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US 5,210,261 AGranted
Production of phosphorothioate salts
AssigneeEthyl Petroleum Additives, Inc.
InventorsBarrie D. James, Roger Scattergood
Life of this patent
Estimating the term…
Abstract
Amine salts of phosphorothioic acids, useful for example in lubricant compositions, are made by forming a mixture of sulphur and an amine, and then adding a phosphite ester. The reaction is controlled by the rate of addition of the ester.
Claims19
Process for the preparation of an amine salt of a phosphorothioic acid of formula:
- (RO).sub.2 PLS.sup.-.HN.sup.+ R.sub.1 R.sub.2 R.sub.3
- in which the radicals R are the same or different and each is a hydrocarbyl radical of up to 20 carbon atoms and R.sub.1, R.sub.2 and R.sub.3 are each hydrogen or hydrocarbyl radicals of up to 22 carbon atoms, not more than two of R.sub.1, R.sub.2 and R.sub.3 being hydrogen, which comprises:
- (1) forming a mixture of sulphur and an amine or amine mixture of formula NR.sub.1 R.sub.2 R.sub.3 in the liquid state,
- (2) adding to the mixture so obtained a phosphite ester of formula (RO).sub.2 POH in an amount at least equivalent on a molar basis to the amount of sulphur in said mixture under conditions such that the sulphur reacts with the said ester and the reaction temperature does not rise above 130.degree. C., said addition being commenced sufficiently soon after the formation of said mixture of (1) whereby the formation of dark colored bodies from a reaction of said amine and said sulphur is substantially suppressed,
- (3) continuing said reaction until solid sulphur has substantially disappeared from the reaction mixture, and, if necessary,
- (4) adding additional amine so that the total molar quantity of amine present is at least equivalent to the molar quantity of the phosphite ester used.
3 more elements
Process for the preparation of an amine salt of a phosphorothioic acid of formula:
- (RO).sub.2 PSO.sup.-.HN.sup.+ H.sub.2 R.sub.1
- in which each of the radicals R is methyl, n-butyl, or phenyl, and in which R.sub.1 is one or a mixture of n-butyl, n-hexyl, n-octyl, n-dodecyl, n-octadecyl, oleyl, 2-ethyl-n-hexyl, t-butyl, t-octyl, the hydorcarbyl radical of cocoamine, the hydrocarbyl radical of tallow amine, mixed tertiary alkyl radical in the C.sub.11 -C.sub.14 range, or mixed tertiary alkyl radical in the C.sub.16 -C.sub.22 range, which comprises:
- (1) forming a mixture of sulphur and an amine or amine mixture of formula NH.sub.2 R.sub.1 in the liquid state,
- (2) adding to the mixture so obtained a phosphite ester of formula (RO).sub.2 POH in an amount at least equivalent on a molar basis to the amount of sulphur in said mixture under conditions such that the sulphur reacts with the said ester and the reaction temperature does not rise above 130.degree. C., said addition being commenced sufficiently soon after the formation of said mixture of (1) whereby the formation of dark colored bodies from a reaction of said amine and said sulphur is substantially suppressed,
- (3) continuing said reaction until solid sulphur has substantially disappeared from the reaction mixture, and, if necessary,
- (4) adding additional amine so that the total molar quantity of amine present is at least equivalent to the molar quantity of the phosphite ester used.
3 more elements
Dependencies are inferred from the claim text.