Patent GB-942619-A (GB)
Title: Plasticizer-stabilizer compositions for vinyl chloride polymers
IPC: C08L27/06
Filed: 1961-10-09
Abstract: The invention comprises a plasticizer stabilizer for vinyl chloride-containing polymers, which consists of the reaction product of an imidazoline and a non-resinous epoxy compound having internal epoxy groups, i.e. epoxy groups which are positioned inwardly at least one carbon atom away from the terminus of the molecule chain. The reaction between the epoxy compound and the imidazoline is preferably carried out at temperatures of between 100 DEG C. and 190 DEG C using 95 to 50% of the former and 5 to 50% of the latter. Preferred imidazoline reactants are those of the formula:- <FORM:0942619/C2/1> wherein R represents a C1-36 aliphatic group, R1 represents hydrogen or -CH2.CH2.R2, R2 represents hydrogen, OH, NH2, or a chain containing aliphatic ester groups, other 2-substituted-2-imidazoline or 1,2-disubstituted-2-imidazoline groups, aliphatic amide groups, aliphatic amino groups or a combination of such groups, and either or both of the 4- or 5-position ring carbon atoms may bear C1-4 alkyl groups. Specified epoxy compounds are epoxidised triglycerides of vegetable and marine oil fatty acids, epoxidised esters of ethenol alcohols and saturated carboxylic acids, epoxidised esters of saturated monohydroxy and polyhydroxy alcohols and ethenoid carboxylic acids, epoxidised esters of ethenoid alcohols and ethenoid carboxylic acids and epoxidised mono-, di- and polyolefins.  The following imidazoline starting materials are prepared by reacting appropriate quantities of acetic, pelarganic, dimerised linoleic, sebacic and/or oleic acid with diethylene triamine or tetraethylene tetramine:- <FORM:0942619/C2/2> <FORM:0942619/C2/3> <FORM:0942619/C2/4> <FORM:0942619/C2/5> <FORM:0942619/C2/6> <FORM:0942619/C2/7>ALSO:Curable resinous compositions are prepared by adding to a vinyl chloride-containing polymer a plasticizer stabilizer which comprises a reaction product of an imidazoline and a non-resinous epoxy compound having internal epoxy groups, i.e. epoxy groups which are positioned inwardly at least one carbon atom away from the terminus of the molecule chain. The above compositions may also contain an oxide, sulphide or salt of zinc, cadmium, mercury or lead to regulate curing action, improve adhesion and improve resistance of the adhesive bond to water. Preferred imidazoline components of the plasticizer stabilizer are those of the formula: <FORM:0942619/C3/1> where R represents a C1- 36 aliphatic group, R1 represents hydrogen or -CH2.CH2.R2, R2 represents hydrogen, OH, NH2, or a chain containing aliphatic ester groups, other 2-substituted - 2 - imidazoline or 1,2-disubstituted-2-imidazoline groups, aliphatic amide groups, aliphatic amino groups or a combination of such groups, and either or both of the 4- or 5-position ring carbon atoms may bear C1- 4 alkyl groups.  Specified epoxy components are epoxidised triglycerides of vegetable and marine oil fatty acids, epoxidised esters of ethenoid alcohols and saturated carboxylic acids, epoxidised esters of saturated monohydroxy and polyhydroxy alcohols and ethenoid carboxylic acids, epoxidised esters of ethenoid alcohols and ethenoid carboxylic acids and epoxidised mono-, di- and polyolefins. Specified vinyl chloride-containing polymers are polyvinyl chloride and copolymers of vinyl chloride with vinylidene chloride, vinyl acetate, vinyl laurate and dibutyl maleate.  Also present may be dioctyl phthalate and clay and barium sulphate fillers.