Catalytic process for preparation of hydrofluoro(ETHER)olefins

Abstract

The present invention relates to processes for producing hydrofluoro(ether)olefins by the dehydrohalogenation of a perfluoroalkyl(ether)halide in an aqueous alkali metal hydroxide solution with an oxygen-containing catalyst.

Description

TITLE CATALYTIC PROCESS FOR PREPARATION OF HYDROFLUORO(ETHER)OLEFINS FIELD

[0001] The present invention relates to processes to prepare fluoroolefins fromsaturated hydrofluoro(ether)halides. BACKGROUND OF THE INVENTION

[0002] The perpetual uncertainty in energy supplies and prices and a growingpublic awareness of the environmental impacts from the extraction, transportation and use of fossil fuels are motivating a renewed interest in low temperature heat utilization (i.e. heat at temperatures lower than about 300°C). Such heat may be extracted from various commercial, industrial or natural sources. Elevation of the temperature of available heat through high temperature mechanical compression heat pumps (HTHPs) to meet heating requirements and conversion of the available heat to mechanical or electrical power through Organic Rankine Cycles (ORCs) are two promising approaches for the utilization of low temperature heat.

[0003] ORCs and HTHPs require the use of working fluids. Working fluids withhigh global warming potentials (GWPs) currently in common use for HTHPs and ORCs (e.g. HFC-245fa) have been under increasing scrutiny culminating in the landmark HFC amendment to the Montreal Protocol recently agreed upon in Kigali, Rwanda. There is an increasing need for more environmentally sustainable working fluids for HTHPs and ORCs, especially given that environmental sustainability is a primary motivation for low temperature heat utilization. More specifically, there is a need for low GWP working fluids with boiling points higher than about 50°C that are particularly suitable for conversion of heat available at temperatures approaching or exceeding 200°C to power and for heating at temperatures approaching 200°C from heat available at lower temperatures. Even more specifically, a low GWP working fluid with a boiling point close to that of ethanol (78.4°C) could be advantageous as a replacement of ethanol in ORC systems for heavy duty vehicles (e.g. trucks) especially in Europe. Such a fluid could also be used as a solvent and as a heattransfer fluid for various applications, including immersion cooling and phase change cooling (e.g. of electronics, including data center cooling). SUMMARY OF THE INVENTION

[0004] The present invention relates to processes for producinghydrofluoro(ether)olefins by the dehydrohalogenation of a polyfluoroalkyl(ether)halide in an aqueous alkali metal hydroxide solution with an oxygen-containing catalyst which is a phase transfer catalyst (PTC) in the absence of an organic solvent.

[0005] The present invention relates to processes for converting polyfluoroalkyliodides, polyfluoroalkyl bromides or polyfluoroalkyl chlorides defined by the formulaR1CH2CHXR2 (Formula I) to perfluoroalkene compounds defined by the formula E-or Z-R3CH=CHR4 (Formula II), wherein R1 is a C1 to C8 perfluoroalkyl group,optionally containing in-chain oxygen(s); R2is a hydrogen or a C1 to C6 perfluoroalkyl group, R1= R3, R2= R4and X = Cl, Br or I by dehydrohalogenation using an oxygen- containing catalyst.

[0006] The oxygen-containing catalyst may be chosen from a glycol catalysthaving the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; polypropylene glycol, a mono ether of polyethylene glycol or a mono ether of polypropylene glycol.

[0007] The oxygen-containing catalyst may alternatively be a crown ether.

[0008] In one embodiment for converting polyfluoroalkyl iodides, polyfluoroalkylbromides or polyfluoroalkyl chlorides defined by Formula I to perfluoroalkene compounds defined by Formula II, n = 1, and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG].

[0009] In one embodiment for converting polyfluoroalkyl iodides, polyfluoroalkylbromides or polyfluoroalkyl chlorides defined by Formula I to perfluoroalkene compounds defined by Formula II, the glycol catalyst comprises PEG having the formula HO(CH2CH2O)nCH2CH2OH and the value of n provides a PEG having molecular weight of about 100 to about 10000.

[0010] In one embodiment for converting polyfluoroalkyl iodides, polyfluoroalkylbromides or polyfluoroalkyl chlorides defined by Formula I to perfluoroalkene compounds defined by Formula II, the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000.

[0011] In one embodiment for converting polyfluoroalkyl iodides, polyfluoroalkylbromides or polyfluoroalkyl chlorides defined by Formula I to perfluoroalkene compounds defined by Formula II, the glycol catalyst comprises a mono ether of polyethylene glycol having the formula R(OCH2CH2)nCH2CH2OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000.

[0012] In one embodiment for converting polyfluoroalkyl iodides, polyfluoroalkylbromides or polyfluoroalkyl chlorides defined by Formula I to perfluoroalkene compounds defined by Formula II, the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000.

[0013] The present invention also relates to processes for converting polyfluoroalkyl ether iodides or bromides or chlorides defined by the formula R5O(CH2)yCH2X (Formula III) wherein R5is C1 to C8 perfluoroalkyl group, X= I, Br, or Cl and y = 1-5 to perfluoroalkene ether compounds defined by the formula R6O(CH2)y-1CH=CH2 (Formula IV), R6is C1 to C8 perfluoroalkyl group, and y=1-5 , by by removal HX (X=Cl, Br, I) using an oxygen-containing catalyst.

[0014] The oxygen-containing catalyst may comprise a glycol catalyst or a crownether as defined hereinabove. A combination of oxygen-containing catalysts may be used.

[0015] In one embodiment for converting perfluoro alkyl ether iodides or perfluoroalkyl ether bromides or chlorides defined by Formula III to perfluoroalkene ethercompounds defined by Formula IV, n = 1, and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG].

[0016] In one embodiment for converting perfluoro alkyl ether iodides or perfluoroalkyl ether bromides or chlorides defined by Formula III to perfluoroalkene ether compounds defined by Formula IV, the glycol catalyst comprises PEG having the formula HO(CH2CH2O)nCH2CH2OH and the value of n provides a PEG having molecular weight of about 100 to about 10000.

[0017] In one embodiment for converting perfluoro alkyl ether iodides or perfluoroalkyl ether bromides or chlorides defined by Formula III to perfluoroalkene ether compounds defined by Formula IV, the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000.

[0018] In one embodiment for converting perfluoro alkyl ether iodides or perfluoroalkyl ether bromides or chlorides defined by Formula III to perfluoroalkene ether compounds defined by Formula IV, the glycol catalyst comprises a mono ether of polyethylene glycol having the formula R(OCH2CH2)nCH2CH2OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000.

[0019] In one embodiment for converting perfluoro alkyl ether iodides or perfluoroalkyl ether bromides or chlorides defined by Formula III to perfluoroalkene ether compounds defined by Formula IV, the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000.

[0020] In certain embodiments, the present invention relates to processes forremoving impurities from a perfluoroalkyl(ether)halide product mixture or from perfluoro- alkyl(ether)olefin product mixture, prior to or after the dehydrohalogenationwith an aqueous alkali metal hydroxide solution / oxygen-containing catalyst in the absence of an organic solvent. The alkali metal may be Li, Na or K.

[0021] In certain embodiments the present invention relates to processes forremoving at least a perfluoroalkyl halide impurity prior / subsequent to dehydrohalogenation process described herein.

[0022] In certain embodiments the reaction / dehydrohalogenation is catalyzed byethylene glycol (EG). In certain embodiments the reaction / dehydrohalogenation is catalyzed by diethylene glycol (DEG). In certain embodiments the reaction / dehydrohalogenation is catalyzed by triethylene glycol (TrEG), In certain embodiments the reaction / dehydrohalogenation is catalyzed by tetraethylene glycol (TeEG). In certain embodiments the reaction / dehydrohalogenation is catalyzed by H(OCH2CH2)nOH, wherein n ≥ 5, polyethylene glycol, PEG).

[0023] In certain embodiments the reaction / dehydrohalogenation is catalyzed bypolyethylene glycols (PEGs) of various molecular weights to produce HFOs and HFEOs in yields of 70-90%, or higher.

[0024] In certain embodiments the reaction / dehydrohalogenation is catalyzed by acrown ether.

[0025] In certain embodiments the reaction / dehydrohalogenation is catalyzed by amono ether of ethylene glycol or propylene glycol.

[0026] In certain embodiments the reaction / dehydrohalogenation is carried out attemperatures between 20-90°C, optionally with continuous removal of the hydrofluoro(ether)olefins (HFO / HFEO) during reaction.

[0027] In certain embodiments the reaction / dehydrohalogenation is carried out attemperatures between 20-90°C in the presence of an aqueous solution of an alkali metal hydroxide, MOH, such as KOH or NaOH or LiOH containing greater than 30 weight percent KOH or NaOH or LiOH.

[0028] In certain embodiments the reaction / dehydrohalogenation is catalyzed bypolyethylene glycols (PEGs) of various molecular weights in the liquid phase, including, but not limited, to PEG 400 in an alcohol base solution.

[0029] In certain embodiments the perfluoroalkyl(ether)halide precursor (starting)material is produced through one or more isomerization steps, and the starting material is dehydroiodinated in the liquid phase using an oxygen-containing catalyst wherein the catalyst may be a glycol catalyst. The glycol catalyst comprises one or more of ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol and polyethylene glycols defined by the formula HO(CH2CH2O)nCH2CH2OH or polypropylene glycols HO(C3H6O)nC3H6OH where n is 1 or higher, or having a molecular weight in the range of about 100 to about 10000, mono ethers of polyethylene glycols having the formula RO(CH2CH2O)nCH2CH2OH or polypropylene glycols having the formula RO(C3H6O)nC3H6OH. Such catalysts are defined herein in more detail.

[0030] In certain embodiments the perfluoroalkyl(ether)halide precursor(startingmaterial) is produced through one or more telomerization steps, and the starting material is dehydroiodinated in the liquid phase using an oxygen-containing catalyst wherein the catalyst is a crown ether. The crown ether is compatible with the alkali metal hydroxide (MOH) selected for the process, wherein the alkali metal is chosen from Li, Na, K.

[0031] Unless otherwise defined, all technical and scientific terms used hereinhave the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. In case of conflict, the present specification, including definitions, will control. Although methods and materials similar or equivalent to those described herein can be used in the practice or testing of embodiments of the present invention, suitable methods and materials are described below. In addition, the materials, methods, and examples are illustrative only and not intended to be limiting. BRIEF DESCRIPTION OF THE DRAWINGS

[0032] Figs.1A and 1B respectively, show the 19F and 1H NMR spectra taken ofisolated 153-10mczz (E / Z ratio 89:11) from Example 1.

[0033] Figs 2A and 2B respectively, show the 19F and 1H NMR spectra taken ofcrude reaction mixture (organic layer) after 18h at ambient temperature from Example 2.

[0034] Fig. 3 shows the 1H NMR taken of isolated product from Example 3.

[0035] Fig. 4 shows the 19F NMR spectra taken of starting material (bottomspectrum), product (middle spectrum) and organic residue from the reaction vessel (top spectrum) from Example 3.

[0036] Figs.5A and 5B respectively, show the 19F and 1H and NMR spectra takenof the isolated product - (CF3)2CFCH=CH2 from Example 4A.

[0037] Figs.6A and 6B show, respectively, 19F and 1H NMR spectra taken ofisolated (CF3)2CFCH=CHCF3 product from Example 5.

[0038] Figs.7A and 7B show the 19F NMR and 1H NMR spectra, respectively,taken of isolated C4F9CH=CH2 from Example 6A.

[0039] Figs.8A and 8B respectively, show the 19F and 1H NMR spectra taken ofC3F7OCF2CF2CH=CH2 from Example 7.

[0040] Figs.9A and 9B respectively, show the 1H and 19F NMR spectra taken ofisolated C2F5CH=CH2 from Example 8.

[0041] Figs.10A and 10B respectively, show the 19F and 1H NMR spectra takenof C2F2CH=CHF (E / Z=34:66) from Example 9.

[0042] Figs.11A, 11B, and 11C show the 1H NMR spectra taken of the crudereaction mixture at different conversions of C2F5CH2CHIC2F5 to 153-10mczz (E- C2F5CH=CHC2F5) from Example 10, with conversions of C2F5CH2CHIC2F5 at 10%,20% and 100%, respectively. Fig.11D, 11E show the 19F NMR spectra taken of thecrude reaction mixture at different conversions of C2F5CH2CHIC2F5 to 153-10mczz(E-C2F5CH=CHC2F5) from Example 10. Fig.11F shows the 1H NMR spectra takenof isolated 153-10mczz (E-C2F5CH=CHC2F5) from Example 10.

[0043] Fig. 12 shows the 1H NMR spectrum taken of crude 153-10mczz fromExample 15.

[0044] Figs.13A and 13B respectively, show the 19F and the 1H NMR spectrataken of taken of crude CH2=CH(CF2)2Br from Example 19.DETAILED DESCRIPTION OF THE INVENTION

[0045] Disclosed herein are processes for improving the synthesis ofhydrofluoro(ether)olefins from the dehalogenation of a precursor saturated hydrofluoro(ether)haloalkane, e.g., perfluoroalkyl bromides and iodides. The precursor is obtained though isomerization and then dehydroiodinated using a glycol phase transfer catalysts instead of organo-ammonium or organo-phosphonium salts, which provided unexpectedly high yields of the hydrofluoro(ether)alkenes (aka hydrofluoro(ether)olefins).

[0046] For purposes of clarity, certain terms used herein are defined.

[0047] As used herein the term “dehydrohalogenation” refers to loss of HX,wherein X = I, Br, or Cl but not F.

[0048] As used herein the terms “alkane” and “alkyl” shall be understood to includeboth branched and straight-chain saturated aliphatic hydrocarbon groups having the specified number of carbon atoms. For example, C1-C8, as in “C1-C8 alkyl” is defined to include groups having 1, 2, 3, 4, 5, 6, 7, or 8 carbons in a linear or branched arrangement. For example, “C1-C8 alkyl” specifically includes methyl, ethyl, n-propyl, i-propyl, n-butyl, t-butyl, i-butyl, pentyl, hexyl, heptyl, octyl, and so on. In an embodiment, if the number of carbon atoms is not specified, “alkyl” refers to C1-C8 alkyl and in a further embodiment, “alkyl” refers to C1-C6 alkyl.

