The Relation of Antiwear Function to Thermal Stability and Structure for Metal: O,O-Dialkylphosphorodithioates

Rowe, C. N.; Dickert, Joseph J.

doi:10.1080/05698196708972168

Cited by 70 publications

(21 citation statements)

References 8 publications

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“…By keeping the exact stoichiometry, the (RP) 2 Se 4 2-anions were formed as the only products detectable by 31 P NMR spectroscopy. If the sodium selenide used was contaminated by small amounts of Na 2 Se 2 , the triselenophosphonate anions RPSe 3 2-were observed as byproducts. [14] Tetraselenohypodiphosphonates 1 and 2 were isolated as colourless crystalline solids.…”

Section: Resultsmentioning

confidence: 98%

“…In the case of [(C 6 H 11 )P] 2 Se 4 [Li(tmeda)] 2 , exclusive coordination of the hypodiphosphonate anion through the selenium atoms at different phosphorus atoms (mode B) is observed. [10] For (PhP) 2 Se 4 Na 2 (thf) 3 , however, Rothenberg et al observed that both coordination modes (A and B) are simultaneously present in the crystal structure. In order to learn more on the coordination ability of the tetraselenohypodiphosphonate anions, the molecular and crystal structures of the lithium salt (PhP) 2 Figure 4.…”

Section: Thementioning

confidence: 95%

“…In the tetraselenohypodiphosphonate anion the coordination around the phosphorus atoms is slightly distorted tetrahedral. The P-P distance [2.252 (2) It is interesting to compare the structures of the two sodium salts [(2-C 4 H 3 S)P] 2 Se 4 Na 2 (1g) and (PhP) 2 Se 4 Na 2 -(thf) 3 . [11] The salts are quite similar, both have an aromatic substituent bonded to phosphorus.…”

Section: Thementioning

confidence: 99%

“…However, organophosphorus anions with selenium and tellurium are less well documented. Only a few anions including RPSe 3 2-, [6][7][8] R 2 PSe 2 -, [5,7] R 2 PTe 2 -, [9,10] R 2 PSe -, [7] R 2 PTe -, [10] R 2 PSeTe - [10] and (RP) 2 Se 6 2- [11] have been reported in the literature.…”

Section: Introductionmentioning

confidence: 96%

“…[1,2] They have found applications, for example, as lubricant oil additives [3] or as extraction agents. [4] The pioneering work of Kuchen revealed a rich and intriguing complex chemistry for dithiophosphinate anions.…”

Section: Introductionmentioning

confidence: 99%

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Alkali Metal Tetraselenohypodiphosphonates: Synthesis, NMR Spectroscopy and Crystal Structures

et al. 2009

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Section: Resultsmentioning

confidence: 98%

Section: Thementioning

confidence: 95%

Section: Thementioning

confidence: 99%

Section: Introductionmentioning

confidence: 96%

Section: Introductionmentioning

confidence: 99%

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Alkali Metal Tetraselenohypodiphosphonates: Synthesis, NMR Spectroscopy and Crystal Structures

et al. 2009

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Structural Studies of Lithium Telluro‐ and Seleno‐Phosphorus Compounds

et al. 2003

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Lithium tellurophosphinite [Ph2PTe][Li(TMEDA)1.33(THF)1.33] (4), ditellurophosphinate, [Ph2PTe2][Li(THF)3.5(TMEDA)0.25] (5), and selenotellurophosphinate [Ph2P(Se)Te][Li(THF)2(TMEDA)] (6) complexes have been prepared from the insertion/oxidation reactions of lithiated secondary phosphanes with elemental chalcogens and characterised by X‐ray crystallography. Compounds 4−6 contain no tellurium−lithium bonding interactions in the solid state, instead existing as ion‐separated species with THF/TMEDA‐solvated lithium cations. Reaction of dilithiated primary phosphanes with more than three equivalents of elemental selenium gives [{(c‐C6H11)P(Se)(SeLi)}2·2TMEDA] (7) via a phosphorus‐phosphorus coupling reaction. Solid state characterisation of 7 reveals the organo groups in the tetradentate tetraselenohypodisphosphinate ligand to be in an anti conformation to one another and each lithium atom to be coordinated by two selenium atoms, one from each of the diselenophosphinate groups. Multinuclear NMR spectroscopic data are consistent with retention of the solid‐state structures of 4−7 in solution. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)

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The thermal degradation of zinc O,O‐dialkyl phosphorodithioates and related compounds in petroleum media. Part 1. Zinc O,O‐diisobutyl phosphorodithioate

Ellis

Lake

Marshall

1980

J. Chem. Technol. Biotechnol.

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The thermal decomposition of zinc O,O‐dialkyl phosphorodithioates is acknowledged to play a significant part in their activity as multipurpose lubricating oil additives. Therefore, the isobutyl derivative in pentadecane solution has been degraded in a novel apparatus under a nitrogen atmosphere. The principal volatile products were found by gas‐liquid chromatography and mass spectrometry to be O,O,S‐triisobutyl phosphorodithioate, isobutanethiol and isobutene. In addition to these volatile products a solid (insoluble in organic solvents) was formed. This contained virtually all the zinc in the original reactant and had a zinc: phosphorus ratio of 2:3. It also contained carbon, hydrogen, sulphur and oxygen but the proportions of the latter two elements were unreliable. Variation of the period of heating, the temperature from 176 to 240°C and the concentration of the reactant from 1.4 to 7.0 × 10−2M affected the relative proportion but not the nature of the products formed. An equation involving the reaction of two molecules of the reactant has been written but kinetic data is required in order to establish a mechanism.

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The Relation of Antiwear Function to Thermal Stability and Structure for Metal: O,O-Dialkylphosphorodithioates

Cited by 70 publications

References 8 publications

Alkali Metal Tetraselenohypodiphosphonates: Synthesis, NMR Spectroscopy and Crystal Structures

Alkali Metal Tetraselenohypodiphosphonates: Synthesis, NMR Spectroscopy and Crystal Structures

Structural Studies of Lithium Telluro‐ and Seleno‐Phosphorus Compounds

The thermal degradation of zinc O,O‐dialkyl phosphorodithioates and related compounds in petroleum media. Part 1. Zinc O,O‐diisobutyl phosphorodithioate

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