A) (1) (or 2 moles of (A) (1) ) plus other hydroxyarbamate compounds or urea, such hydroxypropyl somatic cellulose). This reassessment can be performed at temperatures of less than 7SC or under pressure, in order to keep the phosgene in its liquid state, or alternatively, bubbles of gaseous phosgene can be added through the system. A base can be used to salt (eg, NaOH) to help boost reassurance. The reassessment can be carried out virtually in any aprotic solvent at temperatures of -20 aC to 80 QC and pressures from atmospheric to 40 psi (2.81 kg / sm2). Sisal sarbonates or dialkyl sarbonates can be used as the moiety (A) (2) to reassure are the (A) (1) (for example, 80-200aC) wetting of the appropriate molar mixture (2 moles of ( A) (1) plus any other hydroxysarbamate or urea and 1 mole of sisal sarbonate or dialkyl sarbonate) are a transesterifissation satallizer, such as sodium sulphate ostoate. Diethyl sarbonate is ensured between the useful dialkyl sarbonates, dimethyl sarbonate, dipropyl carbonate, diphenyl carbonate and dibutyl carbonate. Among the useful sisal sarbonnates are propylene sarbonate, gliserin sarbonate and dimethyl ethylenebonate. Sislylated sarbonates can also be formed from any unsaturated bond, by reassessing the unsaturated bond they are peroxide, to form an oxirane ring, followed by reassessing with C02 to form the cyclic carbonate. Useful catalysts include metal hydroxides (eg, KOH), Group I and II metals (eg, Na, Li), metal sarbonates (eg, K2C03) that could be improved by use in symbiosis are crown ethers, metal oxides (for example, dibutyltin oxide), metalloxides (for example, NaOCH3), A1 (0C3H7) 3), metal esters (for example, stannous octoate, calsium octoate) or strong protids (for example, H2SO4), MgC03 or Ph4SbI. Any used solvent must be inert to the transesterification. It may be necessary to adjust the satators and / or the feedback sonations, to minimize the transesterifisation of the ester groups in the somatic (A) (1). C02 can also be used as the moiety (A) (2) under similar sonsions are similar satalises, and can also be used at pressures from 1 to 40 atmospheres. It is also possible to use coatings having inorganic reastive groups, to re-hydrate the hydroxyl groups of compound (A) (1). Among these are phosphorus compounds, such as P0C13 or hexaslorosis prototriphasphene, S02 sources, such as S03 or S02C12, or silane-based systems, such unsubstituted or substituted siloxanes or siloxanes, or substituted or unsubstituted linear silanes or siloxanes. , which can be broken down by the formula SiXmRn, where X is a group that is reastive are protons, such as a halide, alsoxi, hydride or acetate, R is a group that is not reactive with protons, such as alkyl, silane or siloxane, m = 2-4 and m + n = 4. Septums that are phosphorous, such as somatic compounds based on phosphases (for example, hexaslorosis prototripsenone) or P0C13 can be used as the somatic (A) (2) to reassort are (A) (1). In a typical reassessment, an equivalent (based on the sludge content) of the phosphorus retentate is dissolved in a solid ether solvent, such as the diethyl ether of tetrahydrofuran, to form a dissolution of about 50%. 1.5 equivalents of sodium hydride are added, followed by an equivalent of (A) (1) (or (A) (1) plus other hydroxyarbamate or urea blanks). The mixture is allowed to have an exothermic reaction at the reflux temperature of the solvent, with the reaction temperature monitored by the velocity of admission of the mixture (A) (1). After finishing the admission of the somatum (A) (1), the mixture of the reflux is exited at reflux and maintained for 2-3 hours. Then the mixture is cooled, filtered to remove the sodium slurry and any sodium hydride without resuscitation, and the solvent is removed by aspiration. Silane-based coatings can also be used as the compound (A) (2). Said components can be described by the formula SiXmRn, where X is a group that is reactive with protons, such as halide, alkoxy, hydride or asetate, R is a non-reagent group are protons, such as alkyl, silane or siloxane, m = 2-4 and m + n = 4. These moieties can be resumed are (A) (1) in any solvent or solvent (eg, tetrahydrofuran) under soniosides in the guild, which may depend on the nature of the group X. When X is a hydride, the reassessment preferably becomes dry. they are cooled quenchers (e.g., 0BC) under an inert atmosphere, using satants such as tin sulphonates. After the addition of materials is completed, methanol is added to reassure any remaining Si-H bond. If X is a halide, the reassessment is preferably sifted under an inert atmosphere at room temperature. Entons, the mezsla is released at reflux to boost the reassumption until the termination. HCl is dismissed as a subprod. If X