[0049] As used herein the term “olefin” shall be understood to mean a C3-C8 orhigher alkene.

[0050] As used herein the term “fluoroolefin” shall be understood to mean a C3-C8or higher olefin that incorporates at least one CF3 group.

[0051] As used herein the term “aqueous and / or alcoholic base” shall beunderstood to mean an alkali metal base. Non-limiting examples include KOH and NaOH and LiOH. When a crown ether is selected as the oxygen-containing catalyst the crown ether is compatible with the alkali metal of the alkali metal base. Such selections are known to those skilled in the art.

[0052] As used herein the term “phase transfer catalyst” shall be understood tomean a catalyst that facilitates the migration of a reactant from one phase intoanother phase where reaction occurs, such as the oxygen-containing catalysts described herein.

[0053] The hydrofluoro(ether)alkenes derived from and halo-fluoroalkanes andhalo-fluorooalkane ether s disclosed herein can be used as a heat transfer medium, working fluid, along or combined with other components suitable for use as the heat transfer medium or working fluid to carry heat to and from a source. Such heat transfer compositions may also be useful as a refrigerant in a cycle wherein the fluid undergoes a phase change; that is, from a liquid to a gas and back, or vice versa. Examples of heat transfer systems include but are not limited to air conditioners, freezers, refrigerators, heat pumps, water chillers, flooded evaporator chillers, direct expansion chillers, walk-in coolers, high temperature heat pumps, mobile refrigerators, mobile air conditioning units, electric storage cooling systems, battery cooling, immersion cooling systems, data-center cooling systems, and combinations thereof.

[0054] In some embodiments the fluid can be used for immersion cooling is usedto cool electronic devices, such as datacenter servers, insulated-gate bipolar transistor (IGBT) devices, telecommunication infrastructure, military electronics, televisions (TVs), cell phones, monitors, drones, automotive batteries, powertrains for electric vehicles (EVs), avionics devices, power devices and displays. Immersion cooling systems are heat transfer devices wherein there is no compressor, and the heat transfer medium possesses suitable dielectric properties. Generally, the object to be cooled is at least partially immersed in (in direct contact with) the heat transfer fluid contained in a vessel. In some embodiments, the heat transfer fluid may evaporate and condense in the vessel. In other embodiments, there may be no phase transition involved.

[0055] As use herein, a refrigerant is a compound or mixture of compounds(blend) that function as a heat transfer fluid in a cycle wherein the fluid undergoes a phase change from a liquid to a gas and back.

[0056] As used herein, the terms “comprises,” “comprising,” “includes,” “including,”“has,” “having” or any other variation thereof, are intended to cover a non-exclusive inclusion. For example, a composition, process, method, article, or apparatus that comprises a list of elements is not necessarily limited to only those elements but mayinclude other elements not expressly listed or inherent to such composition, process, method, article, or apparatus. Further, unless expressly stated to the contrary, “or” refers to an inclusive or and not to an exclusive or. For example, a condition A or B is satisfied by any one of the following: A is true (or present) and B is false (or not present), A is false (or not present) and B is true (or present), and both A and B are true (or present).

[0057] The transitional phrase “consisting of” excludes any element, step, oringredient not specified. If in the claim such would close the claim to the inclusion of materials other than those recited except for impurities ordinarily associated therewith. When the phrase “consists of” appears in a clause of the body of a claim, rather than immediately following the preamble, it limits only the element set forth in that clause; other elements are not excluded from the claim as a whole.

[0058] The transitional phrase “consisting essentially of” is used to define acomposition, method that includes materials, steps, features, components, or elements, in addition to those literally disclosed provided that these additional included materials, steps, features, components, or elements do not materially affect the basic and novel characteristic(s) of the claimed invention, especially the mode of action to achieve the desired result of any of the processes of the present invention. The term ‘consisting essentially of’ occupies a middle ground between “comprising” and ‘consisting of.’

[0059] Where applicants have defined an invention or a portion thereof with anopen-ended term such as “comprising,” it should be readily understood that (unless otherwise stated) the description should be interpreted to also include such an invention using the terms “consisting essentially of” or “consisting of.”

[0060] Also, use of “a” or “an” are employed to describe elements and componentsdescribed herein. This is done merely for convenience and to give a general sense of the scope of the invention. This description should be read to include one or at least one and the singular also includes the plural unless it is obvious that it is meant otherwise.

[0061] Further, when an amount, concentration, or other value or parameter isgiven as either a range, preferred range, or a list of upper preferable values and lower preferable values, this is to be understood as specifically disclosing all rangesformed from any pair of any upper range limit or preferred value and any lower range limit or preferred value, regardless of whether ranges are separately disclosed. Where a range of numerical values is recited herein, unless otherwise stated, the range is intended to include the endpoints thereof, and all integers and fractions within the range. It is not intended that the scope of the invention be limited to the specific values recited when defining a range.

[0062] Unless defined otherwise, all technical and scientific terms used hereinhave the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. Although methods and materials similar or equivalent to those described herein can be used in the practice or testing of embodiments of the present invention, suitable methods and materials are described below. All publications, patent applications, patents, and other references mentioned herein are incorporated by reference in their entirety, unless a particular passage is cited. In case of conflict, the present specification, including definitions, will control. In addition, the materials, methods, and examples are illustrative only and not intended to be limiting.

[0063] The precursor or starting materials disclosed herein were generallyproduced in accordance with Step 1-3, illustrated by Scheme 1 (given below), or when possible acquired commercially. Scheme 1. Preparation of C2F5CH=CHC2F5 (153-10mczz) – steps1-4. Control Experiments. Preparation of C2F5CH=CHC2F5 (153-10mczz).

[0064] A first control experiment was conducted using 20 ml sample vials, 10 ml ofcommercially available 45% aqueous KOH solution; 3.1 g (0.008 mol) of C2F5CH2CHIC2F5 without any catalyst at ambient temperature. Starting materialswhere distilled to a purity ~ 92-95%, KOH – 45 wt. % solution in water; commercial solution, Aldrich). Conversion after about 18 hrs. was 10%.

[0065] The control experiment was repeated using 2.0 g of C2F5CH2CHIC2F5, 10ml of commercially available 45 wt% KOH solution, without a catalyst at 65°C. Conversion was poor at - 4.5% after 2.5h, - 5.2% after 3h, and ~21.3% after 19h.

[0066] Additional control experiments were conducted to compare ammonium andphosphonium salts as PTCs. The reaction of C2F5CH2CHIC2F5 was carried out using a KOH (45 wt.%, water solution) in the presence of PTC such as, an ammonium R4N+X- (R= C4H9, X=Cl, Br, HSO4-) or R4P+X- (R=C4H9, C6H5, X=Br, Cl) salts at 25- 40°C. The reaction of C2F5CH2CHIC2F5 in the presence of tetrabutylammonium hydrogen sulfate catalyst at 25oC had a conversion of ~ 20% after 16h, with tetrabutylphosphonium bromide at 40°C the conversion of C2H5CH2CHIC2F5 was 60- 70%, but reaction mixture was very dark.

[0067] A further control dehydrohalogenation of C2F5CH2CHIC2F5 was conductedusing a mixture of 140 ml of 45 wt.% KOH, 3.8 g Aliquat®R336 and 50 g C2F5CH2CHIC2F5. The KOH / Aliquot 336 mixture was preheated to about 50°C. The C2H5CHIC2H5 was added and while the temperature was gradually increased to 110°C, and C2F5CH=CHC2F5 (153-10mczz) was distilled off. The yield of 153- 10mczz (purity >95%) was 65%.

[0068] In view of the control experiments, a need exists to increase both the yield,purity, and E / Z ratio of the hydro(ether)fluoroolefin (e.g. 153-10mczz, F13iE), withhigher conversion of hydro(ether)fluorohaloalkane to desired isomer. As disclosed herein, it was unexpected that dehydrohalogenation of hydrofluoro(ether)haloalkane in the presence of certain glycols, as phase transfer catalysts, would significantly improve conversion and yield of hydro(ether)fluoroolefin, such as C2F5CH=CHC2F5(153-10mczz) by, e.g., 10%, 20%, 30% or higher, and the ratio of E / Z isomers.EXPERIMENTS

[0069] The experiments described herein were performed using 20 ml glasssample vials equipped with caps and plastic inserts (which limit heating to 70°C), containing 10-13 ml of an aqueous MOH solution, e.g., KOH, 0.1-1g of catalyst and about 2-6 g of a C2F5CH2CHIC2F5 precursor (~96-98% purity). The vial contentswere vigorously agitated, e.g., at 1500 rpm product was transferred into -78oC cold trap under vacuum and analyzed by NMR and GC / MS . Scale-up reactions were conducted in heat regulated, multi-neck flasks, (250 ml, 500 ml, 1000 ml ot 2000 ml) to facilitate temperature measurement, provide a vacuum controlled distillation head, and control feed of the precursor reactant. Dehydrohalogenation, whether in vial or flask, was conducted under agitation conditions, e.g., stirring, shaking, etc.

[0070] The hydro(ether)fluoroalkenes defined by Formula II and Formula IV aboveinclude, but are not limited to, the compounds listed in Table 1 below. TABLE 1 Structure Chemical NameCF3CH=CHCF3 1,1,1,4,4,4-hexafluorobut-2-ene CF3CH=CHC2F5 1,1,1,4,4,5,5,5-octafluoropent-2-ene CF3CH=CHCF2C2F5 1,1,1,4,4,5,5,6,6,6-decafluorohex-2-ene CF3CH=CHCF(CF3)2 1,1,1,4,5,5,5-heptafluoro-4-(trifluoromethyl)pent-2-ene C2F5CH=CHC2F51,1,1,2,2,5,5,6,6,6-decafluorohex-3-ene CF3CH=CH(CF2)3CF3 1,1,1,4,4,5,5,6,6,7,7,7-dodecafluorohept-2-ene CF3CH=CHCF2CF(CF3)21,1,1,4,4,5,6,6,6-nonafluoro-5-(trifluoromethyl)hex-2- ene CF3CH=CHCF(CF3)C2F5 1,1,1,4,5,5,6,6,6-nonfluoro-4-(trifluoromethyl)hex-2-ene CF3CH=CHC(CF3)3 1,1,1,5,5,5-hexafluoro-4,4-bis(trifluoromethyl)pent-2-ene C2F5CH=CHCF2C2F51,1,1,2,2,5,5,6,6,7,7,7-dodecafluorohept-3-ene C2F5CH=CHCF(CF3)2 1,1,1,2,2,5,6,6,6-nonafluoro-5-(trifluoromethyl)hex-3- ene CF3CH=CH(CF2)4CF31,1,1,4,4,5,5,6,6,7,7,8,8,8-tetradecafluorooct-2-ene CF3CH=CHCF2CF2CF(CF3)2 1,1,1,4,4,5,5,6,7,7,7-undecafluoro-6- (trifluoromethyl)hept-2-ene CF3CH=CHC(CF3)2C2F5 1,1,1,5,5,6,6,6-octafluoro-4,4-bis(trifluoromethyl)hex-2- ene C2F5CH=CH(CF2)3CF31,1,1,2,2,5,5,6,6,7,7,8,8,8-tetradecafluorooct-3-ene C2F5CH=CHCF2CF(CF3)2 1,1,1,2,2,5,5,6,7,7,7-undecafluoro-6- (trifluoromethyl)hept-3-ene C2F5CH=CHCF(CF3)C2F5 1,1,1,2,2,5,6,6,7,7,7-undecafluoro-5- (trifluoromethyl)hept-3-ene C2F5CH=CHC(CF3)31,1,1,2,2,6,6,6-octafluoro-5,5-bis(trifluoromethyl)hex-3- ene C2F5CF2CH=CHCF2C2F5 1,1,1,2,2,3,3,6,6,7,7,8,8,8-tetradecafluorooct-4-ene (CF3)2CFCH=CHCF(CF3)2 1,1,1,2,5,6,6,6-octafluoro-2,5-bis(trifluoromethyl)hex-3- ene C2F5CF2CH=CHCF(CF3)21,1,1,2,5,5,6,6,7,7,7-undecafluoro-2- (trifluoromethyl)hept-3-ene CF3CH=CH(CF2)5CF3 1,1,1,4,4,5,5,6,6,7,7,8,8,9,9,9-hexadecafluoronon-2-eneTABLE 2 (Continued)Structure Chemical NameCF3CH=CHCF(CF3)(CF2)2C2F5 1,1,1,4,5,5,6,6,7,7,8,8,8-tridecafluoro-4- (trifluoromethyl)oct-2-ene CF3CH=CHC(CF3)2(CF2)2CF3 1,1,1,6,6,6-octafluoro-4,4-bis(trifluoromethyl)hept-2-ene C2F5CH=CH(CF2)4CF31,1,1,2,2,5,5,6,6,7,7,8,8,9,9,9-hexadecafluoronon-3-ene C2F5CH=CHCF2CF2CF(CF3)2 1,1,1,2,2,5,5,6,6,7,8,8,8-tridecafluoro-7- (trifluoromethyl)oct-3-ene C2F5CH=CHC(CF3)2C2F51,1,1,2,2,6,6,7,7,7-decafluoro-5,5- bis(trifluoromethyl)hept-3-ene C2F5CF2CH=CH(CF2)3CF31,1,1,2,2,3,3,6,6,7,7,8,8,9,9,9-hexadecafluoronon-4-ene C2F5CF2CH=CHCF2CF(CF3)2 1,1,1,2,2,3,3,6,6,7,8,8,8-tridecafluoro-7- (trifluoromethyl)oct-4-ene C2F5CF2CH=CHCF(CF3)C2F51,1,1,2,2,3,3,6,7,7,8,8,8-tridecafluoro-6- (trifluoromethyl)oct-4-ene C2F5CF2CH=CHC(CF3)31,1,1,5,5,6,6,7,7,7-decafluoro-2,2- bis(trifluoromethyl)hept-3-ene (CF3)2CFCH=CH(CF2)3CF3 1,1,1,2,5,5,6,6,7,7,8,8,8-tridecafluoro- 2(trifluoromethyl)oct-3-ene (CF3)2CFCH=CHCF2CF(CF3)21,1,1,2,5,5,6,7,7,7-decafluoro-2,6- bis(trifluoromethyl)hept-3-ene (CF3)2CFCH=CHCF(CF3)C2F51,1,1,2,5,6,6,7,7,7-decafluoro-2,5- bis(trifluoromethyl)hept-3-ene (CF3)2CFCH=CHC(CF3)3 1,1,1,2,6,6,6-heptafluoro-2,5,5-tris(trifluoromethyl)hex- 3-ene C2F5CH=CH(CF2)5CF3 1,1,1,2,2,5,5,6,6,7,7,8,8,9,9,10,10,10- octadecafluorodec-3-ene C2F5CH=CHCF(CF3)(CF2)2C2F51,1,1,2,2,5,6,6,7,7,8,8,9,9,9-pentadecafluoro-5- (trifluoromethyl)non-3-ene C2F5CH=CHC(CF3)2CF2C2F5 1,1,1,2,2,6,6,7,7,8,8,8-dodecafluoro-5,5- bis(trifluoromethyl)oct-3-ene C2F5CF2CH=CH(CF2)4CF3 1,1,1,2,2,3,3,6,6,7,7,8,8,9,9,10,10,10- octadecafluorodec-4-ene C2F5CF2CH=CHCF2CF2CF(CF3)21,1,1,2,2,3,3,6,6,7,7,8,9,9,9-pentadecafluoro-8- (trifluoromethyl)non-4-ene C2F5CF2CH=CHC(CF3)2C2F5 1,1,1,2,2,3,3,7,7,8,8,8-dodecafluoro-6,6- bis(trifluoromethyl)oct-4-ene (CF3)2CFCH=CH(CF2)4CF3 1,1,1,2,5,5,6,6,7,7,8,8,9,9,9-pentadecafluoro-2- (trifluoromethyl)non-3-ene (CF3)2CFCH=CHCF2CF2CF(CF3)21,1,1,2,5,5,6,6,7,8,8,8-dodecafluoro-2,7- bis(trifluoromethyl)oct-3-ene (CF3)2CFCH=CHC(CF3)2C2F5 1,1,1,2,6,6,7,7,7-nonafluoro-2,5,5- tris(trifluoromethyl)hept-3-eneTABLE 2 (Continued) Structure Chemical NameCF3(CF2)3CH=CH(CF2)3CF3 1,1,1,2,2,3,3,4,4,7,7,8,8,9,9,10,10,10- octadecafluorodec-5-ene CF3(CF2)3CH=CHCF2CF(CF3)2 1,1,1,2,3,3,6,6,7,7,8,8,9,9,9-pentadecafluoro-2- (trifluoromethyl)non-4-ene CF3(CF2)3CH=CHCF(CF3)C2F51,1,1,2,2,3,6,6,7,7,8,8,9,9,9-pentadecafluoro-3- (trifluoromethyl)non-4-ene CF3(CF2)3CH=CHC(CF3)3 1,1,1,5,5,6,6,7,7,8,8,8-dodecafluoro-2,2,- bis(trifluoromethyl)oct-3-ene (CF3)2CFCF2CH=CHCF2CF(CF3)2 1,1,1,2,3,3,6,6,7,8,8,8-dodecafluoro-2,7- bis(trifluoromethyl)oct-4-ene (CF3)2CFCF2CH=CHCF(CF3)C2F51,1,1,2,3,3,6,7,7,8,8,8-dodecafluoro-2,6- bis(trifluoromethyl)oct-4-ene (CF3)2CFCF2CH=CHC(CF3)3 1,1,1,5,5,6,7,7,7-nonafluoro-2,2,6- tris(trifluoromethyl)hept-3-ene C2F5CF(CF3)CH=CHCF(CF3)C2F5 1,1,1,2,2,3,6,7,7,8,8,8-dodecafluoro-3,6- bis(trifluoromethyl)oct-4-ene C2F5CF(CF3)CH=CHC(CF3)31,1,1,5,6,6,7,7,7-nonafluoro-2,2,5- tris(trifluoromethyl)hept-3-ene (CF3)3CCH=CHC(CF3)31,1,1,6,6,6-hexafluoro-2,2,5,5- tetrakis(trifluoromethyl)hex-3-ene

