Patent GB-791326-A (GB)
Title: Improvements in or relating to polyligands containing at least two ª‰-ketomonoacyloxy groups
IPC: C08G63/91
Filed: 1954-09-01
Abstract: Polyligands containing at least two b -ketomono-acyloxy groups are esters of a b -ketomonocarboxylic acid having at least one a -H atom with partial or complete esters of an aliphatic hydroxymonocarboxylic acid and a polyhydric alcohol.  Suitable compounds mentioned are the acetoacetates, trichloroacetoacetates, trifluoroacetoacetates, propionoacetates, butyroacetates, caproacetates, a -acetopropionates, g -ethoxyacetoacetates, a -acetophenylacetates, benzoylacetates, 2-furoylacetates, 2-thenoylacetates or a -benzoylpropionates of the partial or complete hydroxyacetates of ethylene glycol, dodecamethylene glycol, or cellulose; the b -hydroxypropionates of propylene glycol or glycerol; the lactates of hexamethylene glycol, or mannitol; the a -hydroxybutyrates of pentaerythritol or sorbitol; the 10-hydroxystearates of erythritol or glycerol; the 9-hydroxystearates of ethylene glycol or glycerol; the glycerate of ethylene glycol; the 9:10-dihydroxystearate of glycerol; or the a -hydroxyvinyl acetate of ethylene glycol.  Example X describes the production of the tris-acetoacetate of castor oil and Example XI of the mixed glyceryl ester of acetoacetic acid and of 12-aceto-acetoxyoleic acid.  Reference has been directed by the Comptroller to Specification 737,528.ALSO:Polyligands containing at least two b -ketomonoacyloxy groups are esters of a b -ketomonocarboxylic acid having at least one a -H atom with (a) a partial or complete ester of a polyhydric alcohol and an aliphatic hydroxymonocarboxylic acid; or (b) a hydroxy-containing polyhydric alcohol-polycarboxylic acid condensate.  Substances (a) above which are mentioned are hydroxy acetates of hydrolysed ethylene/vinyl acetate copolymers or of polyallyl alcohol and lactates of polyvinyl alcohol. Substances (b) above mentioned are condensates of glycerol and phthalic, adipic or tricarballylic acid; sorbitol and sebacic acid; pentaerythritol and succinic acid; ethylene glycol and adipic acid; mannitol and terephthalic acid; polyvinyl alcohol and glutaric acid; polyallyl alcohol and phthalic acid; hydrolysed ethylene/vinyl acetate copolymers and adipic acid.  These polyesters may be modified, e.g. with castor oil, coconut oil or with the corresponding acids.  b -Keto acids mentioned are: acetoacetic, trichloracetoacetic, trifluoroacetoacetic, propionacetic, butyroacetic, caproacetic, a -acetopropionic, g -ethoxyacetoacetic, a -acetophenylacetic, benzoylacetic, 2-furoylacetic, 2-thenoylacetic and a -benzoylpropionic.  In the examples ethyl acetoacetate was heated with: (I) a castor oil modified polyglyceryl phthalate; (II) and (III) a coconut oil modified polyglyceryl phthalate; (IV) a coconut oil acid modified polypentaerythrityl phthalate; (V) a hydrogenated castor oil modified polyglyceryl phthalate.  In Example (VI) diketen was used in place of the ethyl acetoacetate of Example (I).  In Example (VII) castor oil modified polyglyceryl phthalate was reacted with ethyl trifluoroacetoacetate.  Example (VIII) uses coconut oil acid modified polypentaerythrityl phthalate and ethyl trifluoroacetoacetate.  In Example (IX) castor oil modified polyglyceryl phthalate was heated with ethyl benzoylacetate. Reference has been directed by the Comptroller to Specification 737,528.