Patent DE-102007032689-A1 (DE)
Title: Use of an adduct with secondary hydroxyl group and a fluorine-containing group and/or an organosilicon group, for the production of modified polyesters e.g. alkyd resin, acrylic (co)polymers and/or polyester urethane resin
Inventor: KRUEGER ALFRED
IPC: C09D175/06
Filed: 2007-07-13
Abstract: Use of an adduct with secondary hydroxyl group and at least a fluorine-containing group and/or an organosilicon group, produced by the addition of e.g. versatic acid glycidyl ester and fluorine-containing carboxylic acid or its anhydrides in the presence of inert organic solvents and/or catalysts for the addition reaction of e.g. polymerization inhibitors, and react at an increased temperature to form (A), for the production of modified polyesters e.g. alkyd resins, acrylic (co)polymers and/or polyester urethane resins. Use of an adduct (A) with secondary hydroxyl group and at least a fluorine-containing group and/or an organosilicon group, produced by the addition of versatic acid glycidyl ester and fluorine-containing carboxylic acid or its anhydrides, and/or semi-ester of dicarboxylic acid of fluorine- containing monohydric alcohols, preferably perfluoroalcohols and/or hydroxybenzotrifluoride and dicarboxylic acid or its anhydrides, and/or perfluorocarboxylic acid compound (Ib) of formula (F-(CF2 )n-COOH) and/or organosilicon compounds containing at least a group that is capable of reacting with an epoxy group, in the solid state or in the presence of inert organic solvents and/or catalysts for the addition reaction of epoxy and carboxyl groups and/or polymerization inhibitors and/or in inert atmosphere, and react at an increased temperature to form (A) for the production of modified polyesters including alkyd resins, acrylic (co)polymers, polyester urethane resins and/or polyurethane resins with attached fluorine-containing and/or organosilicon groups, preferably at the chain end, by bonding the secondary hydroxyl group of (A) using polyisocyanate containing two to three isocyanate groups per average molecular weight, preferably diisocyanates completely or partly composed of hydroxyl groups, preferably one or two hydroxyl groups of a polyester that is suitable for a coating agent and/or an acrylic (co)polymer and/or polyester/urethane-resin and/or a polyurethane resin exhibiting a substantial hydroxyl content, particularly with a hydroxyl number of at least 40 to 330 in accordance with DIN 53240 or ISO 4629, related to the above resins/polymers, where the resulting resins/polymers can contain excess hydroxyl groups or other groups, preferably carboxyl group. n : 5-21. Independent claims are included for: (a) the use of an adduct (A2) based on versatic acid glycidyl ester, containing at least a fluorine-containing group and/or at least an organosilicon group and at least an olefinically unsaturated group and a secondary hydroxyl group, produced by the reaction (addition reaction) of versatic acid glycidyl ester and a component (I) composed of fluorine-containing carboxylic acids or their anhydrides and/or through the reaction of half-esters of dicarboxylic acids from the reaction of fluorine-containing monohydric alcohols and/or hydroxybenzotrifluoride and dicarboxylic acids or their anhydrides, and/or the perfluorocarboxylic acids (Ib) and/or a component (II), composed of half-esters from the reaction of organosilanol with one or two hydroxyl groups and/or monohydric alcohols containing at least an organosilicon group, and dicarboxylic acids or its anhydrides (preferred), and/or a component (III), composed of semi-esters from the reaction of dicarboxylic acid anhydride and a fluorine-containing vinyl monomer with secondary hydroxyl group as reactive additive for coating materials contain binders that are capable of reacting with the adduct (A2), preferably for solvent-free, solvent-containing, water-soluble or powder-like radiation-hardening coating agents; and (b) the use of a long-chained adduct with a total of at least 18C atoms and a secondary hydroxyl group per average molecular weight, produced by the reaction (addition reaction) of a versatic acid glycidyl ester with a molecular weight of greater than 200, preferably commercial products such as Cardura E10 (RTM: Shell), and synthetically produced, highly-branched and saturated tertiary monocarboxylic acids with a total of at least 8C atoms, preferably Versatic acid 10 (RTM: Shell) in molar or nearly molar ratio at elevated temperature, in the solid state or in the presence of inert organic solvents and/or catalysts for the epoxy/carboxy addition reaction (adduct 4) for the production of a long-chained dicarboxylic acid by subsequent reaction of the secondary hydroxyl group of adduct (A4) under the formation of half-ester (addition reaction) with trimellitic acid anhydride at elevated temperature and/or in the presence of inert organic solvents and/or esterification catalysts for the acceleration of the semi-ester formation and/or in inert atmosphere.