[0071] Embodiments of the invention disclosed herein relate to processes forconverting polyfluorinated iodides,bromides or chlorides defined by the formulaR1CH2CHXR2 (Formula I) to compounds defined by the formula E- or Z-R3CH=CHR4(Formula II), wherein R1is a C1to C8perfluoroalkyl group, optionally containing in-chain oxygen, R2is a hydrogen or a C1 to C6 perfluoroalkyl group, optionally containing in-chain oxygen,R1= R3, R2= R4and X = I or Br or Cl, by dehydrohalogenation using an oxygen-containing catalyst as described herein.

[0072] Examples of R1 and R2 groups of Formula l include, but are not limited to,CF3, C2F5, CF2CF2CF3, CF(CF3)2, CF2CF2CF2CF3, CF(CF3)CF2CF3, CF2CF(CF3)2, C(CF3)3, CF2CF2CF2CF2CF3, CF2CF2CF(CF3)2, C(CF3)2C2F5, CF2CF2CF2CF2CF2CF3, CF(CF3) CF2CF2C2F5, and C(CF3)2CF2C2F5.

[0073] MOH aqueous solutions include, but are not limited, to greater than one of30% MOH, 35% MOH, 40% MOH, 50% MOH or 60 % MOH, where M is selected from one of Na, Li, or K and all values and ranges therebetween.

[0074] Reaction temperatures for the reaction of comprises reacting a startingmaterial comprising a perfluoroalkyl iodide or perfluoroalkyl bromide with a compound of Formula II in the presence of an oxygen-containing catalyst and analkali metal hydroxide include from ambient to greater than 30°C, 40°C, 50°C, 60°C, 70°C, 80°C, 90°C, or 100°C, less than 40°C, 50°C, 60°C, 70°C, 80°C, 90°C, or 100°C, and ranges between from 30°C to one of 40°C, 50°C, 60°C, 70°C, 80°C, 90°C, or 100°C, ranges between from 40°C to one of and 50°C, 60°C, 70°C, 80°C, 90°C, or 100°C, ranges between from 50°C to one of 60°C, 70°C, 80°C, 90°C, or 100°C, ranges between from 70°C to one of 80°C, 90°C, 100°C, ranges between from 80°C to one of 90°C or 100°C and all values and ranges therebetween.

[0075] The certain embodiments disclosed herein processes for producinghydrofluoro(ether)olefins by the dehydrohalogenation of a perfluoroalkyl(ether)halide in an aqueous KOH or NaOH solution with a glycol catalyst that is a phase transfer catalyst (PTC) in the absence of an organic solvent are disclosed, wherein KOH or NaOH aqueous solutions includes, but are not limited, to greater than one of 30% KOH or NaOH, 35% KOH or NaOH, 40% KOH or NaOH, 50% KOH or NaOH or 60 % KOH or NaOH, and the dehydrohalogenation is conducted at a temperature greater than 30°C, 40°C, 50°C, 60°C, 70°C, 80°C, 90°C, or 100°C, less than 40°C, 50°C, 60°C, 70°C, 80°C, 90°C, or 100°C, and ranges between from 30°C to one of 40°C, 50°C, 60°C, 70°C, 80°C, 90°C, or 100°C, ranges between from 40°C to one of and 50°C, 60°C, 70°C, 80°C, 90°C, or 100°C, ranges between from 50°C to one of 60°C, 70°C, 80°C, 90°C, or 100°C, ranges between from 70°C to one of 80°C, 90°C, 100°C, ranges between from 80°C to one of 90°C or 100°C and all values and ranges therebetween.

[0076] Embodiments of the present invention relates to processes for convertingperfluoroalkyl iodides or perfluoroalkyl bromides defined by the formulaR1CH2CHXR2 (Formula I) to perfluoroalkene compounds defined by the formula E-or Z- R3CH=CHR4 (Formula II), wherein R1 is a C1 to C8 perfluoroalkyl group,optionally containing in-chain oxygen, R2is a hydrogen or a C1 to C6 perfluoroalkyl group, optionally containing in-chain oxygen,R1= R3, R2= R4and X = I, or Br or Cl, by dehydrohalogenation using an oxygen-containing catalyst as defined herein. A combination of oxygen-containing catalysts may be used.

[0077] Embodiments of the present invention also relates to processes forconverting perfluoro alkyl ether iodides or perfluoro alkyl ether bromides or perfluoro alkyl ether chlorides defined by the formula R5O(CH2)yCH2X (Formula lll) wherein R5is C1 to C8 perfluoroalkyl group, X = I or Br or Cl, and y=1-5 to perfluoroalkene ether compounds defined by the formula R6O(CH2)y-1CH=CH2 (lV) R6is C1 to C8 perfluoroalkyl group, and y=1-5 , by dehydrohalogenation using an oxygen- containing catalyst as defined herein. A combination of oxygen-containing catalysts may be used.

[0078] In certain embodiments, the present invention relates to processes forremoving impurities from a perfluoroalkyl(ether)halide product mixture or from perfluoro alkyl(ether)olefin product mixture, prior to or after the dehydrohalogenation with an aqueous alkali metal hydroxide solution / oxygen-containing catalyst in the absence of an organic solvent.

[0079] In certain embodiments the present invention relates to processes forremoving at least a perfluoroethylene halide impurity prior / subsequent to dehydrohalogenation processes described herein.

[0080] In certain embodiments the reaction / dehydrohalogenation is catalyzed by aglycol catalyst to produce HFOs and HFEOs in yields of 70-90%, or higher.

[0081] In certain embodiments the reaction / dehydrohalogenation is catalyzed by acatalyst comprising ethylene glycol to produce HFOs and HFEOs in yields of 70- 90%, or higher.

[0082] In certain embodiments the reaction / dehydrohalogenation is catalyzed by acatalyst comprising diethylene glycol to produce HFOs and HFEOs in yields of 70- 90%, or higher.

[0083] In certain embodiments the reaction / dehydrohalogenation is catalyzed by acatalyst comprising triethylene glycol to produce HFOs and HFEOs in yields of 70- 90%, or higher.

[0084] In certain embodiments the reaction / dehydrohalogenation is catalyzed by acatalyst comprising tetraethylene glycol to produce HFOs and HFEOs in yields of 70- 90%, or higher.

[0085] In certain embodiments the reaction / dehydrohalogenation is catalyzed by acatalyst comprising polyethylene glycol to produce HFOs and HFEOs in yields of 70- 90%, or higher.

[0086] In certain embodiments the reaction / dehydrohalogenation is catalyzed by acatalyst comprising polypropylene glycol to produce HFOs and HFEOs in yields of 70-90%, or higher.

[0087] In certain embodiments the reaction / dehydrohalogenation is catalyzed by acatalyst comprising a mono ether of polyethylene glycol to produce HFOs and HFEOs in yields of 70-90%, or higher.

[0088] In certain embodiments the reaction / dehydrohalogenation is catalyzed by amono ether of polypropylene glycol to produce HFOs and HFEOs in yields of 70- 90%, or higher.

[0089] In certain embodiments the reaction / dehydrohalogenation is catalyzed by acrown ether catalyst to produce HFOs and HFEOs in yields of 70-90%, or higher.

[0090] In certain embodiments the reaction / dehydrohalogenation is catalyzed bypolyethylene glycol catalyst of various molecular weights to produce HFOs and HFEOs in yields of 70-90%, or higher.

[0091] In certain embodiments the reaction / dehydrohalogenation is carried out attemperatures between 20-90°C, optionally with continuous removal of the hydrofluoro(ether)olefins (HFO / HFEO) during reaction.

[0092] In certain embodiments the reaction / dehydrohalogenation is carried out attemperatures between 20-90°C in the presence of a solution of an alkali metal hydroxide containing greater than 30 weight percent of MOH, wherein M = Li, Na or K. In one embodiment, M = Li. In one embodiment, M = Na. In one embodiment, M = K.

[0093] In certain embodiments the reaction / dehydrohalogenation is catalyzed bypolyethylene glycols (PEGs) of various molecular weights in the liquid phase, including, but not limited, to PEG 400 in an aqueous alcohol base solution.

[0094] In certain embodiments the perfluoroalkyl(ether)halide precursor (starting)material is produced through one or more isomerization steps, and the starting material is dehydroiodinated in the liquid phase using an oxygen-containing catalyst comprising one or more of ethylene glycol, dipropylene glycol, triethylene glycol,tetraethylene glycol, polyethylene glycol, polypropylene glycol, mono ether of polyethylene glycol, mono ether of polypropylene glycol and crown ether.

[0095] In certain embodiments disclosed herein the dehydroiodinated compound isone of 153-10mczz and F13iE.

[0096] In certain embodiments disclosed herein the dehydroiodinated compound is153-10mczz with an E / Z ratio provides wherein E-153-10mczz of at least 80%, or atleast 85%, or at least 90%, or at least 95%, or at least 98%, or at least 99%.

