Piperylene

Abstract: Additives for lubricating oils, hydrocarbon oils and power transmitting fluids are oil-soluble esters of hydrocarbon substituted succinic acid, the hydrocarbon being saturated and being a polymer containing at least 50 aliphatic carbon atoms. Examples of the ester are the dimethyl ester of polyisobutene succinic anhydride, the polyisobutene succinic anhydride which has been esterified with polyethylene glycol and further reacted with barium oxide to produce a mixed ester-metal salt and the polyisobutene succinic anhydride which has been esterified with a styrene-allyl alcohol copolymer and then reacted with propylene oxide. Examples are given of the addition of these esters to SAE mineral lubricating oils which may also include the usual additives especially the metal phosphor dithioates and their epoxide adducts.ALSO:The invention comprises an oil-soluble ester of a hydrocarbon-substituted succinic acid, the hydrocarbon being saturated and being a polymer containing at least 50 aliphatic carbon atoms. The ester may be prepared by reacting an alcohol or phenol with a hydrocarbon-substituted succinic anhydride or acid, preferably at 150 DEG to 300 DEG C. and in the presence of an esterification catalyst, by reacting an epoxide or a mixture of an epoxide and water with a hydrocarbon substituted succinic anhydride or acid or acid halide, by reacting maleic acid or anhydride with an alcohol and reacting the obtained mono- or di-ester of maleic acid with the polyolefin, and, finally by esterifying itaconic anhydride or acid and then reacting with the polyolefin. The preferred method is by reacting a polyhydric alcohol having 2-10 OH radicals with 0.5-10 moles of hydrocarbon-substituted succinic anhydride, the hydrocarbon being a polymer of a C2- 6 mono-olefin having a M.Wt. of 700-5000. The examples relate to the treatment of polyisobutene succinic anhydride and of the succinic anhydride of the copolymer of 90 isobutene and 10 piperylene. The esters may be used as lubricant addititives.

Abstract: Fused 3-methylfurans are readily obtained by the reaction of allenic sulfonium salt 1 and the enolate anions of cyclic 1,3-dicarbonyl compounds in two steps. Using these fused 3-methylfuran compounds as intermediates, furanoterpenoids such as menthofuran (8) and evodone (db) are synthesized efficiently. Moreover, maturone (15) is also obtained regioselectivity by Lewis acid catalyzed Diels-Alder reaction of benzofuranquinone (12) with piperylene. In the context with the regioselectivity observed in the Diels-Alder reaction of 12, semiempirical molecular orbital calculations are applied to gain its theoretical interpretation based upon frontier molecular orbital theory and transition state analysis

Abstract: Additives for lubricating oils, hydrocarbon oils and power transmitting fluids are oil-soluble esters of hydrocarbon substituted succinic acid, the hydrocarbon being saturated and being a polymer containing at least 50 aliphatic carbon atoms. Examples of the ester are the dimethyl ester of polyisobutene succinic anhydride, the polyisobutene succinic anhydride which has been esterified with polyethylene glycol and further reacted with barium oxide to produce a mixed ester-metal salt and the polyisobutene succinic anhydride which has been esterified with a styrene-allyl alcohol copolymer and then reacted with propylene oxide. Examples are given of the addition of these esters to SAE mineral lubricating oils which may also include the usual additives especially the metal phosphor dithioates and their epoxide adducts.ALSO:The invention comprises an oil-soluble ester of a hydrocarbon-substituted succinic acid, the hydrocarbon being saturated and being a polymer containing at least 50 aliphatic carbon atoms. The ester may be prepared by reacting an alcohol or phenol with a hydrocarbon-substituted succinic anhydride or acid, preferably at 150 DEG to 300 DEG C. and in the presence of an esterification catalyst, by reacting an epoxide or a mixture of an epoxide and water with a hydrocarbon substituted succinic anhydride or acid or acid halide, by reacting maleic acid or anhydride with an alcohol and reacting the obtained mono- or di-ester of maleic acid with the polyolefin, and, finally by esterifying itaconic anhydride or acid and then reacting with the polyolefin. The preferred method is by reacting a polyhydric alcohol having 2-10 OH radicals with 0.5-10 moles of hydrocarbon-substituted succinic anhydride, the hydrocarbon being a polymer of a C2- 6 mono-olefin having a M.Wt. of 700-5000. The examples relate to the treatment of polyisobutene succinic anhydride and of the succinic anhydride of the copolymer of 90 isobutene and 10 piperylene. The esters may be used as lubricant addititives.

Abstract: In a process for polymerizing a conjugated diene using an organo-lithium catalyst, 0.02 to 1.0 parts by weight of a multivinyl aromatic compound per 100 parts of the diene are added to the polymerization mixture to reduce the cold flow tendency of the polymer without producing gel. Specified dienes are butadiene, isoprene, piperylene, 2,4-dimethyl-1,3-butadiene, 1,3 - octadiene and 4,5 - diethyl - 1,3 - octadiene. Specified multivinyl aromatic compounds include benzene, naphthalene and biphenyl derivatives. Divinyl benzene is exemplified. The catalyst has the general formula RLix, where R is an aliphatic, cycloaliphatic or aromatic hydrocarbon radical containing from 1 to 20 carbon atoms and x is an integer of 1 to 4. n-butyl lithium is exemplified. Random or block copolymers may be formed by copolymerizing the dienes with minor amounts of mono-vinylidene-containing monomers. In one example, butadiene and styrene are copolymerized in the presence of tetrahydrofuran to prevent block copolymer formation. The usual hydrocarbon diluents such as cyclohexane are used. The polymerization is terminated with a solution of 2,21-methylenebis - (4 - methyl - 6 - tert - butyl - phenol) in a mixture of toluene and isopropyl alcohol. The polymer may be vulcanized using conventional techniques.