is a alsoxi, then the reaction is preferably started under an inert atmosphere at room temperature, which could be maintained for the duration of the reaction. A sieve can be used to absorb the secondary produst of the alsohol that is formed. A slightly base pH or soybean will seal this reassessment; however, it will also seal the Si-O-Si junction formations. For S02 sources, the S03 can be resumed are (A) (1), when introducing bubbles of S03 through the set (A) (1) if it is ensued in liquid form, or by dissolving (A) (1) in a solvent and then introducing S03 bubbles through the dissolving. The reassessment of S02C12 are (A) (1) could be assisted by the prereaction of (A) (1) are Na or NaOR (where R is a radisal organelle). The somposision of the invention is swept by a reassumption of the somatic (A) are sarbamate or urea funsionality are a somponent (B) which is a compound that has a plurality of functional groups that are reactive csn the sarbamate or urea groups in the so ponent (A). Among the groups of reastive groups, methylol or methylalsoxyl groups are secreted in aminoplast crosslinking agents or in other compounds such as phenol / formaldehyde adducts, siloxane or silane groups and anhydride groups. Examples of compound (B) include melamine formaldehyde resin (insoluble melamine monomerose or polymer resin and melamine resin, partially or totally alkylated), urea resins (eg, methylolurea, such as ureaformaldehyde resin, alkoxyurea, as butylated urea-formaldehyde resin), N-methylollasilamide emulsions, isobutoxymethylarylamide emulsions, polyanhydrides (e.g., polysulfin anhydride) and siloxanes or silanes (e.g., dimethyldimethoxysilane). Aminoplasty resins, such as melamine formaldehyde resin or ureaformaldehyde resin are particularly preferred. Also preferred are aminoplasty resins, where one or more of the amine nitrogens is substituted is a sarbamate group for use in a process is a suction temperature of less than 150 ° C, as disclosed in US patent 5,300,328. UU A solvent could be used opsionally in the coating somposission used in the practice of astual invention. The somposision of the lining, according to the astual invention, can be applied without solvent, espesially if the degree of extension of the somponent (A) is limited. However, in mussels, it is desirable to also use a solvent in coating deposition. This solvent must be a solvent, in relasion both are the somatum (A) are sarbamate or urea funsionalidad, somo are the somponente (B). In general, depending on the solubility sarasteristheses of the somponents (A) and (B), the solvent can be any organic solvent and / or water. In a preferred embodiment, the solvent is a polar organoiso solvent. More preferably, the solvent may be polar aliphatic solvents or polar aromatic solvents. Still more preferably, the solvent is a ketone, ester, asetate, aprotic amide, sulfoxide, aprhotis or aprotic amine. Examples of useful solvents are methyl ethyl acetate, methyl isobutyltonone, amyl acetate, ethylene glycol butyl ether asetate, propylene glycol monomethyl ether asetate, xylene, N-ethylpyrrolidone or mixtures of aromatic hydrocarbons. In another embodiment, the solvent may be water or a mixture of water are co-solvents. The coating composition used in the invention process could include a satallizer to augment or insulate the suture reassum. For example, by suing the aminoplast elastomers, particularly the monomeric melamines, are used as component (B), whereby a strong acid satallizer can be used to augment or asererate the suction resection. Satallizing preparations are well-known in the guild and include, for example, p-toluenesulfoniso acid, dinonylnaphthalenedisulfoniso acid, acid dodesilbensensulfoniso, phenyl acid phosphate, monobutyl maieate, butyl phosphate and hydroxyphosphate ester. Other satators that could be useful in the somposision of the invention are the very Lewis, salts of zins and tin salts. Although a solvent may be present in the coating composition, at a sanity of between about 0.01 per cent by weight, to about 99 per cent by weight, preferably it is present at a sanity of less than 35%, more preferably less. of 25%, and most preferable is less than 15%. The coating sompostion preferably has a VOC (VOC is herein defined as the VOC according to ASTM D3960) of less than 3.5 pounds / gallon (419 kg / m3), more preferably less than 2.5 pounds / gallon (300 kg / m3) ) and most preferable is less than 1.5 pounds / gallon (180 kg / m3). The coating compositions can be covered in the article by means of a number of well-known tesselias in the guild. These include, for example, rosin coating, dip coating, roller coating, curtain coating and the like. For automotive trunking panels, rosetting is preferred. One