[0097] The present invention provides composition comprising C2F5CH=CHC2F5having a ratio of E-C2F5CH=CHC2F5 / Z-C2F5CH=CHC2F5 of at least 80% and at leastone compound chosen from C2F5CH2CH(C2F5)CH2CHIC2F5 (isomeric di-adducts), C2F5[CH2 CH(C2F5)]2CH2CHIC2F5 (isomeric tri-adducts) and perfluorobutane (C4F10). In one embodiment, the composition comprises C2F5CH=CHC2F5 and C2F5CH2CH(C2F5)CH2CHIC2F5 (isomeric di-adducts). In one embodiment, the composition comprises C2F5CH2CH(C2F5)CH2CHIC2F5 (isomeric di-adducts) and C2F5[CH2 CH(C2F5)]2CH2CHIC2F5 (isomeric tri-adducts). In one embodiment, thecomposition comprises C2F5CH=CHC2F5 having a ratio of E / Z of at least 85% andfurther comprising C2F5CH2CH(C2F5)CH2CHIC2F5 (isomeric di-adducts). In oneembodiment, the composition comprises C2F5CH=CHC2F5 having a ratio of E / Z of atleast 90% and further comprising C2F5CH2CH(C2F5)CH2CHIC2F5 (isomeric di- adducts). In one embodiment, the composition comprises C2F5CH=CHC2F5 having aratio of E / Z of at least 95% and further comprising C2F5CH2CH(C2F5)CH2CHIC2F5(isomeric di-adducts). In one embodiment, the composition comprisesC2F5CH=CHC2F5 having a ratio of E / Z of at least 90% and further comprisingC2F5CH2CH(C2F5)CH2CHIC2F5 (isomeric di-adducts) and C2F5[CH2 CH(C2F5)]2CH2CHIC2F5 (isomeric tri-adducts). EXAMPLES Example 1. Preparation of C2F5CH=CHC2F5 (153-10mczz) Using PEG 400 Catalyst. C2F5CH2CHIC2F5 + KOH→C2F5CH=CHC2F5 + KI

[0098] To a 20 ml glass sample vial equipped with magnetic stir bar was added atambient temperature a mixture of 10 ml of 45% aqueous KOH, 1 g of PEG 400 followed by addition 3.1 g of C2F5CH2CHIC2F5 (purity 95%, containing 5 % of C2F5CH2CH(C2F5)CH2CHIC2F5). Polyethylene Glycol 400 (PEG-400, Aldrich) is defined by the general formula H(OCH2CH2)nOH, where n= is a value to provide a molecular weight with a viscosity of ~120 mPa.sv (20°C). The reaction mixture was vigorously agitated. The formation of white precipitate was seen after 5-10 min.According to 19 F NMR conversion of C2F5CH2CHIC2F5 after 30min was 100%, whileC2F5CH2CH(C2F5)CH2CHIC2F5 was not affected, NMR). Reaction also produced yellow semisolid blob of material which was not soluble in water, acetone or o- xylene. Vacuum transfer of the product into cold trap (-78°C, at 200 to 10 mm Hg) resulted in isolation of 1.5 g of 153-10mczz with a E / Z ratio of 89:11and purity >95%. The reaction was repeated three times using the same scale, typical yield of theproduct was 1.5-1.7 g. The 19F and 1H spectra taken of isolated C2F5CH=CHC2F5(153-10mczz) (E / Z ratio 89:11) produced in this Example 1 are provided in Fig.1Aand Fig. 1B. A small second layer in sample vial after transfer was usually observed,identified by NMR as C2F5CH2CH(C2F5)CH2CHIC2F5. Example 2. Preparation of C2F5CH=CHC2F5- Effect of KOH Concentration

[0099] Example 1 was repeated using a solution of 3g KOH in 10 ml H2O (23 wt %solution); 0.3 g PEG 400, 3.1 g C2F5CH2CHIC2F5. Only 50% conversion was achieved after 16h at ambient (room) temperature. Heating for another 12 hrs at 40°C did not increase yield; catalyst became yellow-orange solid floating on the surface; 3ml of 45 % KOH solution in water was added and agitation was continued at ambient temperature, the conversion went up to 76% after one hour and to 97%;after 2.5 hrs. At this point the ratio E-, Z- isomers of 153-10mczz and startingmaterial was 86.2:10.5:3.3, respectively, NMR). The 19F and 1H spectra taken ofcrude reaction mixture (organic layer) after 18h at ambient temperature produced inthis Example 2 are provided in Fig. 2A and Fig.2B, respectively.Example 3. Preparation of C2F5CH=CHC2F5 - Effect of Catalyst (Various Polyethylene Glycols (PEGs) - PEG 200, PEG-400, PEG 600, PEG 1000)

[0100] Example 1 was repeated by adding 3.1 g C2F5CH2CHIC2F5 to a mixture of10 ml of 45 wt.% KOH solution and 0.2 g of PEG 400,(mildly exothermic reaction). The NMR scan indicated full conversion into 153-10mczz that after 30min. Vacuum transfer was initiated and 1.5 g of 153-10mczz was isolated, yield was calculated: 1.5g / 2.08g x100% = 72% (80% calculated based on converted iodide), ratio E / Z isomers 90:10.

[0101] The 1H NMR spectrum of the isolated product produced in Example 3 isshown in Fig. 3.

[0102] Fig.4 shows the 19F NMR spectra taken of starting material, product andorganic residue form the reaction vessel in this Example 3. The bottom spectrum isthe 19F NMR spectrum taken of the starting material, the middle spectrum is the 19FNMR spectrum of the isolated 153-10mczz, the top spectrum is the 19F NMRspectrum taken of the organic residue in sample vial after removal of 153-10mczz by vacuum transfer. The top spectrum shows a trace of 153-10mczz, and is mostly C2F5CH2CH(C2F5)CH2CHIC2F5 (isomeric di-adducts) with some C2F5[CH2 CH(C2F5)]2CH2CHIC2F5 (isomeric tri-adducts).

[0103] Various PEGs (PEG 200, PEG 600, PEG 1000) were evaluated as acatalyst for the preparing 153-10mczz using 45% aqueous KOH (at 10 mol% catalyst loading) and all of them were found to have activity similar to PEG 400, producing 153-10mczz in 75-85% yield.

[0104] The reaction was carried out in a 250 ml three-necked round bottomedglass flask, equipped with a distillation head (containing 40 cm Vigreux section), thermocouple well and a heavy magnetic stir bar. To the flask containing vigorously agitated mixture of 100 ml 45 wt. % KOH solution in water and 1 g (0.0025mol, 1.25 mol %) of PEG 400 it was added dropwise 80g (0.2 mol) of (CF3)2CFCH2CH2I at ambient temperature over 30 min period. During the addition an internal temperature slowly increased up to 35oC over 30 min period, then started to drop. The NMR ofthe organic layer after 30 min indicated 55% conversion; after 1h 40 min. at 28°C; and 66% after 3 hrs. The temperature of the reaction mixture was slowly increased to 90°C over a 2 h period and (condenser temperature of the distillation head was set to 10°C) and distilled product was collected as a liquid into receiver chilled with wet ice. Product, 50g of crude material b.p.25-26°C was isolated. The isolated product had a small amount (~0.5g) of water and was dried over MgSO4. A clear liquid based on NMR contained 98% of (CF3)2CFCH=CH2 and 2 % of starting material. The isolated yield was 92%.

[0105] Fig. 5A and Fig.5B show the 1H and 19F NMR spectra taken of isolated(CF3)2CFCH=CH2 from this Example 4A. Examples 4B. Preparation of (CF3)2CFCH=CH2

[0106] Example 4A was repeated using a 500 ml three neck round bottom flaskequipped with distillation head, thermocouple, distillation head (containing 40 cm Vigreux section, condenser temperature was set to 0°C) and heavy magnetic stir bar. The reaction mixture contained 200 ml 45 wt. % KOH solution in water and 2 g of PEG 400, was vigorously agitated and preheated to 35°C and 96 g (0.3 mol) of (CF3)2CFCH2CH2I (purity 98%) was added over a 1 h period with simultaneous distillation of product, while the pot temperature was slowly raised from 35°C to 70°C. The product was collected in a receiver chilled by wet ice (overhead of distillation column was also connected to -78°C cold trap). Product was isolated providing 51 g (85% yield) of (CF3)2CFCH=CH2 (b.p.25-26°C, purity 99 wt. %, 1 wt. % of (CF3)2CFCH2CH2I). The olefin was identified by comparison NMR and GC / MS data with an authentic sample. Example 5. Preparation of (CF3)2CFCH=CHCF3 (F13iE) (CF3)2CFCH2CHICF3 + KOH ----- > (CF3)2CFCH=CHCF3 + KI

[0107] In a 250-ml glass flask equipped with a heavy magnetic stir bar, distillationhead (containing 40 cm Vigreux section) and thermocouple well, was placed 100 ml of 45 wt.% KOH solution in water, and 1 g (0.0025mol, 1.25 mol %) of PEG 400. 80g of (CF3)2CFCH2CHICF3 (0.2mol) was added dropwise over 30 min period to a vigorously agitated reaction mixture in the flask. During addition temperature went slowly up to 35°C. NMR analysis of aliquot of organic layer after 30 minutesindicated 55% conversion of starting material. The temperature of reaction mixture was brought up to 60°C and the product was distilled over a 1 hr. period, while temperature of the pot was maintained between 60 to 90°C. Product was isolated as 50 g of crude material having b.p.45-49°C (47-48°C main). The product had a smallamount (~0.5g) of water and was dried over MgSO4. Clear liquid based on 19F and1H NMR analysis showed the product contained 99% of (CF3)2CFCH=CHCF3, (ratio E / Z isomers was 99.5:0.5) and 1% of (CF3)2CFCH2CHICF3. Isolated yield of (CF3)2CFCH=CHCF3 was 92%. The olefin was identified by comparison NMR andmass spectra to those of an authentic sample. Fig.6A and Fig.6B show the 19FNMR and 1H NMR spectra, respectively, of isolated F13iE product from this Example5. Example 6A. Preparation of C4F9CH=CH2 C4F9CH2CH2I + KOH→C4F9CH=CH2 + KI

[0108] A 20 ml sample vial equipped with magnetic stir bar was loaded with 7.8 g(0.021mol) of C4F9CH2CH2I, 10 ml 45% aqueous KOH, PEG 400 - 0.2g (0.0005 mol, 0.24 mol %) and the resulting reaction mixture was vigorously agitated. A mild exotherm was observed. The reaction mixture separated into an organic layer and an aqueous layer. GC / MS (gas chromatography / mass spectrometry) analysis of the organic layer aliquots showed 55% conversion of iodide into C4F9CH=CH2 after 40min, 55% conversion after 2h, about 92% conversion after 3 hrs. The 19F NMR and1H and NMR spectra taken of isolated C4F9CH=CH2 from this Example 6A are shownin Fig.7A and Fig.7B.Examples 6B. Preparation of C4F9CH=CH2

[0109] Example 6A was repeated using 200 ml 45 wt. % aqueous KOH solution, 2g of PEG 400, 96 g (0.3 mol) of C4F9CH2CH2I (purity 98%) to provide the reaction mixture. The reaction was carried out in a 500 ml three neck round bottomed flask equipped with a distillation head (containing 40 cm Vigreux section, condenser temperature was set to 0°C), thermocouple and heavy magnetic stir bar. To a vigorously agitated reaction mixture containing KOH + PEG, which was preheated to 35°C, C4F9CH2CH2I was added slowly over 1 h period with simultaneous distillation of product, while the pot temperature was slowly raised from 35°C to 70°C. Theproduct was collected in a receiver cooled by wet ice (distillation column was also connected to -78oC cold trap). Product was isolated 51 g (85% yield) of C4F9CH=CH2, which was dried over MgSO4. Example 7. Preparation of C3F7OCF2CF2CH=CH2 C3F7OCF2CF2CH2CH2I + KOH→ C3F7OCF2CF2CH=CH2 + KI

[0110] A 20 ml sample vial equipped with magnetic stir bar was loaded with 7 gC3F7OCF2CF2CH2CH2I, 0.2 g PEG 400, 10 ml 45 wt.% KOH solution in water and the reaction mixture was agitated at ambient temperature for 18 hours with complete conversion of C3F7OCF2CF2CH2CH2I to produce the C3F7OCF2CF2CH=CH2. Product was isolated providing 4.4 g of C3F7OCF2CF2CH=CH2 by vacuum transfer; yield –65%. The 19F and 1H NMR spectra taken of the C3F7OCF2CF2CH=CH2 productproduced in this Example 7 are provided in Figs.8A and 8B, respectively.Example 8. Preparation of C2F5CH=CH2 (HFO-1245zf). C2F5CH2CH2I + KOH→C2F5CH=CH2 +KI

[0111] Into a flask were added a 400 ml 45 wt.% KOH solution in water and 4 gPEG 400 to provide a reaction mixture. The flask was fitted with a distillation head connected to cold trap with the temperature of the condenser set at +10°C. The reaction mixture of KOH and PEG was vigorously agitated and preheated to 37°C and C2F5CH2CH2I (134.3g) was added dropwise with the rate sufficient to maintain an internal temperature at 37°C to 50°C, over a 2 hour period. C2F5CH=CH2 formed and was collected in a cold trap. After the addition was finished, heating of the reaction mixture continued for another half hour.65g of product C2F5CH=CH2, (91% yield, purity 98.5%) and 1.5 % of the starting C2F5CH2CH2I liquid were collected in the cold trap. The product was identified as C2F5CH=CH2 by comparison of NMR and GC / MS data with those of an authentic sample. Cold product at -78°C was transferred to a 500 ml Hoke® cylinder as a liquid. Example 8 was repeated by scaling up the system using a 2 L flask to produce 1500 g of C2F5CH=CH2.Figs.9A and 9B show the 1H and 19F NMR spectra, respectively, of isolatedC2F5CH=CH2 produced in this Example 8.Example 9. Preparation of C2F5CH=CHF (HFO-1438ze). C2F5CH2CHIF + KOH→C2F5CH=CHF + KI

[0112] Into a 1000 ml, three necked round bottom flask equipped with athermocouple, heavy magnetic stir bar; an addition funnel and distillation head equipped with 40 cm with Vigreux column, which was connected to -78°C cold trap were added 500 mL of a 45 wt % KOH solution in water and 3 g of tetraethylene glycol, HO(CH₂CH₂O)₄H (TeEG). The temperature of distillation head condenser was maintained at 5°C and the product was collected in round bottom receiver, chilled by wet ice and in the -78°C cold trap. The reaction mixture was heated to 37°C and 216 grams of C2F5CH2CHIF were added dropwise using the addition funnel. Since the reaction was slow, an additional portion of 3g, 4g and 3g of tetraethylene glycol were added during the course of the reaction. The product was collected in a cold receiver (38.8 grams) and a cold trap (54.7 grams) to provide a combined product (total weight 93.5g, 77% yield, purity 98 wt. %, 2 wt. % - startingmaterial) and distilled to give 88.8g (yield 73%). Figs.10A and 10B show the 19Fand 1H NMR spectra, respectively, taken of the product, C2F2CH=CHF (ratio E / Zisomers - 34:66) produced in this Example 9. Example 10A-D. Synthesis of 153-10mczz - Comparison of Activity of Different Glycol Catalysts.

[0113] The following experiments were conducted to illustrate the conversion toC2F5CH=CHC2F5 for experiments A, B, C and D according to the following reaction scheme: C2F5CH2CHIC2F5 + KOH→C2F5CH=CHC2F5

[0114] Reactions were conducted using ethylene glycol, HOCH2CH2OH (EG),diethylene glycol, (HOCH2CH2)2O (DEG), triethylene glycol, H(OCH2CH2)3OH (TrEG)and tetraethylene glycol, H(OCH2CH2)4OH (TeEG).

