Fluorinated hydrocarbon compound and process for its preparation

Compositions – Frost-preventing – ice-thawing – thermostatic – thermophoric,...

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568683, 568673, 568671, 568615, 208 18, C10M10554, C07C 4312

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active

060199091

DESCRIPTION:

BRIEF SUMMARY
FIELD OF THE INVENTION

The present invention relates to a novel compound which is usable generally as a lubricant and a process for preparing the compound, and more particularly to a fluorinated hydrocarbon compound containing an oxygen or sulfur atom in its molecule and useful as a refrigerating machine oil or as a lubricant for magnetic recording media.
The invention also concerns with the use of said fluorinated hydrocarbon compound, and more particularly with a refrigerating machine oil and a lubricant for magnetic recording media.
The term "refrigerating machine" used herein includes heat pumps.


BACKGROUND ART

Heretofore known as refrigerating machine oils are mineral oils such as paraffinic oils, naphthenic oils and the like and synthetic oils such as alkylbenzene oils, ester oils and the like. These oils are used chiefly for refrigerating machines which employ trichlorofluoromethane (R-11), dichlorodifluoromethane (R-12) or the like as a refrigerant. In recent years, however, it has been suggested that chlorine-containing fully halogenated hydrocarbons such as R-11 or R-12 released into the atmosphere would deplete the stratospheric ozone layer, thereby inflicting a serious adverse influence on the ecosystem including humans on earth. Consequently an international agreement calls for the restriction of consumption and production of specific flons such as R-11 and R-12.
It has been proposed to use CH.sub.2 FCF.sub.3 (R-134a) or like hydrogen-containing fluorinated hydrocarbons as a refrigerant substituting for R-11 or R-12. The proposed hydrocarbons are unlikely to deplete the ozone layer but poorly compatible with conventional refrigerator oils. Because of this defect, when the hydrogen-containing fluorinated hydrocarbon is used as a refrigerant in a refrigerator together with a conventional refrigerator oil, the refrigerator is made inoperative in a short time due to the lowered durability of a compressor, and the refrigerator capacity and coefficient of performance are significantly decreased.
In view of said problem, fluorine-containing oils may be used as a refrigerator oil since the oils are considered highly compatible with hydrogen-containing fluorinated hydrocarbons. These compounds are commercially available under the trade names "Fomblin" (product of Montefluos Co., Ltd.), "Krytox" (product of E.I. du Pont de Nemours & Co., Inc.), "Demnam" (product of Daikin Industries Ltd.), etc. The compounds have repeating units of the following formulas as the main structure ##STR1## wherein n and m are each an integer of 1 or more.
However, these known fluorine-containing oils are not necessarily fully compatible with refrigerants. This is presumably because these fluorine-containing oils contain little or no hydrogen in the structure. Further it is difficult to use these fluorine-containing oils for commercial purposes since the monomers corresponding to said repeating units in the structure are expensive.
When said hydrogen-containing fluorinated hydrocarbon is used as a refrigerant, fluorine- and hydrogen-containing oils are effectively used as a refrigerator oil in order to improve the compatibility between the refrigerant and refrigerator oil. Consequently the development of an expedient process for producing the fluorine- and hydrogen-containing oil is thought important to realize their use.
Fluorine- and hydrogen-containing oils are disclosed in Japanese Unexamined Patent Publications No. 205491/1991 and No. 7798/1991, etc. The disclosed oils, however, have drawbacks. For example, the oils contain, as the basic unit, a compound having a perfluoropolyether bond and the monomer used as the starting material is expensive. Moreover, because the fluorine-containing moiety of the monomer is basically COF-terminated, the reaction product of the monomer with a hydrocarbon compound is an ester and susceptible to hydrolysis. On the other hand, when a compound other than an ester is prepared, it is necessary to transform the end group --COF of the fluorine-containing compound to --CH.sub.2 OH, for exa

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