Organic compounds -- part of the class 532-570 series – Organic compounds – Sulfur containing
Patent
1992-10-28
1994-06-28
Mars, Howard T.
Organic compounds -- part of the class 532-570 series
Organic compounds
Sulfur containing
568 60, 568 59, C07C32114
Patent
active
053248589
DESCRIPTION:
BRIEF SUMMARY
This invention relates to new sulfurized compounds, their preparation and their use as oil additives, in particular as anti-wear and extreme-pressure additives for lubricating oils.
The use of anti-wear and extreme-pressure additives, in particular in motor oils, transmission fluids, hydraulic fluids has been practiced for several decades. Many types of additives thus have been developed and several of them have made it possible to reduce very appreciably the deterioration of mechanisms and have thereby made it possible to extend their life.
Of the many anti-wear and extreme-pressure additives that have been studied, the dialkyl- and diaryldithiophosphates and the metal dialkyldithiocarbamates (those of zinc in particular), the alkylthiophosphates, tricresylphosphate, didodecylphosphate, the sulfured terpenes, the sulfurous spermaceti oil and various chlorinated compounds have proven to be most active and have undergone significant industrial development. Some of them are described in patents U.S. Pat. Nos. 2,364,283, 2,364,284, 2,365,938, 2,410,650, 2,438,876 and 3,190,833. Generally involved are compounds containing heteroatoms such as sulfur and phosphorus, either alone (for example, tricresylphosphate, the sulfurous terpenes, the dithiocarbamates), or in combination (for example, metal dialkyldithiophosphates, alkylthiophosphates).
Of the sulfurous compounds, some can contain chemical functions imparting to the compound, in its use of additive, physico-chemical properties or improved mechanical performances. They involve, among others, phenol, nitrile, sulfoxide, xanthate functions, etc. In this connection, it is possible to cite U.S. Pat. Nos. U.S. 3,434,852, 3,984,336 and 3,994,923.
The amount of sulfur contained in the molecule of these sulfurous compounds is generally set by the stoichiometry of the reactions used during their synthesis, which imparts to them anti-wear and extreme-pressure properties on which it is not possible to perform any modification.
Now, new sulfurous compounds, usable as additives for lubricants, for which it is possible to modify the proportion of sulfur that they contain in their molecule and therefore to modulate at will their anti-wear and extreme-pressure properties, have been discovered.
The sulfured compounds of the invention can be defined by the fact that they correspond to the general formula: --}.sub.2 S.sub.y (I) carbon atoms, optionally functionalized; x is a number equal to or greater than 1; z is an integer equal to 1 or 2; when z=1, n is an integer from 0 to 3 and p is an integer from 0 to 3, with n+p being an integer from 0 to 3; when z=2, n is an integer from 1 to 3 and p is an integer from 0 to 3; and y is a number equal to or greater than 1, at least one of the numbers x and y being strictly greater than 1.
By functionalized radical is meant, for the definition of R, a radical comprising at least one hanging monovalent heteroatom, such as, for example, at least one chlorine atom, and/or at least one divalent heteroatom in the hydrocarbon chain, such as, for example, at least one atom of oxygen or sulfur, and/or at least one chemical function such as carboxylic acid, aldehyde, ketone, nitrile, hydroxyl or epoxide.
Further, it should be understood that the compounds of the invention can consist of mixtures of several molecules corresponding to formula (I) in which the value of x and the value of y will be different from one molecule to the next. Thus, it is possible to consider that in formula (I), numbers x and y represent statistical values.
In formula (I) of the sulfured compounds of the invention, more particularly R represents an alkyl radical containing, for example, 1 to 10 carbon atoms, or an alkenyl radical containing, for example, 2 to 10 carbon atoms, for example, a tert-butyl (CH.sub.3).sub.3 C-- radical or a methallyl radical CH.sub.2 .dbd.C(CH.sub.3)--CH.sub.2 --; x has an average value of 1 to 3; z=1, with n+p from 1 to 3, and y has an average value of 1 to 3.
As examples of such sulfured compounds according to the invention, it is possible
REFERENCES:
patent: 5051198 (1991-09-01), Salomon
Miyazari et al., Chem Abstracts 117(4):28349, 1990.
Feher et al., "Zur Kenntnis der Thiaalkane," Chemische Berichte, vol., 91, 1958, pp. 996.varies.1005.
Aberkane Ourida
Barc Guy
Born Maurice
Mielzoszynski Jean Luc
Paquer Daniel
Instiut Francais du Petrole
Mars Howard T.
Page Margaret J.
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