- Microwave irradiation technique for synthesis of dialkyl dithiophosphoric acids
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Microwave heating technique was applied to the preparation of dialkyl dithiophosphoric acids from the reaction of alcohol with phosphorus pentasulphide. A microwave oven (CEM-MDS 2000) was utilized to determine the preparation conditions for the best yield of dialkyl dithiophosphoric acids under atmospheric pressure at various times and power. Six different (C4-C9) chain-length of dialkyl dithiophosphoric acids were studied. All experiments were performed in an open Teflon (poly-tetrafluoroethylene) vessel. The results obtained showed that the reaction of dialkyl dithiophosphoric acids can be achieved more rapidly using microwave heating than using conventional procedures.
- Guemguem, Bahattin,Biricik, Nermin,Baysal, Akin
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Read Online
- Rotational isomerism of O,O'-dialkyl esters of phosphorodithioic acid
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Compounds (RO)2P(:S)SH, R=Pri, Bun, and Octn, exhibit rotational isomerism about P-O and P-S bonds.Temperature-dependence studies of band intensities indicate values of ΔH for the equilibria between isomers to be 2.5 kJ mol-1, R=Pri; 3.0 kJ mol-1, R=Bun; and ca. 4.5 kJ mol-1, R=Octn.
- Waters, David N.,Paddy, John L.
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Read Online
- ZINC DITHIOPHOSPHATE MANUFACTURING METHOD, AND METHOD OF IMPROVING CORROSIVENESS OF ZINC DITHIOPHOSPHATE
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PROBLEM TO BE SOLVED: To provide a zinc dithiophosphate manufacturing method for obtaining zinc dithiophosphate improved in corrosiveness. SOLUTION: The zinc dithiophosphate manufacturing method comprises mixing, under a certain condition, a specific epoxy compound with corrosive zinc dithiophosphate synthesized using zinc oxide, an alcohol compound having a C4-14 hydrocarbon group and phosphorus pentasulfide. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPO&INPIT
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Paragraph 0051
(2020/10/14)
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- Molybdenum-containing thiadiazole derivative of phosphorothioate, and preparation method and application thereof
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The invention provides a molybdenum-containing thiadiazole derivative of phosphorothioate, belonging to the technical field of lubricating oil additives. The structural formula of the molybdenum-containing thiadiazole derivative of phosphorothioate is as shown in the specification. In the structural formula, R1 and R2 are straight-chain or branched-chain C4-C13 alkyl groups. The invention also provides a preparation method of the molybdenum-containing thiadiazole derivative of phosphorothioate. The molybdenum-containing thiadiazole derivative of phosphorothioate is used as a lubricating oil additive, has good lubricity, high extreme pressure performance and good thermal stability, and is an excellent antifriction additive for lubricating oil.
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Paragraph 0022
(2020/11/23)
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- Characterization of Dialkyldithiophosphates as Slow Hydrogen Sulfide Releasing Chemicals and Their Effect on the Growth of Maize
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Hydrogen sulfide is a key gasotransmitter for plants and has been shown to greatly increase their growth and survival in the presence of environmental stressors. Current methods for slowly releasing hydrogen sulfide use chemicals, such as GYY-4137, but these result in the release of chemicals not found in the environment, and chemicals used may lack structures that can be readily tuned to affect the rate of release of hydrogen sulfide. In this article, we describe the synthesis and slow release of hydrogen sulfide from dialkyldithiophosphates, which are a new set of hydrogen sulfide releasing chemicals that can be used in agriculture. The rates of hydrolysis of dibutyldithiophosphate and GYY-4137 were measured in water at 85 °C and compared with each other to investigate their differences. GYY-4137 is widely used as a chemical that slowly releases H2S, but its rate of release was not previously quantified. The release of hydrogen sulfide in water at room temperature was measured for a series of dialkyldithiophosphates using a hydrogen sulfide electrode. It was shown that the structure of the dialkyldithiophosphate affected the amount of hydrogen sulfide released. The final degradation products of dibutyldithiophosphate were shown to be phosphoric acid and butanol, which are chemicals found in the environment. This result was notable because it demonstrated that dialkyldithiophosphates degrade to safe, natural chemicals that will not pollute the environment. To demonstrate that dialkyldithiophosphates have potential applications in agriculture, maize was grown for 4.5 weeks after exposure to 1-200 mg of dibutyldithiophosphate, and the weight of corn plants increased by up to 39% at low loadings of dibutyldithiophosphate.
- Carter, Justin M.,Brown, Eric M.,Irish, Erin E.,Bowden, Ned B.