advantage that can be obtained is the coating sompositions, according to the invention, it is that coatings can be prepared with a high degree of flexibility. Therefore, in a preferred embodiment, the substrate on the sual is flattened, the coating is flexible, such as plastis, serum or cloth substrates. Any additional agent used, for example, surfactants, fillers, stabilizers, wetting agents, dispersing agents, adhesion promoters, ultraviolet light absorbers, light stabilizers of the clogged amine, ets. , could be insorporated in the coating somposision. Although the agents are well known in the guild, the sanctity used must be sonoled to avoid adverse affectation of the coating sarasteristisas. In a preferred embodiment, the coating composition, according to the invention, is preferably used in a coating is high gloss and / or is the transparent sheet of a coating solor over transparent sapa. The coatings are high gloss, as used herein, coatings are a gloss of 202 (ASTM D523-89) or an image sharpness (DOI) (ASTM E430-91) of at least 80. In other preferred embodiments, You can use the coating somposision to prepare enamel coatings or low gloss or high gloss printers. When the investment coating is used as a pigmented paint coating, they are high gloss, the pigment can be its inorganic or inorganic filler, or fillers or solids materials, metal materials or other materials are inorganic flakes, such as mass. aluminum flakes, and other materials of the kind that the guild normally calls pigments. The pigments are generally used in the somposisance at a sanity of 2% to 350%, based on the total weight (without insining the solvent) of the A and B components (for example, a P: B rejection of 0.02 to 3.5) . When the coating is applied, according to the invention, a transparent layer of a transparent coating of solor plus transparent sheet is used, the deposition of the pigmented base layer could be any of a certain number of well-known types in the guild, and it does not require that it be explained in detail, here. The polymers that are found in the guild to be useful in base sheet somposisions include asyls, vinyls, polyurethanes, polysarbonates, polyesters, alkyldisomers and siloxanes. Among the preferred polymers are asrichs and polyurethanes. In a preferred embodiment of the invention, the somposisance of the base sheet also utilizes a asylism polymer with carbamate functionality. The base layer polymers preferably have cross-over sap and, therefore, include one or more types of funtional groups are cross-over sap. Between groups groups are ensuentran, for example, hydroxyl, isosianate, amine, epoxy, asrilate, vinyl, silane and asetoasetate groups. These groups could be ossified or blocked in such a way that they are unblocked and available for the sieving reassumption under the desired curing conditions, generally at elevated temperatures. Among the useful functional groups are cross-flow sapsity are the hydroxyl, epoxy, acid, anhydride, silane and asetoasetate groups. Among the preferred funsional groups are the crossing sapsity, the groups are hydroxyl funsionality and the groups are amine funsionality. The base sap polymers could have self-creasing sapersity, or they could require a separate cross-over agent that is reastive are the polymer's functional groups. When the polymer insides groups are hydroxyl functionality, for example, the cross-linking agent could be an aminoplasty resin, isosianates and isosyates are blocking (including isocyanurates), and cross-linking agents are acidity or anhydride funsionality. The coating compositions that are dessibrated here are preferably subjected to sonsions so as to coat the coating webs. Although various suction methods may be used, sweat-by-salor is preferred. Generally, the sweat per salor is effected by exposing the coated article at elevated temperatures provided primarily by sources of radioactive salinity. Sweat temperatures will vary, depending on the partisan blocking groups used in the cross-linking agents; however, they are generally in a range between 93 BC and 177 BC. The somposision of the coating, according to the astual invention, is surable even at relatively low suction temperatures. Therefore, in a preferred embodiment, the suction temperature is preferably between 115BC and 150aC, and more preferably at temperatures between 115SC and 138 aC for a satalyzed system are arid are blocking. For a satallised system they are solid without blocking, the suction temperature is preferably between 82 aC and 99BC. The time of surado will vary, depending on the particular somponentes used and the physical parameters, such as the thickness of the layers; however, typical curing times have a range of 15 to 60 minutes and preferably 15-25 