Ammonium organo-phosphorus acid salts

Solid anti-friction devices – materials therefor – lubricant or se – Lubricants or separants for moving solid surfaces and... – Organic phosphorus compound – wherein the phosphorus is...

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558208, 558214, 508476, C10M10574, C07F 9165

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active

055673414

DESCRIPTION:

BRIEF SUMMARY
The present invention relates to novel ammonium salts of organo-oxyphosphorus acids, organo-thiophosphorus acids and their esters and to the use thereof as additives for lubricants, especially for providing protection against extreme pressure and corrosion, to compositions containing these novel salts, a method for lubricating metal surfaces in frictional contact, and a metal surface treated with the salt or lubricant composition.
In EP 277,711 there is disclosed a method for protecting metal surfaces against corrosion by treating the metal surface with the reaction product of a polyester and an amine or salt thereof with an organic acid, chloride or sulphate.
It is also known to improve the wear resistance of metal surfaces by incorporating ammonium salts of organophosphorus acid derivatives in lubricating oil compositions. Thus, it has been proposed in U.S. Pat. No. 4,962,227 to use ammonium salts of methyl phosphonic acid as lubricant additives and in U.S. Pat. No. 4,514,311 to use specific ammonium salts of phosphate esters for a similar purpose.
None of these compounds are wholly satisfactory under all operating conditions, particularly under extreme pressure. It has now been found that ammonium salts of organo-oxyphosphorus acids, organo-thiophosphorus acids and their esters with the polyesteramine disclosed in EP 277,711 are especially effective as lubricant additives and provide a number of desirable properties, especially when incorporated in lubricating oils and greases.
According to the present invention there is provided an ammonium salt of an organo-oxyphosphorus acid, an organo-thiophosphorus acid or esters thereof (hereinafter referred to as the "Polyester ammonium salt") with a polyesteramine of Formula I
The precise structure of the chain terminating group Y not critical provided it is inert to the other components of the composition under the normal processing conditions to which it is subjected. It is preferably free from ionic and strongly polar groups and preferably has a molecular weight of less than 300 and contains only C and H or C, H and O atoms.
The group Y is preferably alkyl or alkenyl containing up to 35 carbon atoms, especially from 7 to 25, and more especially from 7 to 20 carbon atoms such as heptyl, octyl, undecyl, lauryl, heptadecyl, heptadecyl, heptadecadienyl, stearyl, oleyl, linoleyl or such a group substituted by a hydroxy, halo or alkoxy group, especially C.sub.1-4 alkoxy. Particularly preferred terminal groups Y--CO-- are 12-hydroxystearyl and 12-hydroxyoleyl. Other values for Y include, C.sub.4-8 -cycloalkyl, such as cyclohexyl; polycycloalkyls, for example, polycyclic terpenyl groups which are derivable from naturally occurring acids such as abietic acid; aryl, such as phenyl; aralkyl, such as benzyl and polyaryl, such as naphthyl, biphenyl, stilbenyl and phenylmethylphenyl. Such groups are preferably unsubstituted or substituted by a group selected from hydroxy, halogen and C.sub.1-4 alkoxy.
The divalent hydrocarbon group represented by A may be an aromatic group but is preferably an alkylene or alkenylene group, especially one containing from 4 to 25 carbon atoms with at least 4 carbon atoms between the oxygen atom and carbonyl group. Preferably n has a value of at least two. When n is greater than one, the groups represented by A in the polyester chain [O--A--CO].sub.n may be the same or different.
It is generally preferred that n is from 1 to 10, and especially from 1 to 6, when the group A is an aliphatic chain containing nine or more carbon atoms and n is from 1 to 60 when the group A is an aliphatic chain containing up to eight carbon atoms. The groups represented by A may carry other substituents which do not confer water-solubility on the molecule, such as halogen and alkoxy. Preferred examples of the group (--O--A--CO--) are 12-oxystearyl, 12-oxyoleyl and 6-oxycaproyl.
The polyester residue of the formula: from 4 to 25 carbon atoms having at least 4 carbon atoms between the hydroxy and carboxyl groups or a cyclic precursor thereof, such as a lactone and

REFERENCES:
patent: 3718588 (1973-02-01), Bellos et al.
patent: 4289634 (1981-09-01), Lewis et al.
patent: 4977294 (1990-12-01), Uphues et al.
patent: 5073277 (1991-12-01), Wirth et al.

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