Preparation of vinyl carboxylate compound, useful as a cross-linking agent or reactive diluent, comprises reacting carboxylic acid compound with an alkyne compound in the presence of a catalyst

摘要

Preparation of vinyl carboxylate compound (I) comprises reaction of a carboxylic acid compound (II) with an alkyne compound in the presence of a catalyst such as carbonyl complexes, halides and oxides of rhenium, manganese, tungsten, molybdenum, chromium and iron and rhenium metal, at =300[deg]C. Preparation of vinyl carboxylate compound of formula (I) comprises reaction of a carboxylic acid compound (II) of formula (R 1>-(C(O)-OH) n) with an alkyne compound (III) of formula (H-C?=C-R 2>) in the presence of a catalyst such as carbonyl complexes, halides and oxides of rhenium, manganese, tungsten, molybdenum, chromium and iron and rhenium metal, at =300[deg]C. R 1>H or -COO-CH=CH-R 2> (when n is 1), 1-20C alkyl, 2-20C alkenyl or 3-7C cycloalkyl (when n is 1-4 and optionally substituted with 1-3 of phenyl, halo, OH, 1-4C alkoxy, amino, mono-1-4C alkylamino, di-1-4C alkylamino, -OCOR 3>, -COOR 3>, -CONR 4>R 5>, -NR 4>COR 5>, -OCONR 4>R 5> or -NR 4>COOR 5>), aryl (when n is 1-6 and optionally substituted with 1-3 of 1-4C alkyl, halo, OH, 1-4C alkoxy, amino, mono-1-4C-alkylamino, di-1-4C alkylamino, -OCOR 3>, -COOR 3>, -CONR 4>R 5>, -NR 4>COR 5>, -OCONR 4>R 5> or -NR 4>COOR 5>), 7-9C bicycloalkyl, 7-9C bicycloalkenyl and/or two carbon-carbon double bonds (when n is 1 or 2 and the bicycloalkyl is substituted with 1-6 of halo or 1-4C alkyl), or 5- or 6 membered heterocyclyl ring containing one or two heteroatom such as N, O and S (when n is 1-3 and the ring is substituted with 1 or 2 of halo or 1-4C alkyl); R 2>H, 1-8C alkyl, phenyl-1-4C alkyl, phenyl (optionally substituted with 1 or 2 of 1-4C alkyl) or 3-7C cycloalkyl; R 3>1-4C alkyl; and R 4>, R 5>H or 1-4C alkyl. In formula (II): R 1>1-20C alkyl, 2-20C alkenyl or 3-7C cycloalkyl (when n is 1-4 and optionally substituted with 1-3 of phenyl, halo, OH, 1-4C alkoxy, amino, mono-1-4C alkylamino, di-1-4C alkylamino, -OCOR 3>, -COOR 3>, -CONR 4>R 5>, -NR 4>COR 5>, -OCONR 4>R 5> or -NR 4>COOR 5>), aryl (when n is 1-6 and optionally substituted with 1-3 of 1-4C alkyl, halo, OH, 1-4C alkoxy, amino, mono-1-4C-alkylamino, di-1-4C alkylamino, -OCOR 3>, -COOR 3>, -CONR 4>R 5>, -NR 4>COR 5>, -OCONR 4>R 5> or -NR 4>COOR 5>), H or COOH. Independent claims are included for: (1) a vinyl carboxylate compound (I); and (2) a butane-1,2,3,4-tetracarboxylic acid tetravinyl ester. [Image].