Patent GB-950386-A (GB)
Title: New organo-boron phosphorus and sulphur containing additives
IPC: F02B3/06
Filed: 1962-05-02
Abstract: The invention comprises compounds of the general formula: <FORM:0950386/C2/1> where R is an alkenyl radical of 8 to 30 carbon atoms, R1 is an alpha or beta alkylene radical of 2 to 10 carbon atoms, R11 is an alpha or beta alkylene radical of 4 to 10 carbon atoms and X is an alkyl radical of 2 to 18 carbon atoms or the group: <FORM:0950386/C2/2> where R1 and R11 are as defined above.  The invention includes analogous organoboron, phosphorus and sulphur-containing reaction products not definable as compounds which are apparently complex mixtures. The products are made by (a) reacting in a 1:2 molar ratio, phosphorus pentasulphide and an olefinic material, said reaction resulting in the evolution of n moles of hydrogen sulphide per mole of P2S5 where n is from 0.5 to 2, and terminating the reaction after the product becomes soluble in n-pentane, (b) reacting the product with a glycol or a mixture of a glycol and a monohydric alcohol, in an amount per mole of P2S5 determined by the formula 4-2[n-(1+X)] where X is 0 when n\sF1 and (n-1) when n<1, and terminating the reaction with the evolution of 3-n moles of H2S per mole of P2S5, (c) reacting the product of (b) with a glycol borate or a precursor thereof to provide a number of moles of a 1:1 glycol borate equal to the number of moles of glycol used in step (b). A modified process comprises step (a) above, then reacting the product of (a) with a 2:1 molar glycol borate or a mixture of a 3:2 molar glycol borate and a glycol or a mixture of a glycol and boric acid and terminating the reaction with the evolution of 3-n moles of H2S per mole of P2S5.  The olefines may be alpha or beta olefines or a mixture of olefines, some of which have internal double bonds.  Suitable sources of mixed olefines include commercially available mixed polybutenes, polypropylenes, and high unsaturated petroleum fractions such as catalytic cracker distillate or motor polymer. Specification 822,278 is referred to.ALSO:Organoboron, phosphorus and sulphur-containing reaction products are made by (a) reacting in a 1:2 molar ratio, phosphorus pentasulphide and an olefinic material with the evolution of n moles of hydrogen sulphide per mole of P2S5 where n is from 0.5 to 2, and terminating the reaction after the product becomes soluble in n-pentane, (b) reacting the product with a glycol or a mixture of a glycol and a monohydric alcohol, in an amount per mole of P2S5 determined by the formula 4-2[n-(1+x)] where x is 0 when n\sF1 and (n-1) when n<1, and terminating the reaction with the evolution of 3-n moles of H2S per mole of P2S5, (c) reacting the product of (b) with a glycol borate or a precursor thereof to provide a number of moles of a 1:1 glycol borate equal to the number of moles of a glycol used in step (b).  The olefines may be alpha or beta olefines or a mixture of olefines some of which have internal double bonds. Suitable sources of mixed olefines include mixed polybutenes, mixed polypropylenes and high unsaturated petroleum fractions such as catalytic cracker distillate and motor polymer, having molecular weights in the range from 100 to 800.  A modified process comprises step (a) above, then reacting the product of (a) with a 2:1 molar glycol borate or a mixture of a 3:2 molar glycol borate and a glycol or a mixture of a glycol and boric acid and terminating the reaction with the evolution of 3-n moles of H2S per mole of P2S5. In examples, the reactants used are (1) mixed polybutenes (M.W. 336), 1,3-butylene glycol, and 1,3-butylene glycol borate; (2) and (3) mixed polybutene (336) 1,3-butylene glycol, and boric acid. Specification 822,278 is referred to.ALSO:Petroleum stocks, such as gasoline (including catalytic distillate, motor polymer, alkylate, catalytic reformate, isomerate and naphthas) jet fuel oils, diesel oils, home heating oils, and lubricating oils, have added thereto a proportion of from 0.05 to 0.25 wt. per cent of an organoboron, phosphorus and sulphur-containing reaction product obtainable by reacting phosphorus pentasulphide and an olefin, reacting this first intermediate with a glycol or a mixture of a glycol and an alcohol to form a second intermediate, and reacting the latter with a glycol borate or a precursor thereof (such as a mixture of boric acid and glycol) (for details of preparation see Division C2). The products obtainable from alpha olefins have the general formula <FORM:0950386/C3/1> where R is an alkenyl radical of 8 to 30 carbon atoms, R1 is an alpha or beta alkalene radical containing from 2 to 10 carbon atoms, R11 is an alpha or beta alkylene radical containing from 4 to 10 carbon atoms and X is an alkyl radical containing from 2 to 18 carbon atoms or the group <FORM:0950386/C3/2> When used in gasoline, the gasoline will preferably contain an anti-knock agent such as tetraethyl lead, tetramethyl lead or mixtures thereof, and a scavenger such as ethylene di-chloride and/or ethylene dibromide.  Other common additives such as solvent oils and dyes may also be present. Specification 822,278 is referred to.