Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters
Patent
1995-10-03
1997-02-25
Geist, Gary
Organic compounds -- part of the class 532-570 series
Organic compounds
Carboxylic acid esters
564 96, 564144, C07C 6966, C07C23100
Patent
active
056060980
DESCRIPTION:
BRIEF SUMMARY
TECHNICAL FIELD
This application is a 371 of PCT/RV95/00014, filed Jan. 30, 1995.
The present invention relates to novel compounds, that is, amides and esters of perfluoropolyoxaalkylene-sulfo- or perfluoropolyoxaalkylene-carboxylic acids and to a process for producing same.
The aforementioned compounds can be used for producing antifriction-, antiscuff-, and antiwear additives to lubricating oils and greases: additionally, they are applicable as protective coatings against atmospheric corrosion.
BACKGROUND ART
Known in art presently are compounds based on thermally destructed polytetrafluoroethylene and used as an additive to motor lubricating oils (GB, 1,074,768), the application of which makes it possible to enhance the wear-resistance of the friction units of an engine by 30 to 50%. However, such an additive features but low durability and adhesion strength when applied to solid surfaces, this being due to sedimentation. Furthermore, it cannot be used in systems with a centrifugal cleaning or filtering of oil (e.g., diesel ones), because the polytetrafluoroethylene particles are retained by the filtering elements of oil-cleaning systems.
One more additive to lubricating oil is known to be based on phosphate-(a,a-dihydroperfluoroalkyl) alcohol (Isikawa, N., "Recent advancement in technology of fluorine compounds", Moscow, Mir Publishers, p.399 (a translation into the Russian from an English edition). However, such an additive features but a low level of antiwear and antiscuff properties and low stability in the zone of friction. Additionally, it causes metal corrosion.
Known in the present state of the art is also use of perfluoropolyoxapropylene-carboxylic acid as the base of antiscuff and antiwear additives to consistent (plastic) greases (cf. the journal "Chemistry and technology of fuels and oils", 1992, No.10, p.30 (in Russian), as well as a component of compositions for treating metal-cutting tools and friction units with a view to extending their service durability (SU, A, 445,356; 1,252,364; 1,419,009; 1,761,817), and also as the base of lubricating oils and greases (cf. the journal "Chemistry and technology of fuels and oils", 1992, No.4, pp.36-38 (in Russian).
However, the aforementioned compounds are neither dissolved nor emulsified in lubricating oils so that to obtain emulsions of said compounds involves use of a scarcely available and costly fluorine-containing emulsifier.
In addition, a process for producing said compounds is much sophisticated and time-consuming.
DISCLOSURE OF THE INVENTION
The present invention has for its principal object to provide novel compounds that are readily emulsifiable in lubricating oils, feature high heat stability, as well as high adhesion-, antiwear-, antiscuff-, and corrosion-resisting properties and are therefore applicable in friction units of various machinery and mechanisms, such as diesel-, carburetor-, and some other engines, gear reducers, power transmissions, etc.
The foregoing object is accomplished due to proposal of such novel compounds as perfluoropolyoxaalkylene-sulfo- or perfluoropolyoxaalkylene-carboxylic acids which, according to invention, have the following general formula: F.sub.17 O--, ##STR2## --(CF.sub.2 CF.sub.2 O--).sub.n CF.sub.2 --, --(CF.sub.2 CF.sub.2 CF.sub.2 O).sub.n CF.sub.2 CF.sub.2 --, H.sub.5 --, C.sub.3 H.sub.7 --,
Neither said compounds nor a process for their production has heretofore been described in literature.
The compounds proposed herein are in fact colorless or faintly yellow liquids having a viscosity of 600-3500 cSt, a density of 1620-1810 kg/m.sup.3, and a congelation point of plus 36.degree. to minus 65.degree. C.
The structure of said compounds is confirmed by the data of IR- and NMR-spectroscopy of .sup.19 F and by those of an elementary analysis.
The herein-proposed compounds contain diverse functional groups which enable said compounds to be in widespread use as a base of antifriction- and antiscuff additives for various lubricating oils and hydraulic fluids having a broad range of action (antiwea
REFERENCES:
patent: 3553179 (1971-01-01), Bartlett et al.
patent: 3845051 (1974-10-01), Zollinger et al.
"Recent Advancement in Technology of Fluorine Compounds," by N. Ishikawa, Mir Publishers, Moscow, p. 399. Chemistry and Technology of Fuels and Oils, No. 10, p. 30, 1992.
Chemistry and Technology of Fuels and Oils, No. 4, pp. 36-38, 1992.
Ryabinin Aleksandr N.
Ryabinin Nikolai A.
AO "Avtokoninvest"
Geist Gary
Williams Rosalynd A.
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