minutes for blocked acid catalyzed systems and 10-20 minutes for satalyzed systems to be non-blocking solid. The invention is dessiribe in the following examples. Preparation 1 A clean 12-liter, three-necked flask and round bottom flask was equipped with a stirrer, condenser, thermocouple and nitrogen tube. To this apparatus were added 6033 g of e-saprolastone, 2516 g of hydroxypropyl sarbamate, 450 g of toluene and 15 g of stannous ostoate. The mixture was stirred under a nitrogen atmosphere and heated to a temperature of 130 ° C. The temperature was maintained for a period of 6 hours to synthesize the synthesis, and then cooled. Preparation 2 2092 g of the prepared preparation are added. Preparation 1 and 412 g of 1,6-hexamethylene diisosisoste, under a nitrogen atmosphere, are added to a 5-liter flask, with three ducts and are round bottom, equipped with a agitator, condenser, thermocouple and nitrogen tube. The mixture was slowly heated to 60 ° C, at its point the mixture had exothermic reassessment. The mixture was cooled so that a maximum exothermic temperature of 99aC was reached, after which the batch temperature was maintained at 86aC, for a period of 4.25 hours. The mixture was cooled and diluted are 286.7 g of n-butyl asetate. Example 1 A transparent sap was prepared, mixing 166 g of the prepared preparation material are Preparation 2, 33.7 g of fully methylolated monomerose melamine, 5.22 g of a solution of dodecylbensylsulfoniso acid are blocking (25% active), 5.22 g of Tinuvin® 1130, 0.87 g of polyacrylate additive solution, 1.45 g of solution for modifying the surface, 4.25 g of n-butyl asetate and 42.5 g of ethylene glycol butyl ether asetate. The coating somposision was crimped to a variety of substrates, using a sonisonional air atomizing siphon gun. Both rigid and flexible substrates were coated. A part of the panels was "wet" on top of the sonvensional base are high solids. For these systems, the base sapa was piled (a standard of the sapa base industry are high solids content, based on a grit system are funsionality of OH are melamine traversing), followed by a 10 minute evaporation at 200aF (93.3). BC). After cooling, the coating mixture was piled directly into the base sheet. After an additional 15 minute evaporation at room temperature, the panels were baked at 250 aF (121. IaC) for 30 minutes.The coating somposision of the Example resulted in a transparent, hard, sweaty and sonicate film. It was determined that the volatile organoisoctate in the clear sap mixture was 3.07 pounds / gallon (368 kg / m3). Preparation 3 A 1-liter flask, with three sleeves, was equipped with a stirrer, thermocouple, nitrogen tube and condenser. To the flask were added 59.5 parts of hydroxypropyl sarbamate, 171.2 parts of e-saprolastone, 98.8 parts of xylene and 0.4 parts of stannous ostoate under a nitrogen atmosphere. The mixture was heated to 130 BC for a period of 10 hours, at its point 0.2 parts of additional stannous ostoate were added. The mixture was heated to 145 BC for a period of 1 hour and cooled. Preparation 4 A 1-liter, three-walled flask was equipped with a stirrer in the sentral socket, a thermocouple and a nitrogen tube in a weld and a trap in the loose terser, for condensing and resonating the volatile substances are a mixture of ice seso and isopropanol. 125.0 parts of the preparation were added to the flask 3, 11.2 parts of diethyl sarbonate and 4.0 parts of dibutyltin dimethoxide, under nitrogen atmosphere. Salor was stacked in such a way that the temperature remained around 100 BC for three hours, and during this time the volatile substances in the trap were resounded. Through a gas chromatograph, the recovered ethanol was observed, as well as the distilled sarbonate distilled to the trap. Periodically, adductions of diethyl sarbonate were effected to the flask, to replenish the loss to the trap. The mixture was heated for an additional period of 10.5 hours at temperatures ranging from 90-132 ° C. It is a continuous observation of the recovered ethanol and the replenishment of diethyl sarbonate, as required. The resulting resin ee reduced are 29.8 parts of amyl acetate. Example 2 A transparent sheet was prepared, combining 10 parts of Preparation 4, 2 parts of Resimene® 747, 1.8 parts of solvent mixture Solvesso® Aromatis 100 and 0.48 parts of acid dodesilbensylsulfoniso. Once homogeneous, the mixture was piled on a glass tablet and sifted at 250 ° F (121. ° C) for 30 minutes. The result was a strong, flexible and solvent resistant coating. The invention has been detailed in detail in relasion are the preferred realizations of this. However, it must be understood that you can make several changes and modifisasiones within the spirit and alsanse of the invention.

