Process for separating mixtures of prefluorinated hydrocarbon co

Organic compounds -- part of the class 532-570 series – Organic compounds – Halogen containing

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C07C 1738

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052604969

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BRIEF SUMMARY
The present invention relates to a process for separating mixtures of perfluorinated or partially perfluorinated hydrocarbon compounds, especially perfluorocarbon mixtures as obtained in the electrochemical perfluorination of cyclic hydrocarbons.
The so-called "Perfluorkohlenstoffe" (=perfluorocarbons) are perfluorinated organic compounds which consist of carbon and fluorine and may also contain hetero atoms such as nitrogen or oxygen, for example. Perfluorocarbons are chemically and biologically inert compounds insoluble in water, which can have a fluid to waxy consistency at room temperature under standard pressure. Such compounds are disclosed, for example, in European patent applications, publication numbers 77 114, 99 652 and 151 679. The perfluorocarbon molecules are outstandingly masked by a uniform shell of fluorine atoms. Therefore perfluorocarbons are extraordinarily inert chemically and physiologically, i.e., nontoxic. On account of their extremely low intermolecular forces perfluorocarbons have a low boiling point in comparison to their molecular masses and an extremely low surface tension. The very weak intermolecular forces also result in the ability of the perfluorocarbons to dissolve large amounts of gases, such as oxygen or carbon dioxide, for example. On the basis of these properties, especially their ability to dissolve and transport oxygen physically, perfluorocarbons have found application in medicine for the preparation of aqueous oxygen-transporting perfluorocarbon emulsions which can be used, for example, as blood substitutes or perfusion media. Furthermore, perfluorocarbons are also appropriate for use in other technical fields in which nontoxic and chemically inert liquid or waxy substances are needed, or inert substances with the ability to dissolve gases are needed. Thus, perfluorocarbons and their mixtures are suitable as inert refrigerants, lubricants, sealing and hydraulic fluids, insulating media in electrical technology, and means for vapor-phase soldering or as additives in agents for the above-mentioned purposes.
Perfluorinated or partially fluorinated hydrocarbon compounds are generally obtained in a manner known in itself by fluorination, e.g., electrochemical fluorination of corresponding nonfluorinated hydrocarbon compounds. In the fluorination of cyclic starting compounds, mixtures are often obtained which contain, in addition to the partially or perfluorinated cyclic products, likewise partially fluorinated byproducts or perfluorinated and hence chemically and physiologically inert byproducts, which have acyclic structural elements. In particular, fluorination products of cyclic starting compounds can contain such perfluorinated byproducts which have a molecular weight similar to that of the chief product, and thus boil in the same temperature range as the chief product, as for example isomers of the chief product containing acyclic structural elements. Such mixtures cannot be separated satisfactorily by fractional distillation. For many applications the mixtures can be used as-is because the presence of perfluorinated byproducts does not cause the application to be impaired. In other fields of application, however, in medicine for example, pure compounds are required.
It is the object of the present invention to find a simple separating process which can be used for separating mixtures of perfluorinated or partially fluorinated hydrocarbon compounds which contain cyclic compounds and compounds having acyclic structural elements.
The subject matter of the present invention is a process for the separation of mixtures of partially or perfluorinated hydrocarbon compounds which may still contain chain links from the group of the hetero atoms, nitrogen, oxygen, boron, phosphorus and sulfur, and/or can be substituted by additional halogen atoms, characterized in that such partially or perfluorinated compounds which have an acyclic straight-chain structure and a critical molecule diameter ranging from 4 to 7 .ANG., or are substituted by moieties having a straight-chain acy

REFERENCES:
patent: 3215747 (1965-11-01), Fairberg et al.
patent: 4906796 (1990-03-01), Yates
Hersh "Molecular Sieves" (1961). pp. V, VII, 1-4, 78-81 Reinhold Pub. Co., Chapman & Hill Ltd. London.

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