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METHODS FOR CONVERTING FLUORINATED COMPOUNDS

IP.com Disclosure Number: IPCOM000244826D
Publication Date: 2016-Jan-19
Document File: 6 page(s) / 36K

Publishing Venue

The IP.com Prior Art Database

Abstract

Methods of converting a fluorinated vinyl/allyl ether to a saturated partially fluorinated ether, the method comprising: reacting the fluorinated vinyl/allyl ether with a pseudohalogenide to form the saturated partially fluorinated ether.

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METHODS FOR CONVERTING FLUORINATED COMPOUNDS

[1]The present disclosure relates to synthetic methods and compounds formed using such disclosed synthetic methods.

[2]Methods of converting a fluorinated vinyl/allyl ether to a saturated partially fluorinated ether, the method comprising: reacting the fluorinated vinyl/allyl ether with a pseudohalogenide to form the saturated partially fluorinated ether.

[3]The above summary of the present disclosure is not intended to describe each disclosed embodiment or every implementation of the present disclosure. The description that follows more particularly exemplifies illustrative embodiments. In several places throughout the disclosure, guidance is provided through lists of examples, which examples can be used in various combinations. In each instance, the recited list serves only as a representative group and should not be interpreted as an exclusive list.

[4]When a group is present more than once in a formula described herein, each group is "independently" selected, whether specifically stated or not. For example, when more than one R1 group is present in a formula, each R1 group is independently selected. Furthermore, subgroups contained within these groups are also independently selected.

[5]As used herein, the term "room temperature" refers to a temperature of about 20 oC to about 25 oC or about 22 oC to about 25 oC.

[6]Prior methods of oxidizing fluorinated compounds utilized Lewis Acids, for example antimony pentafluoride and titanium chloride. Such methods provided low yields that are not workable for the production of usable quantities. Later methods added increased pressure, but still did not obtain desired yields. Other methods obtained higher yields, but utilized very large amounts of reagents and produced large amounts of undesirable byproducts. Therefore, there remains a need for additional methods of converting fluorinated compounds to chain reduced fluorinated compounds that may in some cases be more valuable.

[7]Disclosed herein are methods of converting fluorinated compounds by reacting fluorinated olefins,
e. g. vinylethers or allylether, with pseudo halogenides, to form partially fluorinated ethers.

[8]As used herein, "fluorinated" can refer to any compound that includes one or more than one fluorine (F) atoms bonded to a carbon. Fluorinated compounds can include partially fluorinated compounds and perfluorinated compounds. "Perfluorinated" means that all hydrogen atoms are

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replaced by fluorine atoms. For example, the term "perfluoromethyl" denotes an -CF3 group. "partially fluorinated" means that at least one but not all hydrogen atoms are replaced by fluorine atoms. For example, a -CFH2 group or a -CF2H group are examples of partially fluorinated methyl residues.

[9]Compounds that can be converted herein can include any functionalities and can represent virtually any classes of compounds. In some embodiments, the fluorinated compounds can be d...