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- Free-metal dicarboxylic acid derivatives and antiwear additives and lubricant compositions comprising the same
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The present invention relates to heavy-metal-free dicarboxylic acid derivatives and to a wear-resistant and lubricant composition comprising the same. The lubricant composition comprising a dicarboxylic acid derivative compound according to the present invention has superior abrasion resistance performance to abrasion resistance performance of a conventional lubricant oil composition, and even when used at a lower content than the conventional lubricant oil composition, more excellent effects are exhibited, wherein heavy metals are not used to be environment-friendly, thereby being usefully used as engine oil, lubricating oil for a transmission, gear-oil, turbine oil, operation oil, refrigerator oil, compressor oil, vacuum pump oil, bearing oil, sliding surface oil, crude oil, metal cutting oil, plastic working oil, heat-treated oil, lubricating oil or processed oil additives.COPYRIGHT KIPO 2017
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Paragraph 0169; 0174; 0190; 0205; 0220; 0235; 0250
(2018/02/27)
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- Dicarboxylic acid derivatives containing dialkyldithiophosphate group and antiwear additives and lubricant compositions comprising the same
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The present invention relates to dicarboxlic acid derivatives containing a dialkyl dithiophosphate group, and a wear-resistant additive and a lubricant composition comprising the same. According to the present invention, a lubricant composition comprising a dicarboxlic acid derivative compound having a dialkyl dithiophosphate group has excellent wear resistance compared to an existing lubricant composition, shows excellent effects even with a lower content than existing lubricating oil compositions, and is environment-friendly because heavy metals are not used. Accordingly, the lubricant composition can be usefully used as an additive of engine oil, lubricating oil for transmission, gear-oil, turbine oil, working oil, refrigerant oil, compressor oil, vacuum pump oil, bearing oil, sliding surface oil, metal cutting oil, plastic working oil, heat treatment oil, lubricating oil or processing oil.COPYRIGHT KIPO 2017
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Paragraph 0162; 0167-0168
(2018/02/22)
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- Preparation of additive package for gear lubricants and determination of tribological properties
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In this study an extreme pressure and anti-corrosion additive package for gear oils has been created. In this context three different organic molecules were synthesized. Methylene-bis (dibutyldithiocarbamate), Sulfured oleic acid and o,o-Dialkyldithio Phosphate. Mass spectrums and Elemental analyses were carried out for these three molecules. For each molecule 4-ball weld points (WP), 4-ball Wear Scar Diameter (WSD), Copper corrosion (CC) and salt spray tests (SS) were carried out. Antioxidant properties of synthesized molecules were determined. According to the test results eight different additive packages were prepared and WP, WSD, CC and SS tests were applied to each package to determine a suitable package content. The highest yield was obtained in the five and six additive package with 250, 300 kg weld point and 0.41, 0.53 mm scar diameter respectively. For all additive packages the extreme pressure and corrosion resistance properties of gear oil increase by increasing the percentage of Methylene-bis (dibutyldithiocarbamate). o,o-Dialkyldithio Phosphate showed the highest antioxidant activity and it has been obtained bets corrosion protection with Sulfured oleic acid.
- Akin, Mustafa,Tekin, Nalan
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p. 175 - 180
(2016/04/20)
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- An efficient synthesis of O,O- di propyl (E)-2-[1-methyl 2-oxopropylidene]phosphorohydrazidothiolate (E) oxime and its analogues: A potential marine toxin
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An efficient method for the synthesis of Ptychodiscus brevis toxin O,O- di n-propyl (E)-2-[1-methyl 2-oxopropylidene]phosphorohydrazidothiolate (E) oxime (TG-1) and its analogues has been developed using thermally stable and recyclable silica gel and Na2SO4 as a condensing agent and water scavenger, respectively. The compounds were evaluated against fish Rasbora daniconius by determining the LC50 and LC90 values. The results of biological evaluation showed that these compounds have high degree of toxicity. Copyright Taylor & Francis Group, LLC.
- Gupta, Arvind K.,Dubey,Parashar,Kaushik
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scheme or table
p. 1892 - 1910
(2009/08/07)
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- Synthesis of Oligo(deoxyribonucleoside phosphorodithioate)s by the Dithiaphospholane Approach
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A novel method of synthesis of oligo(deoxyribonucleoside phosphorodithioate)s (S2-ODNs), based on the ring-opening condensation of nucleoside 3'-O-(2-thiono-1,3,2-dithiaphospholane)s with 5'-O-deprotected nucleosi(ti)des in the presence of a strong organic base such as DBU, is presented.The process has been adapted to the requirements of automated solid-phase oligonucleotide synthesis with a relatively short condensation step (5 min) and reasonable step-yield (>95percent).N-Methylpyrrolidin-2-ylidenyl (Pya) was found to be the group of choice for the protection of reactive aminofunctions of nucleobases in nucleotide substrates.Sarcosine-containing linker (LCA CPG SAR) was employed due to its known resistance to cleavage by DBU.Several medium-size S2-ODNs were prepared by this approach.Their identity and purity was confirmed by means of 31P NMR, gel electrophoresis, and mass spectrometry.It has been demonstrated that, contrary to a recent report, S2-ODNs are not degraded by DNaseI.
- Okruszek, Andrzej,Sierzchala, Agnieszka,Fearon, Karen L.,Stec, Wojciech J.
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p. 6998 - 7005
(2007/10/03)
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- Reactivity of epichlorohydrin towards O,O'-dialkyldithiophosphoric acids
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The selectivity of the reaction between O,O'-dialkyldithiophosphoric acids and epichlorohydrin is studied by two different methods.New phosphorus triesters are synthesized; they are potential lubricant additives. - Keywords: epichlorohydrin / O,O'-dialkyldithiophosphoric acid / lubricant additive / chlorohydrin
- Robert, Didier,Curci, Michele,Mieloszynski, Jean-Luc,Paquer, Daniel
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p. 1015 - 1018
(2007/10/02)
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- A 31P NMR Study of O,O'-Dialkyldithiophosphates: An Unusual Coupling
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A series of O,O'-dialkyldithiophosphoric acids have been studied by 31P NMR, and a four-bond 31P-1H scalar coupling has been detected.This coupling is unusual because it is observed between phosphorus and only one of two available protons located on the same carbon, even when the alkyl fragment is simply an alkane that should not show conformational preference.Variation of the structural features of alkyl group showed that this coupling involved a "W" pathway. KEY WORDS - 31P NMR O,O'-dialkyldithiophosphoric acids four-bond 31P, 1H coupling
- Ray, Joseph G.,Caspari, Gunter
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p. 931 - 936
(2007/10/02)
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