Patent GB-959043-A (GB)
Title: Metal alkoxides of bivalent metals and method of producing same
IPC: C07C29/70
Filed: 1961-08-21
Abstract: Alkoxides of divalent metals are obtained by reacting a divalent metal salt of an aliphatic monocarboxylic acid having 2-30 carbon atoms, in which the metal has a standard single electrode potential more positive than -1.0 volts for the reaction M2+ + 2e --> M, and forms an oxide of formula MO, with an alcohol of formula: <FORM:0959043/C2/1> <FORM:0959043/C2/2> wherein R1 is an alkyl, aryl, alkaryl, aralkyl, cycloalkyl, alkoxyalkyl, alkoxyaryl, aroxyalkyl, alkoxycycloalkyl, cycloalkoxyalkyl, hydroxyalkyl, hydroxycycloalkyl, or hydroxyalkoxyalkyl radical; X is O or S; R11 is hydrogen or an aliphatic R1 radical; Y is -(CH2)n-1- or -C(CH2OH)2-, n is 1 or 2, and removing the carboxylic acid from the reaction mass.  The invention also comprises new nickel alkoxides:-nickel di(1-hydroxyethylene-2, 21 - thioethylene - 1 - oxide), nickel di(ethylthioethylene oxide), nickel di(1-hydroxyethylene oxide), nickel di(1-hydroxy ethoxyethylene oxide). The process may be carried out using a solvent, or an excess of the alcohol, with a carboxylate having preferably 2 to 8 carbon atoms and preferably a primary alcohol. Acetates are particularly preferred.  Among the salts specified are zinc caproate, zinc tallate, ferrous acetate, cadmium butyrate, cobalt naphthenate, nickel acetate, stannous octoate, cupric hexahydrobenzoate and mercuric acetate, and indicated alcohols include compounds where R1 in the above formula is phenyl, mesityl, benzyl, cyclohexyl, methoxy ethyl, methoxy phenyl, phenoxymethyl, phenoxyphenyl, methoxycyclohexyl, cyclohexoxymethyl, hydroxymethyl, p-hydroxycyclohexyl and hydroxyethoxyethyl and alcohols of the first formula where R11 is H, isopropyl, cetyl or cyclohexyl. Representative of specified alcohols are ethylene and diethylene glycols, butanediol-1, 2, glycerol, thiodiethanol, phenylthioethanol, butoxyethanol, methylcyclo-hexoxyethanol, 9, 10-dihydroxystearol, mannitol, 1, 3-pentanediol, monoethyl ether of ethylene and diethylene glycols and monomethyl thioether of ethylene glycol.  In illustrative examples the following carboxylates nickel, cadmium, zinc, tin, copper, and lead acetates and cobalt and cadmium octoates and the following alcohols thiodiethanol, ethylthioethanol, diethyleneglycol, ethylene glycol, 2-methyl-2, 4-pentanediol, pentaerythritol and d-sorbitol are used.  Chromium carboxylates may also be used.  The alkoxides are used to stabilize polyolefine compositions, see Division C3.ALSO:Polyolefin compositions are stabilized by divalent metal alkoxides obtained by reacting a divalent metal salt of an aliphatic monocarboxylic acid, of 2-30 carbon atoms, in which the metal has a standard single electrode potential more positive than -1.0 volts for the reaction M2+ +2e -->M, and forms an oxide of formula MO, with an alcohol of formula: <FORM:0959043/C3/1> where R1 is an alkyl, aryl, alkaryl, aralkyl, cycloalkyl, alkoxyalkyl, alkoxyaryl, aroxyalkyl, alkoxycycloalkyl, cycloalkoxyalkyl, hydroxyalkyl, hydroxycycloalkyl, or hydroxyalkoxyalkyl radical, X is O or S, R11 is H or an aliphatic R1 radical, Y is (CH2)n-1 or C(CH2OH)2 and n is 1 or 2, and removing the carboxylic acid from the reaction mass. Preferred are nickel alkoxides especially nickel di(ethyl-thio ethylene oxide), nickel di(1 hydroxy ethylene-2,21-thioethylene-1-oxide), nickel di(1-hydroxy ethylene oxide) and nickel di-(1-hydroxy ethoxy ethylene oxide). Both polypropylene and polyethylene are specified, and the preferred mixture contains 0.05 to 5% by weight of an 0, 01-bis-(p) alkyl phenol monosulphide in which the alkyl group contains 2 to 12 carbon atoms and 0.02 to 3% by weight of the nickel alkoxide. Examples are given of stabilized polypropylene compositions containing the above specified nickel alkoxides. For the detailed preparation of the stabilizers see Division C2.