[0115] Run 10A: 2 g C2F5CH2CHIC2F5, 0.15 g ethylene glycol (EG) and 5 ml of 45% aqueous KOH were reacted at 40°C for 3 hrs. with a 53% conversion. The reaction continued for another 15 hrs. and conversion increased to 75%.

[0116] Run 10B: 2 g C2F5CH2CHIC2F5, 0.2 g of diethylene glycol (DEG) and 5 mlof 45% aqueous KOH were reacted at 40°C and had a 20% conversion after 0.5 hrs.

[0117] Run 10C: 2 g C2F5CH2CHIC2F5, 0.2 g of triethylene glycol (TrEG) and 5 ml of 45% aqueous KOH were reacted for 45 min to give 100% conversion of starting material. The reaction product was vacuum transferred in cold trap to give 2.1 g of C2F5CH=CHC2F5 (88% purity). The yield of isolated C2F5CH=CHC2F5 was 87%.

[0118] Run 10D: 4 g of C2F5CH2CHIC2F5, 0.2 g of tetraethylene glycol (TeEG), and 10 ml of 45% aqueous KOH were reacted at 40°C. The reaction was exothermic leading to 98% conversion of starting material after 1 hour at 40°C. The yield of isolated C2F5CH=CHC2F5 (purity 92%), was 91%.

[0119] Figs.11A, 11B, and 11C show the 1H NMR spectra taken of the crudereaction mixture at different conversions of C2F5CH2CHIC2F5 to 153-10mczz; (E-C2F5CH=CHC2F5) produced in this Example 10. Fig. 11A presents conversion at10%; Fig.11B presents conversion at 20%; Fig. 11C presents conversion at 100%.

[0120] Figs. 11D and 11E show the 19F NMR spectra taken of the crude reactionmixture at different conversions of C2F5CH2CHIC2F5 to 153-10mczz; (E- C2F5CH=CHC2F5) produced in this Example 10.

[0121] Fig. 11F shows the 1H NMR spectra taken of isolated 153-10mczz (E-C2F5CH=CHC2F5) produced in this Example 10. Example 11.153-10mczz Synthesis using 18-Crown-6 Ether as Catalyst.

[0122] 10 ml 45% KOH solution in water and 0.2 g of 18-crown-6 ether wereplaced in a 20 ml glass sample vial equipped with a magnetic stir bar. 3.1 g of C2F5CH2CHIC2F5 was added with vigorous agitation to provide a reaction mixture. The reaction was mildly exothermic. As determined by NMR analysis, 100% conversion of C2F5CH2CHIC2F5 to 153-10mczz was achieved after 1 hour. The reaction mixture was removed from sample vial under vacuum and product was collected in cold trap. Product was isolated as 1.5 g (72%) of 153-10mczz, (purity 97%,ratio E / Z isomers 95:5).Examples 12-14. Effect of KOH concentration on rates of formation of

[0123] 20-ml sample vials equipped with magnetic stir bars were loaded with 10 mlof KOH solution in water at different concentrations, along with 0.2 g tetraethylene glycol and 4 g of (CF3)2CFCH2CHICF3. Reactions were conducted at ambient temperature, and results and conditions provided in Table 2. TABLE 2 Example KOH wt. %, (d20, g.cm3) Time Conversion,%(GC, TCD) 12 31 (1.31) 40 min 512a 24 h 7013 40 (1.40) 40 min 3513a 24 h 9514 48 (1.47) 15 min 7014a 60 min 9314b 24 h 100Example 15. Preparation of C2F5CH=CHC2F5 Using Purified Starting Material. C2F5CH2CHIC2F5 --------- > C2F5CH=CHC2F5 KOH / TrEG

[0124] A 500 ml three neck flask equipped with a thermocouple, heavy magneticstir bar, an addition funnel and distillation head equipped with 40 cm with Vigreux column, was loaded with 120 ml of 45 wt. % KOH solution in water, 1g (0.0067 mol) of TrEG (triethylene glycol) and 80 g C2F5CH2CHIC2F5 (97% purity, 0.197 mol). The KOH / TrEG reaction mixture was first preheated to 65°C and C2F5CH2CHIC2F5 was added slowly, over a 1h period and the product (153-10mczz) was distilled simultaneously and collected as a liquid in a receiver cooled using ice bath. The flask temperature was brought up to 65°C and 153-10mczz started to distill over about 2.5 h, with the flask temperature of 65°C to 105°C. The product with a b.p. of 47-50°Cwas collected into cold (wet ice) receiver and 43.8g of crude 153-10mczz (expected 52.3g) was isolated. The yield of 153-10mczz was 84% with a purity of 99% (1% C2F5CH2CHIC2F5 + di-adduct). The E / Z isomers of 153-10mczz- ratio was ~ 95:5.

[0125] The reaction was scaled up, using 567 g of crude C2F5CH2CHIC2F5 (purity79 wt %) starting material. Fig.12 shows the 1H NMR spectra taken of the isolated153-10mczz produced in this Example 15. Example 16. Preparation of C2F5CH=CHC2F5 Using Starting Material of 75% purity. C2F5CH2CHIC2F5 + KOH→C2F5CH=CHC2F5 + KI

[0126] 650 mL of 45 wt % KOH solution in water was combined with 19 g oftriethylene glycol in a 2000 ml three neck round bottom flask equipped with a thermocouple, heavy magnetic stir bar, an addition funnel and distillation head containing 40 cm with Vigreux column. The flask was preheated to 62°C and then 455 g of C2F5CH2CHIC2F5 (purity of 75%) was added dropwise. The flask was kept above 65°C during the addition so the column was under reflux (started at a pot / flask temperature of 68°C and head temperature of 42°C, respectively) while C2F5CH2CHIC2F5 was still being added. Product was collected as a liquid in a pre- chilled (wet ice) receiver. Collection of the product happened mostly when the pot temperature was 63°C and the head temperature was 43°C. When addition of the C2F5CH2CHIC2F5 was complete the pot temperature was 66°C and the head temperature was 44°C. The product was washed with ice cold water and stored overmagnesium sulfate. The product (296g, 87% yield) was identified by 1H, 19F NMRand GC / MS as C2F5CH=CHC2F5 (mixture E- and Z- isomers, ratio 97:3). E-C2F5CH=CHC2F5,19F NMR (CDCl3): -85.02 (3F, t, 1.4 Hz), -117.84 (2F, dq, 7.4, 1.4Hz) ppm; 1H NMR (CDCl3): 6.26(t, 7.4 Hz) ppm. Z-C2F5CH=CHC2F5, 19F NMR(CDCl3): -85.22 (3F, t, 1.2 Hz), -112.36(2F, dd, 5.7, 7.4 Hz) ppm; 1H NMR (CDCl3):5.99 (m) ppm.Example 17. Synthesis of C2F5CH=CHC2F5 Using Starting Material Containing C2F5I.

[0127] Crude product (C2F5CH2CHIC2F5) contained residual perfluoroethyl iodide(PFEI) (up to 45 wt%) and in order to avoid additional steps involving distillation to remove PFEI and other impurities (including acetone, and others), a number of experiments using C2F5CH2CHIC2F5 product containing 35-45 wt.% of PFEI and other by-products were performed. Example 16 provides a typical procedure used for these experiments.

[0128] A 500 ml flask equipped with thermocouple, gas inlet tube, distillation headcontaining 40 cm with Vigreux column and connected to -78°C cold trap and N2 blanket was charged with 180 ml 45 wt. % aqueous KOH solution, 2.35 g of TrEG catalyst. The KOH / TrEG reaction mixture was vigorously agitated using heavy magnetic stir bar and preheated to 45°C. Crude C2F5CH2CHIC2F5 (270 g, purity 36wt. %; contained 46 wt.% of C2F5I, 18 wt. % others) was slowly fed into the flask from an inverted cylinder using an inlet tube. The reaction temperature increased to 50°C and temperature was maintained through addition. The temperature of the reflux condenser was set to 14°C, resulting in C2F5I being flash distilled and collected in the cold trap. The addition of 270 g of crude C2F5CH2CHIC2F5 took about 3h. The reaction mixture turned light brown in color and the head temperature during addition (mild reflux) stayed at 20-22°C.

[0129] After the addition of the 270g was finished, the reaction mixture was kept at55-62°C, while low boiling material was collected using a -78°C cold trap. A total of 138g material was collected, which was determined by NMR to be a mixture of 13 wt% (16.6g), 153-10mczz and 86 wt. % PFEI and small amount of perfluorobutane (C4F10). At a pot temperature of 62°C, the collection of liquid fraction was started. The head temperature slowly went up to 47-50°C while the pot temperature was increased from 62°C to 114°C over a 1.5-hour period, collecting 44.5 g of liquid, wet product, which was dried over MgSO4. NMR and GC analysis of crude productindicated the presence of E- and Z- 153-10mczz isomers of C2F5CH=CHC2F578.8and 3.4 wt. %, C2F5I = 9.7 wt %, and (C2F5CH2)2 - 8.1wt.%. The ratio ~ E / Z isomersof C2F5CH=CHC2F5 was 96:4. The combined yield of C2F5CH=CHC2F5 was 83.4%.Example 18. Isolation of Z-C2F5CH=CHC2F5 by Distillation

[0130] A sample of heels obtained after batch distillation of crudeC2F5CH=CHC2F5 was analyzed by GC (TC detector, ). Crude material contained41.45% of E- C2F5CH=CHC2F5, 15.2 % of (C2F5CH2)2, 20.7 % of Z-C2F5CH=CHC2F5,9% C2F5CH2CHIC2F5, 4.7 % C2F5CH2CH2I as major components. Crude materialwas fractionated using a 20 plates glass column equipped with distillation head and all fractions were analyzed by GC (TCD, wt.%) and NMR. A total of 1319.3 grams of the heel sample was distilled. The temperature of the condenser was set to 15°C and the reflux ratio was ~30:1 for the entire distillation. The distillation data are shown in Table 3 below. TABLE 3 Fraction Weight RecoveredHead Temperature Pot Temperature (grams) (°C) (°C) Pot 1319.3 - -1 9.6 46.0-48.5 60.6-60.72 35.9 48.5-48.8 60.7-61.43 106.1 48.7-49.0 61.5-62.04 73.9 49.0-49.0 62.0-64.45 72.2 49.0-49.1 64.4-66.06 94.0 48.8-49.6 65.8-68.57 34.5 49.5-49.7 68.5-69.78 65.3 48.4-50.6 69.8-72.79 12.6 50.6-51.1 72.7-73.310 49.8 49.6-64.1 73.4-75.711 40.6 63.6-65.3 75.7-76.612 70.0 64.5-65.1 77.3-79.613 41.0 65.4-65.5 81.7-81.614 107.5 65.9-70.3 81.9-87.815 150.9 70.3-71.5 87.0-111.816 39.1 71.6-98.6 111.8-115.2Final Pot 276.0 - -

[0131] The GC (TCD) analysis data of various fractions obtained in Example 18are shown in Table 4 below. Table 4 provides GC data acquired for each fraction, using RTX-1 column, 100m; TC detector; 40°C, 5min, ramp 10°C / min to 200°C. Table 5 provides the retention times.TABLE 4 Composition (wt. %) retention time (min)*E - (C2F5CH2)2 Z -C2F5CH2CHIC2F5 C2F5CH2CH2I OtherFraction 153- 153- compounds 10mczz 10mczz Initial42.72 15.65 20.56 9.52 6.89 1.63Pot 198.29 0.80 0.832 99.06 0.41 0.433 99.31 0.28 0.304 99.37 0.27 0.255 99.26 0.32 0.306 95.88 2.14 1.807 94.28 3.19 2.358 90.68 5.61 3.479 78.06 14.69 6.9410 47.25 38.33 13.8511 4.28 56.40 38.3912 0.15 57.00 41.1013 59.20 39.9714 50.07 49.15 0.3015 2.15 95.29 2.3516 62.18 0.96 35.53Heel 49.88 25.06 15.48TABLE 5, GC - RETENTION TIMES OF DIFFERENT COMPONENTS (GC, TCD, COLUMN-RTX-1, 0.32 MM OD, 105M) E- 153- (C2F5CH2)2 Z - 153- C2F5CH2CHIC2F5 C2F5CH2CH2I Other10mczz 10mczz compounds 15 min 17 min 18 min 26 min 27 min 33 min

[0132] As a result of distillation, a relatively pure Z- isomer of 153-10mczz(Fraction 15, purity 95%, 170 g) was isolated. A boiling point of Z-isomer wasestimated to be 70.5-71.5°C, which is substantially higher compared to E-isomer(b.p.48°C). Example 19. Preparation of CH2=CH(CF2)2Br ICH2CH2(CF2)2Br + KOH→CH2=CH(CF2)2Br +KI

[0133] A 20 ml sample vial equipped with a magnetic stir bar was loaded with 10ml 45 wt.% KOH solution in water, 0.2 g of PEG 400, and 13g of ICH2CH2(CF2)2Br (98.3% purity). The reaction mixture was agitated at ambient temperature for 12 hours. CH2=CH(CF2)2Br was isolated by transfer under vacuum into a cold trap. Product was isolated, 6.9 g (86%yield, purity 97%) and the liquid was identified asCH2=CH(CF2)2Br by 19F, 1H NMR and GC / MS. Figs. 13A and 13B show the 19FNMR and 1H NMR spectra taken of the crude CH2=CH(CF2)2Br produced in thisExample 19. Example 20. Preparation of C2F5CH=CHC2F5 using Dipropylene Glycol as Catalyst

[0134] To a mixture of 162 ml of 45 wt % KOH solution in water and 4.7 g ofdipropylene glycol (DPG)placed in a three neck 500 mL round bottom flask equipped with a thermocouple, addition funnel, heavy magnetic stir bar and a distillation head (similar to described in previous Examples) 115 grams of C2F5CH2CHIC2F5 (purity 95%) was slowly added at 40-45°C over 30 minutes period. Product 50.6g (93%yield) was collected, which according to NMR and GC / MS was C2F5CH=CHC2F5,purity 97%, with a ratio of E / Z isomers of 96:4.Example 21. Preparation of C2F5CH=CHC2F5 Using Tripropylene Glycol as Catalyst C2F5CH2CHIC2F5 + KOH → C2F5CH=CHC2F5 + KI

[0135] In a 500 ml flask equipped with a thermocouple, addition funnel, heavymagnetic stir bar and a distillation head similar to described in previous Examples, 162 ml of 45 wt % KOH solution in water and 6.7 grams of tripropylene glycol (TrPG) were combined and 115 g of C2F5CH2CHIC2F5 were added. The temperature of condenser on the distillation head was maintained at 0°C and the product was collected as liquid in a cold receiver. Product 50.1 g (92% yield) was isolated of a fraction having b.p.45-50°C, which was shown by NMR to be C2F5CH=CHC2F5153-10mczz (purity 98%, containing 2 % starting material, ratio E / Z isomers 96:4).

