Oxidative transformations of disulfides of phosphorus dithioacids in reactions with hydroperoxides
In continuation of studies of regularities relating the anti-oxidizing activity of phosphorus dithioacid salts with structure, a comparative investigation was carried out of oxidative conversions of disulfides of these acids, which are primary products of oxidation of salts. It was reported previously that salts and disulfides of dithiophosphonic acids are more effective antioxidants than their dithiophosphate analogues. This may be the result of their high heat stability and reactivity in relation to oxidizing agents. It is also possible that the anti-oxidizing activity of salts and disulfides is due to the form of oxidative conversions and the type of compound formed. The authors therefore carried out comparative studies of reactions of bis-(di-isoporopylthione phosphorl- and phosphinyl)disulfides with tert-butyl hydroperoxide. It was established that the main products containing phosphorus in oxidizing transformations of disulfides in reactions with tert-butyl hydroperoxide are: O,O-di-isopropyl-S-tert-butylthiolphosphate in the case of bis-(di-isopropylthionphosphoryl)disulfide and di-isopropylphosphonic acid, in the case of bis-(di-isopropylthionphosphinyl)disulfide. It was shown that phosphinyl disulfide undergoes more intense oxidation to phosphorus and sulfur-containing acids, which may be the cause of higher antioxidizing activity of metal dithiophosphinates, compared with their dithiophosphate analogues. 15 references, 2 figures, 1 table.
- OSTI ID:
- 5538704
- Journal Information:
- Pet. Chem. USSR (Engl. Transl.); (United States), Journal Name: Pet. Chem. USSR (Engl. Transl.); (United States) Vol. 22:4; ISSN PECHA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
400301* -- Organic Chemistry-- Chemical & Physicochemical Properties-- (-1987)
ANTIOXIDANTS
CHALCOGENIDES
CHEMICAL REACTIONS
DATA
EXPERIMENTAL DATA
INFORMATION
NMR SPECTRA
NUMERICAL DATA
ORGANIC COMPOUNDS
OXIDATION
OXYGEN COMPOUNDS
PEROXIDES
PHOSPHINES
PHOSPHORUS COMPOUNDS
SPECTRA
SULFIDES
SULFUR COMPOUNDS