Patent GB-900756-A (GB)
Title: Stabilization of organic compositions subject to oxidative deterioration with metal deactivators
IPC: C09K15/24
Filed: 1960-06-07
Abstract: Organic material subject to oxidative deterioration, e.g vegetable and animal fats and oils, waxes, lubricant oils or greases and gasoline, are protected against the catalytic effect on oxidation of metallic impurities by the incorporation of a stabilizing amount of a b -(a -hydroxyaryl)-a -cyanoacrylamide as a metal deactivator, preferably of formula <FORM:0900756/III/1> wherein Z is <FORM:0900756/III/2> , <FORM:0900756/III/3> or <FORM:0900756/III/4> where R is hydrogen, alkyl (preferably of 1-6 carbon atoms), alkoxy (preferably of 1-6 carbon atoms), halogen, or hydroxyl, at least one of the Rs in the naphthalene nucleus being hydrogen, and R1 is hydrogen or alkyl (preferably of 1-10 carbon atoms). An exhaustive list of suitable compounds is supplied, but the preferred compounds are b -(2-hydroxyphenyl)-a -cyano acrylamide and b -(a -hydroxy-b -naphthyl-)-a -cyano acrylamide.  An antioxidant, e.g. a mono- or poly-hydric phenol, a diphenyl amine, a polyalkyl polyphenol, a hydroquinone monoether, a p-phenylene diamine, an alkylated phenol, an aminophenol, a naphthylamine, or an alkyl or aryl phosphite, is generally also present in amounts of 0,0001-10% by weight.  In gasoline, a gum inhibitor is usually included and the deactivator used in amounts of 5-50 p.p.m. by weight of the gasoline.  U.S.A. Specifications 2,530,650, 2,533,205 and 2,783,210 are referred to.ALSO:Organic material subject to oxidative deterioration, e.g elastomeric diene polymers including natural rubber, and synthetic rubbers of the butadiene-styrene, butyl, acrylonitrile/butadiene and polychloroprene types, and polyacrylic and polyvinyl ester elastomers, are protected against the catalytic effect on oxidation of metallic impurities by the incorporation of a stabilizing amount of a b -(a -hydroxyaryl)-a -cyanoacrylamid as a metal deactivator of formula <FORM:0900756/IV(a)/1> wherein Z is <FORM:0900756/IV(a)/2> where R is hydrogen, alkyl (preferably of 1-6 carbon atoms), alkoxy (preferably of 1-6 carbon atoms), halogen, or hydroxyl, at least one of the Rs in the naphthalene nucleus being hydrogen, and R1 is hydrogen or alkyl (preferably of 1-10 carbon atoms).  An exhaustive list of suitable compounds is supplied, but the preferred compounds are b -(2-hydroxyphenyl)-a -cyano acrylamide and b -(a -hydroxy-b -naphthyl-)-a -cyano acrylamide. An antioxidant, e.g. a mono- or poly-hydric phenol, a diphenyl amine, a polyalkyl polyphenol, a hydroquinone monoether, a p-phenylene diamine, an alkylated phenol, an aminophenol, a naphthylamine, or an alkyl or aryl phosphite, is generally also present in amounts of 0,0001-10% by weight.  The deactivator is used in amounts of 0,05-5% and the antioxidant in amounts of 0,5-5% by weight in natural or synthetic rubber.  U.S.A. Specifications 2,530,650, 2,533,205 and 2,783,210 are referred to.ALSO:Organic materials subject to oxidative deterioration, e.g proteins, are protected against the catalytic effect on oxidation of metallic impurities by the incorporation of a stabilizing amount of a b -(a -hydroxyaryl)-a -cyanoacrylamide as a metal deactivator of formula <FORM:0900756/IV (b)/1> wherein Z is <FORM:0900756/IV (b)/2> where R is hydrogen, alkyl (preferably of 1-6 carbon atoms), alkoxy (preferably of 1-6 carbon atoms), halogen, or hydroxyl, at least one of the Rs in the naphthalene nucleus being hydrogen, and R1 is hydrogen or alkyl (preferably of 1-10 carbon atoms). An exhaustive list of suitable compounds is supplied, but the preferred compounds are b -(2-hydroxyphenyl)-a -cyano acrylamide and b  - (a  - hydroxy - b -naphthyl)-a -cyano acrylamide.  An antioxidant e.g. a mono- or poly-hydric phenol, a diphenyl amine, a polyalkyl polyphenol, a hydroquinone monoether, a p-phenylene diamine, an alkylated phenol, an aminophenol, a naphthylamine, or an alkyl or aryl phosphite, is generally also present in amounts of 0.0001-10% by weight. U.S.A. Specifications 2,530,650, 2,533,205, and 2,783,210 are referred to.