[0136] In the foregoing specification, the concepts have been described withreference to specific embodiments. However, one of ordinary skilledin art appreciates that various modifications and changes can be made without departing from the scope of the invention as set forth in the claims below. Accordingly, the specification is to be regarded in an illustrative rather than a restrictive sense, and all such modifications are intended to be included within the scope of invention.

[0137] It is to be appreciated that certain features are, for clarity, described hereinin the context of separate embodiments, may also be provided in combination in a single embodiment. Conversely, various features that are, for brevity, described in the context of a single embodiment, may also be provided separately or in any subcombination. OTHER EMBODIMENTS

[0138] Process of reacting CF3CH2CHICF3 with a mixture of a MOH aqueoussolution where M is potassium, sodium or lithium and an oxygen-containing catalystto dehydroiodinate the CF3CH2CHICF3. In one embodiment, the oxygen-containingcatalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a monoether of propylene glycol. In one embodiment, the oxygen-containing catalyst is aglycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0139] Process of reacting CF3CH2CHIC2F5 with a mixture of a MOH aqueoussolution where M is potassium, sodium or lithium and an oxygen-containing catalyst to dehydroiodinate the CF3CH2CHIC2F5.In one embodiment, the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formulaHO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0140] Process of reacting CF3CH2CHICF(CF3)2 with a mixture of a MOH aqueoussolution where M is potassium, sodium or lithium and an oxygen-containing catalystto dehydroiodinate the CF3CH2CHICF(CF3)2. In one embodiment, the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0141] Process of reacting CF3CH2CHICF2C2F5 with a mixture of a MOH aqueoussolution where M is potassium, sodium or lithium and an oxygen-containing catalystto dehydroiodinate the CF3CH2CHICF2C2F5. In one embodiment, the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where nis ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0142] Process of reacting CF3CH2CHICF(CF3)2 with a mixture of a MOH aqueoussolution where M is potassium, sodium or lithium and an oxygen-containing catalyst to dehydroiodinate the CF3CH2CHICF(CF3)2. In one embodiment, the oxygen- containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalystand the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0143] Process of reacting CF3CH2CHICF(CF3)2 with a mixture of a MOH aqueoussolution where M is potassium, sodium or lithium and an oxygen-containing catalystto dehydroiodinate the CF3CH2CHICF(CF3)2. In one embodiment, the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0144] Process of reacting C2F5CH2CHIC2F5 with a mixture of a MOH aqueoussolution where M is potassium, sodium or lithium and an oxygen-containing catalyst to dehydroiodinate the C2F5CH2CHIC2F5.In one embodiment, the oxygen-containingcatalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0145] Process of reacting CF3CH2CHI(CF2)3CF3 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containing catalyst to dehydroiodinate the CF3CH2CHI(CF2)3CF3. In one embodiment, the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight ofabout 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0146] Process of reacting CF3CH2CHICF2CF(CF3)2 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the CF3CH2CHICF2CF(CF3)2. In one embodiment, theoxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0147] Process of reacting CF3CH2CHICF(CF3)C2F5 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the CF3CH2CHICF(CF3)C2F5. In one embodiment, theoxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0148] Process of reacting CF3CH2CHIC(CF3)3 with a mixture of a MOH aqueoussolution where M is potassium, sodium or lithium and an oxygen-containing catalystto dehydroiodinate the CF3CH2CHIC(CF3)3. In one embodiment, the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethyleneglycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0149] Process of reacting C2F5CH2CHICF2C2F5 with a mixture of a MOH aqueoussolution where M is potassium, sodium or lithium and an oxygen-containing catalystto dehydroiodinate the C2F5CH2CHICF2C2F5. In one embodiment, the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0150] Process of reacting C2F5CH2CHICF(CF3)2 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the C2F5CH2CHICF(CF3)2. In one embodiment, the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0151] Process of reacting CF3CH2CHI(CF2)4CF3 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the CF3CH2CHI(CF2)4CF3. In one embodiment, theoxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein aspolyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0152] Process of reacting CF3CH2CHICF2CF2CF(CF3)2 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the CF3CH2CHICF2CF2CF(CF3)2. In one embodiment,the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen- containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0153] Process of reacting C2F5CH2CHI(CF2)3CF3 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the C2F5CH2CHI(CF2)3CF3. In one embodiment, theoxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether ofpolyethylene glycol or a mono ether of propylene glycol. In one embodiment, theoxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0154] Process of reacting C2F5CH2CHICF2CF(CF3)2 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the C2F5CH2CHICF2CF(CF3)2. In one embodiment, theoxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether ofpolyethylene glycol or a mono ether of propylene glycol. In one embodiment, theoxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprisesH(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0155] Process of reacting C2F5CH2CHICF(CF3)C2F5 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containing catalyst to dehydroiodinate the C2F5CH2CHICF(CF3)C2F5.In one embodiment, the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether ofpolyethylene glycol or a mono ether of propylene glycol. In one embodiment, theoxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0156] Process of reacting C2F5CH2CHIC(CF3)3 with a mixture of a MOH aqueoussolution where M is potassium, sodium or lithium and an oxygen-containing catalystto dehydroiodinate the C2F5CH2CHIC(CF3)3. In one embodiment, the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycolor a mono ether of propylene glycol. In one embodiment, the oxygen-containingcatalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0157] Process of reacting C2F5CF2CH2CHICF2C2F5 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the C2F5CF2CH2CHICF2C2F5. In one embodiment, theoxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether ofpolyethylene glycol or a mono ether of propylene glycol. In one embodiment, theoxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprisesH(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0158] Process of reacting (CF3)2CFCH2CHICF(CF3)2 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the (CF3)2CFCH2CHICF(CF3)2. In one embodiment, theoxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0159] Process of reacting C2F5CF2CH2CHICF(CF3)2 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the C2F5CF2CH2CHICF(CF3)2. In one embodiment, theoxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0160] Process of reacting CF3CH2CHI(CF2)5CF3 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the CF3CH2CHI(CF2)5CF3. In one embodiment, theoxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether ofpolyethylene glycol or a mono ether of propylene glycol. In one embodiment, theoxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprisesH(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0161] Process of reacting CF3CH2CHICF(CF3)(CF2)2C2F5 with a mixture of aMOH aqueous solution where M is potassium, sodium or lithium and an oxygen- containing catalyst to dehydroiodinate the CF3CH2CHICF(CF3)(CF2)2C2F5.In one embodiment, the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In oneembodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and theglycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen- containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides amolecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0162] Process of reacting CF3CH2CHIC(CF3)2CF2C2F5 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the CF3CH2CHIC(CF3)2CF2C2F5. In one embodiment, theoxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0163] Process of reacting C2F5CH2CHI(CF2)4CF3 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the C2F5CH2CHI(CF2)4CF3. In one embodiment, theoxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether ofpolyethylene glycol or a mono ether of propylene glycol. In one embodiment, theoxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and theglycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether. In one embodiment, the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen- containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0164] Process of reacting C2F5CH2CHICF2CF2CF(CF3)2with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the C2F5CH2CHICF2CF2CF(CF3)2. In one embodiment,the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen- containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0165] Process of reacting C2F5CH2CHIC(CF3)2C2F5 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the C2F5CH2CHIC(CF3)2C2F5. In one embodiment, theoxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether ofpolyethylene glycol or a mono ether of propylene glycol. In one embodiment, theoxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethyleneglycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0166] Process of reacting C2F5CF2CH2CHI(CF2)3CF3 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the C2F5CF2CH2CHI(CF2)3CF3. In one embodiment, theoxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether ofpolyethylene glycol or a mono ether of propylene glycol. In one embodiment, theoxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0167] Process of reacting C2F5CF2CH2CHICF2CF(CF3)2 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the C2F5CF2CH2CHICF2CF(CF3)2. In one embodiment,the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In oneembodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and theglycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen- containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1to C5group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0168] Process of reacting C2F5CF2CH2CHICF(CF3)C2F5 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the C2F5CF2CH2CHICF(CF3)C2F5. In one embodiment,the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and theglycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen- containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0169] Process of reacting C2F5CF2CH2CHIC(CF3)3 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the C2F5CF2CH2CHIC(CF3)3. In one embodiment, theoxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether ofpolyethylene glycol or a mono ether of propylene glycol. In one embodiment, theoxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in therange of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0170] Process of reacting (CF3)2CFCH2CHI(CF2)3CF3 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the (CF3)2CFCH2CHI(CF2)3CF3. In one embodiment, theoxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether ofpolyethylene glycol or a mono ether of propylene glycol. In one embodiment, theoxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0171] Process of reacting (CF3)2CFCH2CHICF2CF(CF3)2 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the (CF3)2CFCH2CHICF2CF(CF3)2. In one embodiment,the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a monoether of polyethylene glycol or a mono ether of propylene glycol. In oneembodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and theglycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen- containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0172] Process of reacting (CF3)2CFCH2CHIC(CF3)3 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the (CF3)2CFCH2CHIC(CF3)3. In one embodiment, theoxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether ofpolyethylene glycol or a mono ether of propylene glycol. In one embodiment, theoxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is aglycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0173] Process of reacting C2F5CH2CHI(CF2)5CF3 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the C2F5CH2CHI(CF2)5CF3. In one embodiment, theoxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0174] Process of reacting C2F5CH2CHICF(CF3)(CF2)2C2F5 with a mixture of aMOH aqueous solution where M is potassium, sodium or lithium and an oxygen-containing catalyst to dehydroiodinate the C2F5CH2CHICF(CF3)(CF2)2C2F5. In oneembodiment, the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen- containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0175] Process of reacting C2F5CH2CHIC(CF3)2CF2C2F5 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the C2F5CH2CHIC(CF3)2CF2C2F5. In one embodiment,the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In oneembodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and theglycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referredto herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen- containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0176] Process of reacting C2F5CF2CH2CHI(CF2)4CF3 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to ddehydroiodinate the C2F5CF2CH2CHI(CF2)4CF3. In one embodiment, theoxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0177] Process of reacting C2F5CF2CH2CHICF2CF2CF(CF3)2 with a mixture of aMOH aqueous solution where M is potassium, sodium or lithium and an oxygen-containing catalyst to dehydroiodinate the C2F5CF2CH2CHICF2CF2CF(CF3)2. In oneembodiment, the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In oneembodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and theglycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen- containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0178] Process of reacting C2F5CF2CH2CHIC(CF3)2C2F5 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the C2F5CF2CH2CHIC(CF3)2C2F5. In one embodiment,the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In oneembodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and theglycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH(triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen- containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0179] Process of reacting (CF3)2CFCH2CHI(CF2)4CF3 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the (CF3)2CFCH2CHI(CF2)4CF3. In one embodiment, theoxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0180] Process of reacting (CF3)2CFCH2CHICF2CF2CF(CF3)2 with a mixture of aMOH aqueous solution where M is potassium, sodium or lithium and an oxygen-containing catalyst to dehydroiodinate the (CF3)2CFCH2CHICF2CF2CF(CF3)2. In oneembodiment, the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In oneembodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and theglycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen- containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1to C5group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0181] Process of reacting (CF3)2CFCH2CHIC(CF3)2C2F5 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the CF3)2CFCH2CHIC(CF3)2C2F5. In one embodiment,the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In oneembodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and theglycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen- containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0182] Process of reacting CF3(CF2)3CH2CHI(CF2)3CF3 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the CF3(CF2)3CH2CHI(CF2)3CF3. In one embodiment, theoxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether ofpolyethylene glycol or a mono ether of propylene glycol. In one embodiment, theoxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in therange of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0183] Process of reacting CF3(CF2)3CH2CHICF2CF(CF3)2 with a mixture of aMOH aqueous solution where M is potassium, sodium or lithium and an oxygen-containing catalyst to dehydroiodinate the CF3(CF2)3CH2CHICF2CF(CF3)2. In oneembodiment, the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In oneembodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and theglycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen- containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0184] Process of reacting CF3(CF2)3CH2CHICF(CF3)C2F5 with a mixture of aMOH aqueous solution where M is potassium, sodium or lithium and an oxygen-containing catalyst to dehydroiodinate the CF3(CF2)3CH2CHICF(CF3)C2F5. In oneembodiment, the oxygen-containing catalyst is a glycol catalyst having the formula,H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In oneembodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and theglycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen- containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0185] Process of reacting CF3(CF2)3CH2CHIC(CF3)3 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the CF3(CF2)3CH2CHIC(CF3)3. In one embodiment, theoxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether ofpolyethylene glycol or a mono ether of propylene glycol. In one embodiment, theoxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight ofabout 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0186] Process of reacting(CF3)2CFCF2CH2CHICF2CF(CF3)2with a mixture of aMOH aqueous solution where M is potassium, sodium or lithium and an oxygen-containing catalyst to dehydroiodinate the (CF3)2CFCF2CH2CHICF2CF(CF3)2. In oneembodiment, the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen- containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0187] Process of reacting (CF3)2CFCF2CH2CHICF(CF3)C2F5 with a mixture of aMOH aqueous solution where M is potassium, sodium or lithium and an oxygen-containing catalyst to dehydroiodinate the (CF3)2CFCF2CH2CHICF(CF3)C2F5. In oneembodiment, the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In oneembodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and theglycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen- containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0188] Process of reacting (CF3)2CFCF2CH2CHIC(CF3)3 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the (CF3)2CFCF2CH2CHIC(CF3)3. In one embodiment,the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen- containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0189] Process of reacting C2F5CF(CF3)CH2CHICF(CF3)C2F5 with a mixture of aMOH aqueous solution where M is potassium, sodium or lithium and an oxygen-containing catalyst to dehydroiodinate the C2F5CF(CF3)CH2CHICF(CF3)C2F5. In oneembodiment, the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In oneembodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and theglycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen- containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides amolecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0190] Process of reacting C2F5CF(CF3)CH2CHIC(CF3)3with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containingcatalyst to dehydroiodinate the C2F5CF(CF3)CH2CHIC(CF3)3. In one embodiment,the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In oneembodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and theglycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen- containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1to C5group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0191] Process of reacting (CF3)3CCH2CHIC(CF3)3 with a mixture of a MOHaqueous solution where M is potassium, sodium or lithium and an oxygen-containing catalyst to dehydroiodinate the (CF3)3CCH2CHIC(CF3)3.In one embodiment, the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and n = 1 and the glycol catalystcomprises HOCH2CH2OH (ethylene glycol, EG). In one embodiment, n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG). In one embodiment, n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG). In one embodiment, n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG). In one embodiment, n ≥ 5, and the glycol catalyst comprises H(OCH2CH2)nOH [H(OCH2CH2)nOH is referred to herein as polyethylene glycol, PEG]. In one embodiment, the PEG has a molecular weight of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000. In one embodiment, the oxygen-containing catalyst is a glycol catalyst and the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000. In one embodiment, the oxygen-containing catalyst is a crown ether.

