Antioxidant aromatic fluorophosphites
AssigneeEthyl Corporation
InventorLester P. J. Burton
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Abstract
Organic materials normally subject to gradual degradation in the presence of oxygen are stabilized by inclusion of an aromatic fluorophosphite having at least one benzene group bonded through oxygen to phosphorus and at least one fluorine atom bonded directly to the same phosphorus. Stabilization is improved by also including a conventional phenolic antioxidant. Many of the aromatic fluorophosphites are new compounds.
Claims42
An aromatic fluorophosphorus compound suitable for use as an antioxidant said compound being selected from fluorophosphorus compounds having the structure:
- (RO--) P (--F).sub.2 Formula V
- wherein R is an substituted aryl group wherein the substituents are tert-alkyl groups:
- (R'O--).sub.2 P-F Formula VI
- wherein R'is a substituted aryl group wherein the substituents are selected from sec-alkyl, tert-alkyl, aralkyl, cycloalkyl, hydroxy, alkoxy, aryloxy, halo, acyloxy, and alkoxy carbonylalkyl:
- ##STR16## wherein R.sup.1 and R.sup.2 are substituted or unsubstituted aryl groups wherein the substituent are selected from alkyl, aryl, aralkyl, cycloalkyl, hydroxy, alkoxy, aryloxy, and halo:
- and X is selected from the group consisting of a single bond connecting R.sup.1 and R.sup.2 and divalent bridging groups selected from divalent aliphatic hydrocarbon groups containing 1-12 carbon atoms, --O-- and --S.sub.q -- wherein q is an integer from 1 to 3:
- ##STR17## wherein R is a substituted or unsubstituted aryl group wherein the substituents are selected from alkyl, aryl, aralkyl, cycloalkyl, hydroxy, alkoxy, aryloxy, halo, alkoxycarbonyl, alkoxycarbonylalkyl and acyloxy, and R.sup.3 is selected from the group consisting of alkyl, cycloalkyl, aralkyl, aryl, substituted aryl, alkoxy, cycloalkoxy and aralkoxy;
- and ##STR18## wherein A is a mono- or poly-nuclear aromatic group, R.sup.4 is independently selected from fluorine, aryloxy, alkylaryloxy,alkoxy and polyalkoxy, r is an integer from 1 to 4, s is an integer from 0 to 3 and (r+s) equals the valence of A.
Organic material normally susceptible to gradual oxidative degradation when in contact with oxygen, said organic material containing an antioxidant amount of an aromatic fluorophosphorus compound, said compound being characterized by having at least one benzene group bonded through oxygen to a trivalent phosphorus atom and at least one fluorine atom bonded to said phosphorus atom.
Dependencies are inferred from the claim text.