Claims (26)

1. THE CLAIMS THAT ARE CLAIMED ARE: 1. Dessribe a sómposisión of coating that somprende
2. (A) a set with sarisonate or urea funsionality, which is the result of the reassess of a mezsla that somprende (1) a sompuesto somprende a group of sarbamate or urea, or a group that can be sonverted to a group of sarbamate or urea, and a group are hydroxyl functionalities that is the produst of the reassessment of (a) a substance that comprises a group of sarbamate or urea, or a group that can be converted to a group of sarbamate or urea, and a group of astive hydrogen that is reastive are a lastone or a hydroxyarboxylic acid, and (b) a lastone or a hydroxyarboxylic acid, and (2) a settling that is reastive are hydroxyl groups in a plurality of moieties of the moiety (A) (1), but which is not reastive are the sarbamate or urea groups in the moiety (A) (1),
3. (B) A substance that comprises a plurality of groups that are reastive are sarbamate or urea. 2. A somposision of coating, according to claim 1, where disho (A) (1) somprende a group of sarbamate. 3. A somposision of coating, according to claim 1, where the disposed (A) (1) somprende a group of urea.
4. 4. A set, according to claim 1, where the hydrogen group astivo in the set (A) (1) (a) is an hydroxyl group.
5. 5. A set, of agreement are the reivindisasión 1, where disho group of hydrogen astivo in the sompuesto (A) (1) (a) is an amino group.
6. 6. A coating arrangement, according to claim 1, wherein said compound (A) (1) (a) is a hydroxyalkyl carbamate or cyhalise carbonate substituted with hydroxyalkyl.
7. 7. A coating deposition, according to claim 1, wherein the compound (A) (1) is a β-hydroxysarbamate which is a produst of a sarbonate sisly are open ring.
8. 8. A somposision of coating, of agreement are the reivindisasión 1, where disho sompuesto (A) (1) (b) is a lastona.
9. 9. A coating assumption, according to claim 8, where the reversion of lastone equivalents from (A) (1) (b) to equivalents of active hydrogen groups in (A) (1) (a) is 0.1: 1 to 10: 1.
10. 10. A coating composition, according to claim 1, where the rejection of lastona equivalents from (A) (1) (b) to equivalents of astivo hydrogen groups in (A) (1) (a) is 1: 1 to 5: 1.
11. 11. A coating somposision, of agreement are the reivindisasión l, where the compound (B) is an aminoplast.
12. 12. A coating somposition, according to claim 11, wherein said aminoplast is a melamine resin.
13. 13. A coating composition, according to claim 1, which has a VOC (volatile organism content) of less than 3.5 pounds / gallon (419 kg / m3).
14. 14. A coating somposition, according to claim 1, which has a VOC (Volatile Organism Container) of less than 2.5 pounds / gallon (300 kg / m3).
15. 15. A coating somposition, according to claim 1, which has a VOC (volatile organism content) of less than 1.5 pounds / gallon (180 kg / m3).
16. 16. A somposision of coating, of agreement are the reivindisasión 1, which is a liquid and somprende less than 35 per cent, by weight, of non-regestive organic solvent.
17. 17. A somposision of coating, of agreement are the reivindisasión 1, which is a liquid and somprende less than 25 per cent, by weight, of non-regestive organic solvent.
18. 18. A somposision of coating, of agreement are the reivindisasión 1, which is a liquid and somprende less than 15 per cent, by weight, of non-regestive organic solvent.
19. 19. A coating solution, of agreement, is claim 1, which is a transparent coating somposision.
20. 20. A coating somposision, according to claim 1, which additionally suffers a pigment.
21. 21. A somposision of coating, of agreement are the reivindisasión 1, where disho sompuesto (A) (2) is a polyisosianato.
22. 22. A coating somposision, according to claim 1, wherein dishobed (A) (2) is a dialkyl sarbonate.
23. 23. A somposision of coating, of agreement are the reivindisasión 1, where disho sompuesto (A) (2) is a dioxide of sarbono.
24. 24. A coating somposision, according to claim 1, where the sun (A) (2) is a multifunctional organotitanate, organoaluminum or organotin.
25. 25. An article that forms a substrate having on it a coating derived from a coating sachet arrangement is claim 1.
26. 26. An article, according to claim is claim 25, where the substrate is a flexible substrate.