[0192] Process of reacting CF3CH2CHICF3 with a mixture of one of an aqueousKOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3CH2CHICF3.

[0193] Process of reacting CF3CH2CHIC2F5 with a mixture of one of an aqueousKOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3CH2CHIC2F5.

[0194] Process of reacting CF3CH2CHICF2C2F5 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3CH2CHICF2C2F5.

[0195] Process of reacting CF3CH2CHICF(CF3)2 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether ofpolyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3CH2CHICF(CF3)2.

[0196] Process of reacting C2F5CH2CHIC2F5 a mixture of one of an aqueous KOHor NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CH2CHIC2F5.

[0197] Process of reacting CF3CH2CHI(CCF2)3CF3 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the\ CF3CH2CHI(CCF2)3CF3.

[0198] Process of reacting CF3CH2CHICF2CF-(CF3)2 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3CH2CHICF2CF-(CF3)2.

[0199] Process of reacting CF3CH2CHICF(CF3)-C2F5 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3CH2CHICF(CF3)-C2F5.

[0200] Process of reacting CF3CH2CHIC(CF3)3 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3CH2CHIC(CF3)3.

[0201] Process of reacting C2F5 CH2CHICF2C2F5 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether ofpolyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5 CH2CHICF2C2F5.

[0202] Process of reacting C2F5 CH2CHICF(CF3)2 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5 CH2CHICF(CF3)2.

[0203] Process of reacting CF3CH2CHI(CF2)4CF3 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3CH2CHI(CF2)4CF3.

[0204] Process of reacting CF3CH2CHICF2CF2CF(CF3)2 with a mixture of one ofan aqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3CH2CHICF2CF2CF(CF3)2.

[0205] Process of reacting CF3CH2CHIC(CF3)2C2F5 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3CH2CHIC(CF3)2C2F5.

[0206] Process of reacting C2F5CH2CHI(CF2)3CF3 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CH2CHI(CF2)3CF3.

[0207] Process of reacting C2F5CH2CHICF2CF(CF3)2 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether ofpolyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CH2CHICF2CF(CF3)2.

[0208] Process of reacting C2F5CH2CHICF(CF3)C2F5 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CH2CHICF(CF3)C2F5.

[0209] Process of reacting C2F5CH2CHIC(CF3)3 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CH2CHIC(CF3)3.

[0210] Process of reacting C2F5CF2CH2CHICF2C2F5 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CF2CH2CHICF2C2F5.

[0211] Process of reacting (CF3)2CFCH2CHICF(CF3)2 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the (CF3)2CFCH2CHICF(CF3)2.

[0212] Process of reacting C2F5CF2CH2CHICF(CF3)2 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CF2CH2CHICF(CF3)2.

[0213] Process of reacting CF3 CH2CHI(CF2)5CF3 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether ofpolyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3 CH2CHI(CF2)5CF3.

[0214] Process of reacting CF3 CH2CHICF(CF3)(CF2)2C2F5 with a mixture of one ofan aqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the

[0215] CF3CH2CHICF(CF3)(CF2)2C2F5.

[0216] Process of reacting CF3 CH2CHIC(CF3)2CF2C2F5 with a mixture of one ofan aqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3 CH2CHIC(CF3)2CF2C2F5.

[0217] Process of reacting C2F5CH2CHI(CCF2)4CF3 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CH2CHI(CCF2)4CF3.

[0218] Process of reacting C2F5CH2CHICF2CF2CF(CF3)2with a mixture of one ofan aqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CH2CHICF2CF2CF(CF3)2.

[0219] Process of reacting C2F5CH2CHIC(CF3)2C2F5 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CH2CHIC(CF3)2C2F5.

[0220] Process of reacting C2F5CF2CH2CHI(CF2)3CF3 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether ofpolyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CF2CH2CHI(CF2)3CF3.

[0221] Process of reacting C2F5CF2CH2CHICF2CF(CF3)2 with a mixture of one ofan aqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CF2CH2CHICF2CF(CF3)2.

[0222] Process of reacting C2F5CF2CH2CHICF(CF3)C2F5 with a mixture of one ofan aqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CF2CH2CHICF(CF3)C2F5.

[0223] Process of reacting C2F5CF2CH2CHIC(CF3)3 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CF2CH2CHI-C(CF3)3.

[0224] Process of reacting (CF3)2CFCH2CHI(CF2)3CF3 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the (CF3)2CFCH2CHI(CF2)3CF3.

[0225] Process of reacting (CF3)2CFCH2CHICF2CF(CF3)2 with a mixture of one ofan aqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the (CF3)2CFCH2CHICF2CF(CF3)2.

[0226] Process of reacting (CF3)2CFCH2CHIC(CF3)3 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether ofpolyethylene glycol and mono ether of propylene glycol to dehydroiodinate the (CF3)2CFCH2CHIC(CF3)3.

[0227] Process of reacting C2F5CH2CHI(CF2)5CF3 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CH2CHI(CCF2)5CF3.

[0228] Process of reacting C2F5CH2CHICF(CF3)(CF2)2C2F5 with a mixture of oneof an aqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CH2CHICF(CF3)(CF2)2C2F5.

[0229] Process of reacting C2F5CH2CHIC(CF3)2CF2C2F5 with a mixture of one ofan aqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CH2CHIC(CF3)2CF2C2F5.

[0230] Process of reacting C2F5CF2CH2CHI(CF2)4CF3 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CF2CH2CHI(CF2)4CF3.

[0231] Process of reacting C2F5CF2CH2CHICF2CF2CF(CF3)2 with a mixture of oneof an aqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CF2CH2CHICF2CF2CF(CF3)2.

[0232] Process of reacting C2F5CF2CH2CHIC(CF3)2C2F5 with a mixture of one ofan aqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether ofpolyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CF2CH2CHIC(CF3)2C2F5.

[0233] Process of reacting (CF3)2CFCH2CHI(CF2)4CF3 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the (CF3)2CFCH2CHI(CF2)4CF3.

[0234] Process of reacting (CF3)2CFCH2CHICF2CF2CF(CF3)2 with a mixture of oneof an aqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the (CF3)2CFCH2CHICF2CF2CF(CF3)2.

[0235] Process of reacting (CF3)2CFCH2CHIC(CF3)2C2F5 with a mixture of one ofan aqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3)2CFCH2CHIC(CF3)2C2F5.

[0236] Process of reacting CF3(CF2)3CH2CHI(CF2)3CF3 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3(CF2)3CH2CHI(CF2)3CF3.

[0237] Process of reacting CF3(CF2)3CH2CHICF2CF(CF3)2 with a mixture of one ofan aqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3(CF2)3CH2CHICF2CF(CF3)2.

[0238] Process of reacting CF3(CF2)3CH2CHICF(CF3)C2F5 with a mixture of one ofan aqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether ofpolyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3(CF2)3CH2CHICF(CF3)C2F5.

[0239] Process of reacting CF3(CF2)3CH2CHIC(CF3)3 with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3(CF2)3CH2CHIC(CF3)3.

[0240] Process of reacting(CF3)2CFCF2CH2CHICF2CF(CF3)2with a mixture of oneof an aqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the (CF3)2CFCF2CH2CHICF2CF(CF3)2.

[0241] Process of reacting (CF3)2CFCF2CH2CHICF(CF3)C2F5 with a mixture of oneof an aqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the (CF3)2CFCF2CH2CHICF(CF3)C2F5.

[0242] Process of reacting (CF3)2CFCF2CH2CHIC(CF3)3 with a mixture of one ofan aqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the (CF3)2CFCF2CH2CHIC(CF3)3.

[0243] Process of reacting C2F5CF(CF3) CH2CHICF(CF3)C2F5 with a mixture ofone of an aqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CF(CF3) CH2CHICF(CF3)C2F5.

[0244] Process of reacting C2F5CF(CF3) CH2CHIC(CF3)3with a mixture of one ofan aqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether ofpolyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CF(CF3) CH2CHIC(CF3)3.

[0245] Process of reacting (CF3)3CCH2CHIC(CF3) with a mixture of one of anaqueous KOH or NaOH solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the (CF3)3CCH2CHIC(CF3)3.

[0246] Process of reacting CF3CH2CHICF3 with a mixture of one of a 35 wt. % to50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3CH2CHICF3.

[0247] Process of reacting CF3CH2CHIC2F5 with a mixture of one of a 35 wt. % to50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3CH2CHIC2F5.

[0248] Process of reacting CF3CH2CHICF2C2F5 with a mixture of one of a 35 wt. %to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3CH2CHICF2C2F5.

[0249] Process of reacting CF3CH2CHICF(CF3)2 with a mixture of one of a 35 wt.% to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3CH2CHICF(CF3)2.

[0250] Process of reacting C2F5CH2CHIC2F5 a mixture of one of a 35 wt. % to 50wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol,polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CH2CHIC2F5.

[0251] Process of reacting CF3CH2CHI(CCF2)3CF3 with a mixture of one of a 35wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3CH2CHI(CCF2)3CF3.

[0252] Process of reacting CF3CH2CHICF2CF(CF3)2 with a mixture of one of a 35wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3CH2CHICF2CF(CF3)2.

[0253] Process of reacting CF3CH2CHICF(CF3)C2F5 with a mixture of one of a 35wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3CH2CHICF(CF3)C2F5.

[0254] Process of reacting CF3CH2CHIC(CF3)3 with a mixture of one of a 35 wt. %to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3CH2CHIC(CF3)3.

[0255] Process of reacting C2F5 CH2CHICF2C2F5 with a mixture of one of a 35 wt.% to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CH2CHICF2C2F.

[0256] Process of reacting C2F5CH2CHICF(CF3)2 with a mixture of one of a 35 wt.% to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol,polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CH2CHICF(CF3)2.

[0257] Process of reacting CF3(CH2CHI(CF2)4CF3 with a mixture of one of a 35 wt.% to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3(CH2CHI(CF2)4CF3.

[0258] Process of reacting CF3CH2CHICF2CF2CF(CF3)2 with a mixture of one of a35 wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3CH2CHICF2CF2CF(CF3)2.

[0259] Process of reacting CF3CH2CHIC(CF3)2C2F5 with a mixture of one of a 35wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3CH2CHIC(CF3)2C2F5.

[0260] Process of reacting C2F5CH2CHI(CF2)3CF3 with a mixture of one of a 35 wt.% to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CH2CHI(CF2)3CF3.

[0261] Process of reacting C2F5CH2CHICF2CF(CF3)2 with a mixture of one of a 35wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CH2CHICF2CF(CF3)2.

[0262] Process of reacting C2F5CH2CHICF(CF3)C2F5 with a mixture of one of a 35wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethyleneglycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CH2CHICF(CF3)C2F5.

[0263] Process of reacting C2F5CH2CHIC(CF3)3 with a mixture of one of a 35 wt. %to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CH2CHIC(CF3)3.

[0264] Process of reacting C2F5CF2CH2CHICF2C2F5 with a mixture of one of a 35wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CF2CH2CHICF2C2F5.

[0265] Process of reacting (CF3)2CFCH2CHICF(CF3)2 with a mixture of one of a 35wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the (CF3)2CFCH2CHICF(CF3)2.

[0266] Process of reacting C2F5CF2CH2CHICF(CF3)2 with a mixture of one of a 35wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CF2CH2CHICF(CF3)2.

[0267] Process of reacting CF3CH2CHI(CF2)5CF3 with a mixture of one of a 35 wt.% to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3CH2CHI(CF2)5CF3.

[0268] Process of reacting CF3CH2CHICF(CF3)(CF2)2C2F5 with a mixture of one ofa 35 wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol,polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3 CH2CHICF(CF3)(CF2)2C2F5.

[0269] Process of reacting CF3CH2CHIC(CF3)2CF2C2F5 with a mixture of one of a35 wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3 CH2CHIC(CF3)2CF2C2F5.

[0270] Process of reacting C2F5CH2CHI(CF2)4CF3 with a mixture of one of a 35 wt.% to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CH2CHI(CF2)4CF3.

[0271] Process of reacting C2F5CH2CHICF2CF2CF(CF3)2with a mixture of one of a35 wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CH2CHICF2CF2CF(CF3)2.

[0272] Process of reacting C2F5CH2CHI-C(CF3)2C2F5 with a mixture of one of a 35wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CH2CHIC(CF3)2C2F5.

[0273] Process of reacting C2F5CF2CH2CHI(CF2)3CF3 with a mixture of one of a 35wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CF2CH2CHI(CF2)3CF3.

[0274] Process of reacting C2F5CF2CH2CHICF2CF(CF3)2 with a mixture of one of a35 wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solutionand one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CF2CH2CHICF2CF(CF3)2.

[0275] Process of reacting C2F5CF2CH2CHICF(CF3)C2F5 with a mixture of one of a35 wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CF2CH2CHICF(CF3)C2F5.

[0276] Process of reacting C2F5CF2CH2CHIC(CF3)3 with a mixture of one of a 35wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CF2CH2CHIC(CF3)3.

