Patent GB-864898-A (GB)
Title: Improvements in or relating to ureido compounds and lubricating greases containing the same
IPC: C07C273/18
Filed: 1957-07-19
Abstract: The Specification comprises compounds of the formula: R-NH-CO-NH-R1-NH-CO-NH-R11 where each of R and R11 independently represents dehydroabietyl, dihydroabietyl or tetrahydroabietyl and R1 represents an alkylene of 1-30 carbon atoms or arylene radical or such radical containing non-hydrocarbon substituents.  They are used as lubricating grease thickening agents and are generally prepared in situ in the lubricating oil base used, by reaction at 200-450 DEG F. between equivalent amounts of at least one of dehydro-, dihydro- or tetrahydro-abietyl-amine and an organic di-isocyanate such as toluene diisocyanates, p, p1-diisocyanate biphenyl- 1, 4-diisocyanate-benzene, p, p1-diisocyanato-diphenylmethane, 1, 6-diisocyanato-hexane, 1, 12-diisocyanato-dodecane, 1, 3, 5-triisocyanato-benzene, naphthylene diisocyanates, or bitolylene diisocyanates.  A mixture of amines may be used such as a commercial mixture known as " Rosin Amine D " containing about 60% dehydro-, 30% dihydro- and 10% tetrahydroabietylamines.  The examples refer to the production of greases by reacting in various lubricating oil vehicles either (a) bitolylene diisocyanate and -dehydro-abietylamine or (b) bitoylene diisocyanate and " Rosin Amine D. "ALSO:Lubricating greases comprise a lubricating oil thickened with 2 to 50% of at least one compound of the formula R-NH-CO-NH-R1-NH-CO-NH-R11 where each of R and R11 independently represents dehydroabietyl, dihydroabietyl or tetrahydroabietyl and R1 is an alkylene radical of 1 to 30 carbon atoms or an arylene radical.  The grease may be prepared by mixing the constituents or more preferably by forming the ureids compound in situ by mixing equivalent amounts of an organic diisocyanate (e.g. OCNR1NCO) and the corresponding abietylamine (RNH2 and/or R11NH2) in the lubricating oil at 200-450 DEG F. until the desired consistency is obtained and the mixture is cooled and milled.  Suitable lubricating oils include mineral lubricating oils, preferably solvent extracted to remove low V.I. constituents, silicone polymer oils, synthetic hydrocarbon lubricating oils such as hydrocarbon polymers, polyalkylene glycols or derivative thereof, high molecular weight esters of dicarboxylic acids, esters of polyhydric alcohols and polyfluoro compounds such as trifluorochloroethylene polymers and dibasic acid esters of H(CF2)nCH2OH alcohols.  The ureido compounds may be single compounds or mixtures, e.g. mixtures formed from diisocyanate ditolylene and a mixture of abietylamines containing about 60% dehydroabietyl, about 30% dihydroabietyl and about 10% tetrahydroabietyl.  Other suitable diisocyanates include tolylene diisocyanates, p,p1-diisocyanate biphenyl, 1,4-diisocyanato benzene, p,p1-diisocyanato-diphenylmethane, 1,6-diisocyanato - hexane, 1,12 - diisocyanato - dodecane, 1,3,5 - triisocyanato - benzene, naphthylene diisocyanates and bitolylene diisocyanates.  Optional additives are conventional, e.g. phenothiazine, Ortholeum 300, Alox 125, lead tallate, sulphurised sperm oil, chlorinated hydrocarbon and dodecyl hexasulphide.