- Dithiophosphate radical terminated mercaptosilane coupling agent as well as synthesis method and application thereof
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The invention belongs to a silane coupling agent, and particularly relates to a dithiophosphate radical terminated mercaptosilane coupling agent as well as a synthesis method and an application thereof. The dithiophosphate radical terminated mercaptosilane coupling agent has a structure as shown in a formula (I) which is described in the specification. According to the dithiophosphate radical terminated mercaptosilane coupling agent shown in the formula (I), the interaction between a polymer and filler can be enhanced, the hysteresis loss of a rubber material is remarkably reduced, the Payne effect of a rubber material is reduced, and the dispersity of white carbon black is improved, so that the oil consumption and the emission of carbon dioxide in the tire driving process are reduced, andthe wear resistance of the tire is enhanced; meanwhile, the dithiophosphate radical terminated mercaptosilane coupling agent provided by the invention has the effect of promoting vulcanization, and can reduce the energy loss in the vulcanization process.
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Paragraph 0027-0028; 0030; 0031-0032; 0034
(2020/12/30)
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- Phosphorous-31 Nuclear Magnetic Resonance Study of the Mechanism and Kinetics of the Hydrolysis of Zinc(II) O,O-Diethyl Dithiophosphate and Some Related Compounds
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31P NMR spectroscopy has been used to investigate the mechanism and kinetics of hydrolysis of Zinc(II) O,O-diethyl dithiophosphate (1) (ZDTP) in 1,2-dimethoxyethane solution at 85 deg C with ten equivalents of water.All major intermediates and products have been identified and the individual reaction rates determined.ZDTP was found to be hydrolyzed (k=2.35 x 10-4 s-1) to phosphoric acid (7) via O,O-diethyl S-hydrogen dithiophosphate (3) (khyd=1.35 x 10-2 s-1) and thiophosphoric acid (6) (khyd=0.78 x 10-5 s-1).O-Ethyl O,O-dihydrogen and O,O-diethyl-O-hydrogen phosphorothioates (8), (9), and ethyl dihydrogen phosphate (10) were produced as by-products of the reaction.From a study of the order of appearance of the intermediates and products, a detailed mechanism for the hydrolysis of ZDTP has been proposed.O-Ethyl O,S-dihydrogen phosphorothioate (4) and dithiophosphoric acid (5) are found to be intermediates.
- Burn, Alan J.,Dewan, Sharwan K.,Gosney, Ian,Tan, Paul S. G.
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p. 753 - 758
(2007/10/02)
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- Synthesis, characterization, and oxygen atom transfer reactions of {HB(Me2C3N2H)3}MoO{S 2P(OR)2} and {HB(Me2C3N2H)3}MoO 2{η1-S2P(OEt)2}
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The compounds {HB(Me2pz)3}MoO{S2P(OEt)2} (1a) and {HB(Me2pz)3}MoO2{S2P(OEt) 2} (2) containing bidentate and monodentate S2P(OEt)2- ligands, respectively, have been prepared by the reaction of Mo2O3{S2P(OEt)2}4 with K{HB(Me2pz)3} {HB(Me2pz)3}MoO{S2P(OEt)2} and its analogue {HB(Me2pz)3}MoO{S2P(OMe)2} have also been prepared in higher yield by the reaction of Mo2O3{S2P(OEt)2}4 with Ph3P followed by reaction with K{HB(Me2pz)3}. Both 1a and 2 have been structurally characterized by X-ray crystallography. The blue Mo(IV) compound 1a crystallizes in the monoclinic space group P21/c with a = 17.987 (3) ?, b = 8.219 (3) ?, c = 18.681 (7) ?, β = 104.88 (2)°, and Z = 4. The molybdenum atom is six-coordinate and facially coordinated by the tridentate HB(Me2pz)3- ligand, by one terminal oxo ligand (Mo=O = 1.644 (6) ?) and by the bidentate S2P(OEt)2- ligand. The gold-colored Mo(VI) complex 2 crystallizes as the toluene hemisolvate in the triclinic space group P1 with a = 8.421 (1) ?, b = 12.654 (6) ?, c = 15.240 (5) ?, α = 87.77 (3)°, β = 81.36 (2)°, γ = 74.37 (3)°, and Z = 2. The molybdenum atom is six-coordinate with a tridentate HB(Me2Pz)3- ligand, two terminal oxo ligands (Mo=O = 1.690 (2) and 1.697 (2) ?), and a monodentate S2P(OEt)2- ligand. The S2P(OEt)2- ligand adopts an extended geometry, and the uncoordinated sulfur atom is 5.42 ? from the molybdenum atom. Compound 1a reduces Me2SO to Me2S. The kinetic data can be fit to a second-order rate law with k = 5.46 (6) × 10-5 (M s)-1 in toluene at 40°C. Activation parameters determined from plots of ln (k/T) vs 1/T are ΔH? = 15.3 (2) kcal mol-1 and ΔS? = -29 (2) cal (mol K)-1. The large negative entropy of activation indicates that an associative mechanism is operative. Compound 2 oxidizes Ph3P to Ph3PO. Again, a second-order rate law is followed: k = 3.4 (1) × 10-3 (M s)-1 in toluene at 25°C. Both complexes catalyze the oxidation of Ph3P by Me2SO.
- Roberts, Sue A.,Young, Charles G.,Cleland Jr.,Ortega, Richard B.,Enemark, John H.
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p. 3044 - 3051
(2008/10/08)
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- Pesticidal phosphoryl- and phosphinyl-thioalkyl cyclic sufones
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Compounds of the formula: STR1 wherein X is sulfur or oxygen; R1 is lower alkyl; R2 is lower alkyl, lower straight chain alkoxy, lower alkylthio, phenyl or the group --NR3 R4 where R3 and R4 are independently hydrogen or lower alkyl, provided that when X is oxygen, R2 is not phenyl, are pesticidal, exhibiting activity against pests such as plant fungal diseases and, in many cases, insects.
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- Reaction of Phosphinyl and Phosphinothioyl Disulfides with Diazomethane
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Four kinds of 4-substituted phenyl diethoxyphosphinyl disulfide (substituents: H, CH3, C2H5, Cl) and phenyl diethoxyphosphinothioyl disulfide reacted readily with diazomethane.The phosphinyl disulfides produced diethyl (4-substituted phenylthio)methyl phosphorothionate and the isomer, diethyl S-(4-substituted phenylthio)methyl phosphorothiolate, as the main products, whereas the phosphinothioyl disulfide produced only diethyl S-(phenylthio)methyl phosphorodithioate.The possible mechanism involved is as follows: the S-S bond in (EtO)2P(X)-S-S-C6H4R (X=O or S) is cleaved by nucleophilic attack of diazomethane at the sulfur atom bonded to the phenyl group to produce and (+)N2CH2-S-C6H4R; the latter reacts with the former with loss of nitrogen; therefore, when X is O, two compounds, (EtO)2P(S)-O-CH2-S-C6H4R and (EtO)2P(O)-S-CH2-S-C6H4R, are produced, when X is S, only (EtO)2P(S)-S-CH2-S-C6H4R is obtained.
- Miyamoto, Toru,Yamamoto, Izuru
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p. 2581 - 2586
(2007/10/02)
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- Mono- and di-thiophosphate esters containing an isoxazolinone ring and compositions and methods containing the same
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Mono- and di-thiophosphate esters having an isoxazolinone system attached at its 2-position through an optionally alkyl- or phenyl-substituted methylene or ethylene group to the sulphur or to one of the sulphur atoms are useful as insecticides and/or acar
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