[0277] Process of reacting (CF3)2CFCH2CHI(CF2)3CF3 with a mixture of one of a35 wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the (CF3)2CFCH2CHI(CF2)3CF3.

[0278] Process of reacting (CF3)2CFCH2CHICF2CF(CF3)2 with a mixture of one ofa 35 wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the (CF3)2CFCH2CHICF2CF(CF3)2.

[0279] Process of reacting (CF3)2CFCH2CHIC(CF3)3 with a mixture of one of a 35wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the (CF3)2CFCH2CHIC(CF3)3.

[0280] Process of reacting C2F5CH2CHI(CF2)5CF3 with a mixture of one of a 35 wt.% to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CH2CHI(CF2)5CF3.

[0281] Process of reacting C2F5CH2CHICF(CF3)(CF2)2C2F5 with a mixture of oneof a 35 wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CH2CHICF(CF3)(CF2)2C2F5.

[0282] Process of reacting C2F5CH2CHIC(CF3)2CF2C2F5 with a mixture of one of a35 wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CH2CHIC(CF3)2CF2C2F5.

[0283] Process of reacting C2F5CF2CH2CHI(CF2)4CF3 with a mixture of one of a 35wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CF2CH2CHI(CF2)4CF3.

[0284] Process of reacting C2F5CF2CH2CHICF2CF2CF(CF3)2 with a mixture of oneof a 35 wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CF2CH2CHICF2CF2CF(CF3)2.

[0285] Process of reacting C2F5CF2CH2CHIC(CF3)2C2F5 with a mixture of one of a35 wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethyleneglycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CF2CH2CHIC(CF3)2C2F5.

[0286] Process of reacting (CF3)2CFCH2CHI(CF2)4CF3 with a mixture of one of a35 wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the (CF3)2CFCH2CHI(CF2)4CF3.

[0287] Process of reacting (CF3)2CFCH2CHICF2CF2CF(CF3)2 with a mixture of oneof a 35 wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the (CF3)2CFCH2CHICF2CF2CF(CF3)2.

[0288] Process of reacting (CF3)2CFCH2CHIC(CF3)2C2F5 with a mixture of one of a35 wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3)2CFCH2CHIC(CF3)2C2F5.

[0289] Process of reacting * CF3(CF2)3CH2CHI-(CF2)3CF3 with a mixture of one ofa 35 wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3(CF2)3CH2CHI(CF2)3CF3.

[0290] Process of reacting CF3(CF2)3CH2CHICF2CF(CF3)2 with a mixture of one ofa 35 wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3(CF2)3CH2CHICF2CF(CF3)2.

[0291] Process of reacting CF3(CF2)3CH2CHICF(CF3)C2F5 with a mixture of one ofa 35 wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3(CF2)3CH2CHICF(CF3)C2F5.

[0292] Process of reacting CF3(CF2)3CH2CHIC(CF3)3 with a mixture of one of a 35wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the CF3(CF2)3CH2CHIC(CF3)3.

[0293] Process of reacting(CF3)2CFCF2CH2CHICF2CF(CF3)2with a mixture of oneof a 35 wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the (CF3)2CFCF2CH2CHI CF2CF(CF3)2.

[0294] Process of reacting (CF3)2CFCF2CH2CHICF(CF3)C2F5 with a mixture of oneof a 35 wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the (CF3)2CFCF2CH2CHICF(CF3)C2F5.

[0295] Process of reacting (CF3)2CFCF2CH2CHIC(CF3)3 with a mixture of one of a35 wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the (CF3)2CFCF2CH2CHIC(CF3)3.

[0296] Process of reacting C2F5CF(CF3) CH2CHICF(CF3)C2F5 with a mixture ofone of a 35 wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol,polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CF(CF3)CH2CHI- CF(CF3)C2F5.

[0297] Process of reacting C2F5CF(CF3) CH2CHI-C(CF3)3 with a mixture of one ofa 35 wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the C2F5CF(CF3) CH2CHIC(CF3)3.

[0298] Process of reacting (CF3)3CCH2CHIC(CF3)3 with a mixture of one of a 35wt. % to 50 wt.%, preferably 35 wt.% to 45 wt.% KOH or NaOH aqueous solution and one of diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol and mono ether of polyethylene glycol and mono ether of propylene glycol to dehydroiodinate the (CF3)3CCH2CHIC(CF3)3.

[0299] Any of the processes described herein wherein the reaction is conducted ata temperature of between 20°C and 90°C.

[0300] Any of the processes of described herein wherein either the startinghydrofluoroiodoalkane is purified prior to the reaction or the resulting hydrofluoroolefin product mixture is purified to remove impurities comprising perfluoroethyliodide.

[0301] A process disclosed herein where one of F22E and F13iE is produced andpurified.

Claims

CLAIMS What is claimed is:

1. A process comprising contacting a saturated hydrofluoro(ether)carbon halide compound with a mixture of a MOH aqueous solution where M is potassium, sodium or lithium, and an oxygen-containing catalyst to produce a product mixture comprising a hydroperfluoro(ether)olefin compound: a. defined by the formula E- or Z-R3CH=CHR4 (Formula II), wherein R2 is a C1 to C8 perfluoroalkyl group optionally containing in-chain oxygen atom, R4 is a hydrogen or a C1 to C6 perfluoroalkyl group, or b. defined by the formula R6O(CH2)y-1CH=CH2 (lV) and R6 is a C1 to C8 perfluoroalkyl group and y=1-5. wherein the oxygen-containing is chosen from a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol and a crown ether.

2. The process of claim 1 wherein saturated perfluoro(ether)hydrocarbon halide comprising one of a. a compound defined by the formula R1CH2CHXR2(Formula I), wherein R1is a C1 to C8 perfluoroalkyl group, optionally containing in-chain oxygen(s); R2is a hydrogen or a C1 to C6 perfluoroalkyl group, R1= R3, R2= R4and X = Cl, Br or I, b. compounds defined by the formula R5O(CH2)yCH2X (Formula III) wherein R5is C1 to C8 perfluoroalkyl group, X= I, Br, or Cl and y = 1-5.

3. The process of claim 1 wherein contacting occurs at a temperature between 20°C and 100°C.

4. The process of claim 3 wherein said contacting occurs at a temperature between 30°C and 90°C.

5. The process of claim 3 wherein said contacting occurs at a temperature between 30°C and 80°C.

6. The process of claim 1 wherein said contacting comprises mixing.

7. The process of claim 1 wherein said a MOH aqueous solution is comprises greater than 30 wt.% MOH.

8. The process of claim 7 wherein said MOH aqueous solution comprises greater than one of 35 wt.% KOH or 35 wt.% NaOH.

9. The process of claim 7 wherein said MOH aqueous solution comprises greater than one of 35 wt.% KOH or 35 wt.% NaOH 10. The process of claim 7 wherein said MOH aqueous solution comprises between 35 wt. % and 50wt.% wt. % MOH.

11. The process of claim 10 wherein said MOH aqueous solution comprises between 35 wt. % and 45 wt.% wt. % MOH.

12. The process of claim 11 wherein said MOH aqueous solution comprises one of KOH or NaOH 13. The process of claim 2 wherein R1and R2are independently one of methyl, ethyl or propyl.

14. The process of claim 2 wherein R1and R2are independently a straight chain or branched perfluoroalkylgroup.

15. The process of any of claims 1 or 2 wherein one of the perfluoro(ether)hydrocarbon halide or the perfluoro(ether)hydroolefin comprises perfluoroethyl iodide (PFEI) as an impurity.

16. The process of claim 15 wherein impurities are removed from the perfluoro(ether)hydrocarbon halide prior to contacting the MOH aqueous solution and ethylene glycol catalyst.

17. The process of claim 15 wherein impurities are removed from the impurities are removed after the contacting step.

18. A composition comprising a MOH aqueous solution where M is potassium, sodium or lithium, a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol, and a saturated hydrofluoro(ether) alkyl halide having at least 4 carbon atoms.

19. The composition of claim 18 wherein the aqueous solution contains greater than 30 wt. % KOH.

20. An integrated process comprising, a. one or more isomerization steps for producing a compound defined by the formula R1CH2CHXR2(Formula I) wherein R1is a C1 to C8 perfluoroalkyl group, R2is a hydrogen or a C1 to C6 perfluoroalkyl group, and X=I or Br, and b. contacting said compound with a reaction mixture of an aqueous MOH solution and a glycol catalyst and dehydrohalogenating said compound to a fluoroolefin defined by the formula Z-R3CH=CHR4, wherein R2= R1or a C1 to C8 perfluoro or fluoroalkyl group optionally containing in-chain oxygen, R4is a hydrogen or a C1 to C6 C8 perfluoro or fluoroalkyl group optionally containing in-chain oxygen.

21. The process of claim 20 wherein X = I.

22. The process of claim 21 wherein one of said compound or fluoroolefin is purified.

23. The process of claim 21 wherein said compound is purified prior to contacting said reaction mixture.

24. The process of claim 21 wherein said contacting occurs at a temperature between 20°C and 100°C.

25. The process of claim 21 wherein said a MOH aqueous solution is comprises greater than 30 wt.% MOH, preferably greater than one of 35 wt.% KOH or 35 wt.% NaOH, more preferably between 35 wt. % and 50wt.% wt. % MOH, most preferably between 35 wt. % and 45 wt.% wt. % MOH.

26. The process of claim 25 wherein said MOH aqueous solution comprises one of KOH or NaOH 27. The process of claim 21 wherein R1and R2are independently one of methyl, ethyl or propyl.

28. The process of any of claims 1-27, wherein the oxygenated catalyst is a glycol catalyst.

29. The process of claim 28, the glycol catalyst is a glycol having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, or a mono ether of polyethylene glycol or a mono ether of propylene glycol.

30. The process of any of claims 1-27, wherein the oxygenated catalyst comprises HOCH2CH2OH (ethylene glycol, EG).

31. The process of any of claims 1-27, wherein the oxygenated catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG).

32. The process of any of claims 1-27, wherein the oxygenated catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG).

33. The process of any of claims 1-27, wherein the oxygenated catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG).

34. The process of any of claims 1-27, wherein the oxygenated catalyst comprises polyethylene glycol, having the formula H(OCH2CH2)nOH [H(OCH2CH2)nOH [PEG], wherein n ≥ 5.

35. The process of claim 34, wherein the value of n provides a PEG having molecular weight of about 100 to about 10000.

36. The process of any of claims 1-27, wherein the oxygenated catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000.

37. The process of any of claims 1-27, wherein the oxygenated catalyst comprises a crown ether.

38. A process comprising reacting C2F5CH2CHIC2F5 with a mixture of a MOH aqueous solution where M is potassium, sodium or lithium and an oxygen- containing catalyst to dehydroiodinate the C2F5CH2CHIC2F5, wherein the oxygen-containing is chosen from a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol and a crown ether to produce a composition comprising.

39. The process of claim of claim 38 wherein the oxygen-containing catalyst a crown ether.

40. The process of claim of claim 38 wherein the oxygen-containing catalyst is a glycol catalyst having the formula, H(OCH2CH2)nOH where n is ≥ 1, e.g., 2, 3, 4 or greater; propylene glycol, a mono ether of polyethylene glycol or a mono ether of propylene glycol.

41. The process of claim 40 wherein n = 1, and the glycol catalyst comprises HOCH2CH2OH (ethylene glycol, EG).

42. The process of claim 40 wherein n = 2, and the glycol catalyst comprises (HOCH2CH2)2O (diethylene glycol, DEG).

43. The process of claim 40 wherein n = 3, and the glycol catalyst comprises H(OCH2CH2)3OH (triethylene glycol, TrEG).

44. The process of claim 40 wherein n = 4, and the glycol catalyst comprises H(OCH2CH2)4OH (tetraethylene glycol, TeEG).

45. The process of claim 40 wherein n ≥ 5, and the glycol catalyst comprises polyethylene glycol (PEG) having the formula HO(CH2CH2O)nCH2CH2OH and wherein the value of n provides a PEG having molecular weight of about 100 to about 10000.

46. The process of claim 40 wherein the glycol catalyst comprises polypropylene glycol having the formula HO(C3H6O)nC3H6OH where the value of n provides a molecular weight in the range of about 100 to about 10000.

47. The process of claim 40 wherein the glycol catalyst comprises a mono ether of polyethylene glycol having the formula R(OCH2CH2)nCH2CH2OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000.

48. The process of claim 40 wherein the glycol catalyst comprises a mono ether of polypropylene glycol having the formula R(OC3H6)nC3H6OH, wherein R is a C1 to C5 group and the value of n provides a molecular weight up to about 10000.

49. A composition comprising E-C2F5CH=CHC2F5 having a ratio of E-C2F5CH=CHC2F5 / Z- C2F5CH=CHC2F5 of at least 80% and at least one compound chosen from C2F5CH2CH(C2F5)CH2CHIC2F5 (isomeric di-adducts),C2F5[CH2 CH(C2F5)]2CH2CHIC2F5 (isomeric tri-adducts) and perfluorobutane (C4F10).

50. The composition of claim 49, wherein the composition comprises C2F5CH2CH(C2F5)CH2CHIC2F5.

51. The composition of claim 49, wherein the composition comprises C2F5CH2CH(C2F5)CH2CHIC2F5 and C2F5[CH2 CH(C2F5)]2CH2CHIC2F5.

52. The composition of claim 49, wherein the ratio of E- C2F5CH=CHC2F5 / Z-C2F5CH=CHC2F5 is at least 85% and wherein the composition comprises C2F5CH2CH(C2F5)CH2CHIC2F5.

53. The composition of claim 49, wherein the ratio of E- C2F5CH=CHC2F5 / Z-C2F5CH=CHC2F5 is at least 90% and wherein the composition comprises C2F5CH2CH(C2F5)CH2CHIC2F5.

54. The composition of claim 49, wherein the ratio of E- C2F5CH=CHC2F5 / Z-C2F5CH=CHC2F5 is at least 95% and wherein the composition comprises C2F5CH2CH(C2F5)CH2CHIC2F5.

55. The composition of claim 49, wherein the ratio of E- C2F5CH=CHC2F5 / Z-C2F5CH=CHC2F5 is at least 90% and wherein the composition comprises C2F5CH2CH(C2F5)CH2CHIC2F5 and C2F5[CH2 CH(C2F5)]2CH2CHIC2F5.

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