Zinc dialkyl dithio phosphate
Encyclopedia
Zinc dialkyldithiophosphates (often referred to as ZDDP) are a family of coordination compounds invented by Castrol
Castrol
Castrol is a brand of industrial and automotive lubricants which is applied to a large range of oils, greases and similar products for most lubrication applications...

 that feature zinc
Zinc
Zinc , or spelter , is a metallic chemical element; it has the symbol Zn and atomic number 30. It is the first element in group 12 of the periodic table. Zinc is, in some respects, chemically similar to magnesium, because its ion is of similar size and its only common oxidation state is +2...

 bound to the anion of dithiophosphoric acid. These uncharged compounds are not salts. They are soluble in nonpolar solvents, and the longer chain derivatives easily dissolve in mineral
Mineral oil
A mineral oil is any of various colorless, odorless, light mixtures of alkanes in the C15 to C40 range from a non-vegetable source, particularly a distillate of petroleum....

 and synthetic oil
Synthetic oil
Synthetic oil is a lubricant consisting of chemical compounds that are artificially made . Synthetic lubricants can be manufactured using chemically modified petroleum components rather than whole crude oil, but can also be synthesized from other raw materials...

s used as lubricant
Lubricant
A lubricant is a substance introduced to reduce friction between moving surfaces. It may also have the function of transporting foreign particles and of distributing heat...

s. They come under CAS number . In aftermarket oil additives, the percentage of ZDDP ranges approximately between 2-15%.

The alkyl groups can be branched and linear alkanes between 1-14 carbons length, 2-butyl, pentyl, hexyl, 1,3-dimethylbutyl, heptyl, octyl, isooctyl (2-ethylhexyl), 6-methylheptyl, 1-methylpropyl, dodecylphenyl, and others. A mix of zinc dialkyl(C3-C6)dithiophosphates come under CAS number . List of other examples with their CAS numbers is here.

Coordination chemistry

These species are produced in two steps. First phosphorus pentasulfide
Phosphorus pentasulfide
Phosphorus pentasulfide is the inorganic compound with the formula P4S10. This yellow solid is the one of two phosphorus sulfides of commercial value...

 is treated with suitable alcohol
Alcohol
In chemistry, an alcohol is an organic compound in which the hydroxy functional group is bound to a carbon atom. In particular, this carbon center should be saturated, having single bonds to three other atoms....

s to give the dithiophosphoric acid. A wide variety of alcohols can be employed, which allows the lipophilicity of the final zinc product to be fine-tuned. The resulting dithiophosphate is then neutralized by adding zinc oxide
Zinc oxide
Zinc oxide is an inorganic compound with the formula ZnO. It is a white powder that is insoluble in water. The powder is widely used as an additive into numerous materials and products including plastics, ceramics, glass, cement, rubber , lubricants, paints, ointments, adhesives, sealants,...

:
2 (RO)2PS2H + ZnO → Zn[(S2P(OR)2]2 + H2O


In Zn[(S2P(OR)2]2, the zinc is tetrahedral. This monomeric compound also exists in equilibrium with dimers and oligomer
Oligomer
In chemistry, an oligomer is a molecule that consists of a few monomer units , in contrast to a polymer that, at least in principle, consists of an unlimited number of monomers. Dimers, trimers, and tetramers are oligomers. Many oils are oligomeric, such as liquid paraffin...

s caused by opening of the four-membered ZnS2P ring. Partial hydrolysis gives the cluster Zn4O[(S2P(OR)2]6, which adopts the structure seen for basic zinc acetate
Zinc acetate
Zinc acetate is the chemical compound with the formula Zn2, which commonly occurs as a dihydrate Zn22. Both the hydrate and the anhydrous forms are colorless solids that are commonly used in chemical synthesis and as dietary supplements. Zinc acetates are prepared by the action of acetic acid on...

.

Zinc diethyldithiophosphate, Zn[(S2P(OEt)2]2, is a polymeric solid consisting of linear chains.

Applications

The main use of ZDDP is in anti-wear additives
AW additive
AW additives, or antiwear additives, are additives for lubricants to prevent metal-to-metal contact between parts of gears.EP additives are usually used in applications such as gearboxes, while AW additives are used with lighter loads such as bushings....

 to lubricant
Lubricant
A lubricant is a substance introduced to reduce friction between moving surfaces. It may also have the function of transporting foreign particles and of distributing heat...

s such as grease
Grease (lubricant)
The term grease is used to describe semisolid lubricants. Although the word grease is also used to describe rendered fat of animals, in the context of lubrication, grease typically applies to a material consisting of a soap emulsified with mineral or vegetable oil...

s, gear oil
Gear oil
Gear oil is a motor oil made specifically for transmissions, transfer cases, and differentials in automobiles, trucks, and other machinery. It is of a higher viscosity to better protect the gears and usually is associated with a strong sulfur smell. The high viscosity ensures transfer of...

s, and motor oil
Motor oil
Motor oil or engine oil is an oil used for lubrication of various internal combustion engines. The main function is to lubricate moving parts; it also cleans, inhibits corrosion, improves sealing, and cools the engine by carrying heat away from moving parts.Motor oils are derived from...

s, which often contain less than 1% of this additive. It has been reported that zinc and phosphorus emissions may damage catalytic converter
Catalytic converter
A catalytic converter is a device used to convert toxic exhaust emissions from an internal combustion engine into non-toxic substances. Inside a catalytic converter, a catalyst stimulates a chemical reaction in which noxious byproducts of combustion are converted to less toxic substances by dint...

s and standard formulations of lubricating oils for gasoline engines now have reduced amounts of the additive, though diesel engine oils remain at higher levels.. Crankcase oils with reduced ZDDP have been cited as causing damage to, or failure of, classic/collector car flat tappet camshafts and lifters which undergo very high boundary layer pressures and/or shear forces at their contact faces, and in other regions such as big-end/main bearings, and piston rings and pins. Roller camshaft
Camshaft
A camshaft is a shaft to which a cam is fastened or of which a cam forms an integral part.-History:An early cam was built into Hellenistic water-driven automata from the 3rd century BC. The camshaft was later described in Iraq by Al-Jazari in 1206. He employed it as part of his automata,...

s are more commonly used to reduce camshaft lobe friction in modern engines. There are additives, such as STP(R) Oil Treatment, and some racing oils such as Valvoline ZR-1, are available in the retail market with the necessary amount of ZDDP for engines using increased valve spring
Spring (device)
A spring is an elastic object used to store mechanical energy. Springs are usually made out of spring steel. Small springs can be wound from pre-hardened stock, while larger ones are made from annealed steel and hardened after fabrication...

 pressures. See "external links" in this article. The same ZDDP compounds serve also as corrosion inhibitor
Corrosion inhibitor
A corrosion inhibitor is a chemical compound that, when added to a liquid or gas, decreases the corrosion rate of a material, typically a metal or an alloy. The effectiveness of a corrosion inhibitor depends on fluid composition, quantity of water, and flow regime...

s and antioxidant
Antioxidant
An antioxidant is a molecule capable of inhibiting the oxidation of other molecules. Oxidation is a chemical reaction that transfers electrons or hydrogen from a substance to an oxidizing agent. Oxidation reactions can produce free radicals. In turn, these radicals can start chain reactions. When...

s.

Naming

These compounds are widely used and correspondingly have numerous names, including ZDDP, ZnDTP, and ZDP.

External links

The source of this article is wikipedia, the free encyclopedia.  The text of this article is licensed under the GFDL.
 
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