Amino coatings

Use Organic synthesis, latent solvent in paints and lacquers, intermediate for amino coating resins, substitute for n-butanol. Paint removers, fluorometric... 

This, in its very simplest form, is the chemistry of amino coatings. There are, of course, an enormous variety of types and reactivities of both amino compounds and polymers. While it would be useless to try to enumerate the variations possible, some systematization of the reactivity of amino resins is necessary to understand the trends in the coating industry. 

Amino coatings n. Made from amino resins which include resins from reacting urea, thiourea, melamine or allied compounds, usually with formaldehyde. 

Hexamethylolmelamine can further condense in the presence of an acid catalyst ether linkages can also form (see Urea Eormaldehyde ). A wide variety of resins can be obtained by careful selection of pH, reaction temperature, reactant ratio, amino monomer, and extent of condensation. Eiquid coating resins are prepared by reacting methanol or butanol with the initial methylolated products. These can be used to produce hard, solvent-resistant coatings by heating with a variety of hydroxy, carboxyl, and amide functional polymers to produce a cross-linked film. 

Liquid coating resins are prepared by reacting methanol or butanol with the initial hydroxyme-thylureas. Ether exchange reactions between the amino resin and the reactive sites on the polymer produce a cross-linked film. 

Chiral stationary phases in tic have been primarily limited to phases based on normal or microcrystalline cellulose (44,45), triacetylceUulose sorbents or siHca-based sorbents that have been chemically modified (46) or physically coated to incorporate chiral selectors such as amino acids (47,48) or macrocyclic antibiotics (49) into the stationary phase. 

Diamide Chiral Separations. The first chiral stationary phase for gas chromatography was reported by GH-Av and co-workers in 1966 (113) and was based on A/-trifluoroacetyl (A/-TFA) L-isoleucine lauryl ester coated on an inert packing material. It was used to resolve the tritiuoroacetylated derivatives of amino acids. Related chiral selectors used by other workers included -dodecanoyl-L-valine-/-butylamide and... 

Nltropropane. As much as 9100 t of 2-nitropropane once were consumed for use in coatings annually. Concern about toxicity and a general movement to low volatile organic compound (VOC) coatings have resulted in almost the complete disappearance of this use for 2-nitropropane. However, derivatives such as 2-meth5l-2-nitro-l-propanol (used in tire cord adhesive) and 2-amino-2-methyl-l-propanol (a pigment dispersant and buffer), have served as an outlet for 2-nitropropane production. 

Heat-reactive resins are more compatible than oil-soluble resins with other polar-coating resins, such as amino, epoxy, and poly(vinyl butyral). They are used in interior-can and dmm linings, metal primers, and pipe coatings. The coatings have excellent resistance to solvents, acids, and salts. They can be used over a wide range of temperatures, up to 370°C for short periods of dry heat, and continuously at 150°C. Strong alkaUes should be avoided. 

Catalysts. The alkanolamines continue to find use as blocked catalysts for textile resins, coatings resins, adhesives, etc. Of particular utifity in curing durable-press textiles is AMP-HCl. Other salts, such as those of the benzoin tosylate or A-toluenesulfonic acid, find utifity in melamine- or urea-based coatings (18) (see Amino resins and plastics). 

Synthetic Applications. Oxazolines, which ate synthesized as indicated above, have been utilized in many different appHcations (25). When used in resin formulations, AMP, AEPD, and TRIS AMINO can incorporate the oxazoline stmeture into the polymer stmeture (26). Because they ate polyols, both AEPD and TRIS AMINO can be used in polyester resin modification. Oxazoline alkyd films ate characterized by improved performance, particularly salt-spray resistance and gloss (see Alkyd resins Coatings, special purpose, high performance). 

Nitrocellulose based lacquers often contain short or medium oil alkyds to improve flexibiUty and adhesion. The most commonly used are short oil non drying alkyds. Amino resins or urethane resins with residual isocyanate functional groups may be added to cross-link the coating film for improved solvent and chemical resistance. The principal appHcations are furniture coatings, top lacquer for printed paper, and automotive refinishing primers. 

Amino resins are also often used for the cure of other resins such as alkyds and reactive acryUc polymers. These polymer systems may contain 5—50% of the amino resin and are commonly used in the flexible backings found on carpets and draperies, as well as in protective surface coatings, particularly the durable baked enamels of appHances, automobiles, etc. 

The future for amino resins and plastics seems secure because they can provide quaHties that are not easily obtained in other ways. New developments will probably be in the areas of more highly specialized materials for treating textiles, paper, etc, and for use with other resins in the formulation of surface coatings, where a small amount of an amino resin can significantly increase the value of a more basic material. Additionally, since amino resins contain a large proportion of nitrogen, a widely abundant element, they may be in a better position to compete with other plastics as raw materials based on carbon compounds become more costly. 

Paraformaldehyde [30525-89-4] is a mixture of polyoxymethylene glycols, H0(CH20) H, with n from 8 to as much as 100. It is commercially available as a powder (95%) and as flake (91%). The remainder is a mixture of water and methanol. Paraformaldehyde is an unstable polymer that easily regenerates formaldehyde in solution. Under alkaline conditions, the chains depolymerize from the ends, whereas in acid solution the chains are randomly cleaved (17). Paraformaldehyde is often used when the presence of a large amount of water should be avoided as in the preparation of alkylated amino resins for coatings. Formaldehyde may also exist in the form of the cycHc trimer trioxane [110-88-3]. This is a fairly stable compound that does not easily release formaldehyde, hence it is not used as a source of formaldehyde for making amino resins. 

Cured amino resins are far too brittle to be used alone as surface coatings for metal or wood substrates, but in combination with other film formers (alkyds, polyesters, acryUcs, epoxies) a wide range of acceptable performance properties can be achieved. These combination binder coating formulations cure rapidly at slightly elevated temperatures, making them well suited for industrial baking appHcations. The amino resin content in the formulation is typically in the range of 10—50% of the total binder soHds. 

Amino resins are used by the paper industry in large volume for a variety of apphcations. The resins are divided into two classes according to the mode of appHcation. Resins added to the fiber slurry before the sheet is formed are called wet-end additives and are used to improve wet and dry strength and stiffness. Resins appHed to the surface of formed paper or board, almost invariably together with other additives, are used to improve the water resistance of coatings, the sag resistance in ceiling tiles, and the scuff resistance in cartons and labels. 

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