Patent GB-668796-A (GB)
Title: Improvements in or relating to lubricating compositions
Filed: 1950-03-21
Abstract: Esters of use as lubricants are made by esterifying an acid T(COOH)2, where T is an aliphatic hydrocarbon radical of 1-26 C atoms or a bond connecting the COOH groups, with a monohydric primary branched chain aliphatic alcohol of 10-36 C atoms obtained by Oxo synthesis from olefins consisting of not more than 20 per cent by weight of olefins of the type RHC=CH2, where R is a straight chain saturated aliphatic hydrocarbon radical, the acid and alcohol being such that the molecular weight of the ester is at least 450.  The olefinic feed for the Oxo synthesis may be a C12 fraction from polymerization of propylene or C3 and C4 olefins.  For production of C15-16 alcohols, a Fischer product boiling above 482 DEG  F. and containing about 50 per cent mono-olefins is suitable.  Diisobutylene may be converted to C18 alcohols by Oxo reaction, aldolization, dehydration, and hydrogenation. Polybutylenes, polypropylenes, cracked wax, and dehydrochlorinated chlorowax are other sources.  The dibasic acid may be oxalic, malonic, succinic, glutaric, adipic, pimelic, suberic, azelaic, sebacic, brassylic, pentadecane- or tetracosanedicarboxylic or C4-C24 alkenylsuccinic a acid.  Esterification may be effected using toluene and p-toluene sulphonic acid with trapping out of water.  Examples describe the preparation of ditridecyl sebacate from sebacic acid and C13 Oxo alcohol from propylene polymer; the corresponding C15-C16 Oxo alcohol ester, the alcohol being obtained from the bottoms from the preparation of C8 Oxo alcohol from C7 olefin polymer; the octadecyl ester where the alcohol is prepared from diisobutylene.  The properties are compared with those of di-2-ethylhexyl, n-decyl and n-octadecyl sebacates. Specification 643,610 is referred to.ALSO:Esters for use as lubricants and which may be blended with mineral oils are made by esterifying an acid T(COOH)2 where T is an aliphatic hydrocarbon radical of 1-26C atoms or a bond connecting the COOH groups, with a monohydric primary branched chain aliphatic alcohol of 10-36C atoms obtained by Oxo synthesis from olefins consisting of not more than 20 per cent by weight of olefins of the type RHC=CH where R is a straight chain saturated aliphatic hydrocarbon radical, the acid and alcohol being such that the molecular weight of the ester is at least 450.  The olefinic feed for the Oxo synthesis may be a C12 fraction from polymerization of propylene or C3 and C4 olefins.  For production of C15-16 alcohols, a Fischer product boiling above 482 DEG F. and containing about 50 per cent mono-olefins is suitable. Di-isobutylene may be converted to C18 alcohols by Oxo reaction, aldolization, dehydration, and hydrogenation.  Polybutylenes, polypropylenes, cracked wax, and dehydrochlorinated chlorowax are other sources.  The dibasic acid may be oxalic, malonic, succinic, glutaric, adipic, pimelic, suberic, azelaic, sebacic, brassylic, pentadecane or tetracosane-dicarboxylic, or C4-C24 alkenylsuccinic acid.  Examples describe the preparation of di-tridecyl sebacate from sebacic acid and C13 Oxo alcohol from propylene polymer; the corresponding C15-C16 Oxo alcohol ester, the alcohol being obtained from the bottoms from the preparation of C8 Oxo alcohol from C7 olefin polymer; the octadecyl ester where the alcohol is prepared from di-isobutylene.  The properties are compared with those of di-2-ethylhexyl, n-decyl, and n-octadecyl sebacates. Specification 643.610 is referred to.