Patent GB-846856-A (GB)
Title: Novel polymeric compounds
IPC: C10L1/24
Filed: 1959-05-15
Abstract: A polymeric compound which may be used as a lubricating oil additive (see Group III) consists of a linear hydrocarbon back-bone chain, a plurality of oil-solubilizing hydrocarbyl radicals having at least 8 carbon atoms, and a plurality of -S-(CH2)n-X radicals, wherein n is an integer of 1 to 4 and X stands for a polar substituant, each radical being attached directly or indirectly to a different carbon atom of the back-bone chain, The hydrocarbon radicals may be indirectly attached to the back-bone chain by a carboxy or amide radical. The polymeric compound may be produced by reacting a mercepto compound of the formula H-S(CH2)n-X with an oil soluble unsaturated polymeric compound.  The mercepto compound may be mercepto acetic acid, mercepto propionic acid, mercepto butyric acid, ethyl merceptoectate, ethyl merceptobutylate, 2-merceptoethanol, 2 and 3 merceptoproponol, 2-, 3-, and 4-mercaptobutanol methyl or ethyl 2-mercaptoethyl ether, mercaptoethylamine, mercaptobutylamine, (mercaptoethyl) diethyl amine.  The oil soluble unsaturated polymeric compound may be prepared by copolymerizing a polyene hydrocarbon with a monoethylenically unsaturated monomer having at least 10 carbon atoms  The polyene hydrocarbons may be 1,3- and 1,4-pentadiene, isoprene, 1,3-hexadiene, 1,3,5-heptortriene, 1,3-cyclopentadiene, methyl cyclopentadiene, 1,3- and 1,4-cyclohexadiene, and methylcyclohexadiene.  The monoethylenically unsaturated monomers may be decene-1, dodecene-1, tridecene-1, tetradecene-1, hexodecene-1, heptodecene-1, octadecene-1, tritriacontene-1, tetratriacontene-1, heptacontene-1, 4-methyl-decene-1, 4,4,-dimethyl-decene-1, 5,5-dimethylhexene-1, 5,5,7,7,-tetramethyldecene-1,4,4,6,6,-tetramethylheptene-1, vinyl decanoate, vinyl laurate, vinyl tridecanoate, vinyl myristate, vinyl pentadecanoate, vinyl palmitate, vinyl margarate, vinyl stearate, vinyl nonadecanoate, vinyl arachidate, vinyl behenate, vinyl 4,5,6,-trimethyldodecanoate, vinyl 6,8,9,-triethyl tridecanoate, vinyl-12-hydroxystearate, vinyl 9,10,-dihydroxystearate, vinyl chlorostearate, vinyl cyanostearate, vinyl acetyl stearate, allyl stearate, vinyl dodicyl ether, vinyl tridecyl ether, vinyl tetracosyl ether, vinyl hexacosyl ether, allyl dodecyl ether, N-lauryl methacrylamide, N-stearate methacrylamide, N,N-distearyl methacrylamide.  The copolymers may be made in the presence of a catalyst such as a Ziegler catalyst, diethyl peroxide, tertiary butyl hydroperoxide, dibenzoyl peroxide, dimethylthienyl peroxide, dicyclohexyl peroxide, dilauroyl peroxide, urea peroxide, sodium bisulphite, diethyl sulphoxide, ammonium persulphate, alkali metal perborates, alpha, alpha-azodiisobutyronitrile.  The final sulphur containing polymer may be obtained by using as catalyst or initiator, ultraviolet light tert-butyl peroxide, alpha, alpha-azodiisobutyronitrile or emulsion redox systems for example a mixture of sodium bisulphite, and persulphate ammonium persulphate, and alkali metal perborates.ALSO:Lubricating oils comprise a minor proportion of a polymeric compound which may be prepared according to the method set out in Group IV(a) consisting of a linear hydrocarbon backbone chain, a plurality of oilsolubilizing hydrocarbyl radicals having at least 8 carbon atoms and a plurality of -S-(CH2)n-X radicals, wherein n is an integer of 1 to 4 and X stands for a polar substituent, each radical being attached directly or indirectly to a different carbon atom of the backbone chain.  The lubricating oil base may be a mineral oil or a synthetic oil such as a polymerized olefine, alkylated aromatic, isomerised wax or a copolymer of alkylene glycol and alkylene oxide as described in U.S.A. Specifications 2,425,755, 2,425,845 and 2,775,733, or di-2-ethyl hexyl sebacate or di-2-ethyl hexyl adipate esters of polyhydric alcohols and monocarboxylic acids such as pentacrythritol tetracaproate.  The hydrocarbon oils may be blended with castor oil, lard oil or silicone polymers.  In a typical example, 1-octadecene, 1 dodecene and isoprene were copolymerized in the presence of Ziegler catalyst and the resulting copolymer reacted with mercaptoacetic acid.  2% of this product was added to a mineral oil.