Azeotrope or azeotrope-like compositions of trifluoroiodomethane (CF3I) and 1,1,3,3,3-pentafluoropropene (HFO-1225zc)

Abstract

To provide azeotrope compositions of iodide-containing compounds which have low ozone depletion potentials and low global warming potentials, and a method of forming the compositions.SOLUTION: The present disclosure provides azeotrope or azeotrope-like compositions including trifluoroiodomethane (CF3I) and 1,1,3,3,3-pentafluoropropene (HFO-1225zc), and a method of forming the azeotrope or azeotrope-like compositions comprising the step of combining 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I) to form an azeotrope or azeotrope-like comprising 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I) having a boiling point of about -25.63°C±0.30°C at a pressure of about 14.44 psia±0.30 psia.SELECTED DRAWING: Figure 1

Description

[Technical Field]

[0001] The present disclosure relates to azeotropic or azeotrope-like compositions, particularly azeotropic or azeotrope-like compositions comprising trifluoroiodomethane (CF3I) and 1,1,3,3,3-pentafluoropropene (HFO-1225zc). [Background technology]

[0002] Fluorocarbon-based fluids find widespread use in industry in several applications, including as refrigerants, aerosol propellants, foam blowing agents, heat transfer media, gas dielectrics, and fire protection.

[0003] However, certain compounds such as chlorofluorocarbons (CFCs) and hydrochlorofluorocarbons (HCFCs) These compounds are known to destroy atmospheric ozone and are therefore harmful to the environment. Furthermore, some of these compounds are believed to contribute to global warming. Therefore, fluorocarbons with low or even zero ozone depletion potential, such as hydrofluorocarbons (HFCs), are being increasingly used. It is desirable to use fluorocarbon fluids, or those with photolytic carbon-iodine bonds, that exhibit short atmospheric lifetimes when released on land. It is also desirable to use single component fluids or azeotropes that do not fractionate upon boiling and evaporation.

[0004] Unfortunately, the identification of new, environmentally safe, non-fractionating mixtures is complicated by the fact that azeotrope formation is not easily predictable.

[0005] The industry is constantly seeking new fluorocarbon-based mixtures that offer alternatives and are considered environmentally safer replacements for the CFCs, HCFCs, and HFCs used today. Of particular interest are iodide-containing compounds and other fluorinated compounds that have low ozone depletion potential and low global warming potential. Such mixtures are the subject of the present disclosure.

[0006] Although iodide-containing compounds are of great potential interest, the purification of iodide-containing compounds such as trifluoroiodomethane (CF3I) presents challenges, and techniques for removing impurities from trifluoroiodomethane (CF3I), such as trifluoromethane (HFC-23), are in constant demand. Therefore, separation techniques, such as azeotropic distillation, are highly desirable.

[0007] What is needed are compositions and techniques that can be used to prepare iodide-containing compounds, such as trifluoroiodomethane (CF3I), of high purity. Summary of the Invention

[0008] The present disclosure provides azeotrope or azeotrope-like compositions comprising trifluoroiodomethane (CF3I) and 1,1,3,3,3-pentafluoropropene (HFO-1225zc).

[0009] It is well known in the art that the formation of azeotropes is impossible to predict, and the present inventors have unexpectedly discovered that trifluoroiodomethane (CF3I) and 1,1,3,3,3-pentafluoropropene (HFO-1225zc) form azeotropes or azeotrope-like compositions.

[0010] The present disclosure provides compositions comprising an azeotrope or azeotrope-like composition comprising, consisting essentially of, or consisting of effective amounts of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I).

[0011] The azeotrope or azeotrope-like composition may be from about 24% to about 54% by weight 1,1,3,3,3-pentafluoropropene (HFO-1225zc), from about 30% to about 48% by weight 1,1,3,3,3-pentafluoropropene (HFO-1225zc), from about 38% to about 39% by weight 1,1,3,3,3-pentafluoropropene (HFO-1225zc), or from about 38.99% by weight 1,1,3,3,3 -comprising, consisting essentially of, or consisting of pentafluoropropene (HFO-1225zc) and about 46% to about 76% by weight trifluoroiodomethane (CF3I), about 52% to about 70% by weight trifluoroiodomethane (CF3I), about 61% to about 62% by weight trifluoroiodomethane (CF3I), or about 61.01% by weight trifluoroiodomethane (CF3I).

[0012] In other words, the azeotrope or azeotrope-like composition may be from about 24% to about 54% by weight of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and from about 46% to about 76% by weight of trifluoroiodomethane (CF3I), from about 30% to about 48% by weight of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and from about 52% to about 70% by weight of trifluoroiodomethane (CF3I). The azeotrope-like composition may comprise about 38% to about 39% by weight of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and about 61% to about 62% by weight of trifluoroiodomethane (CF3I), or about 38.99% by weight of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and about 61.01% by weight of trifluoroiodomethane (CF3I). The azeotrope-like composition may consist essentially of the above amounts of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I), or it may consist of the above amounts of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I).

[0013] Azeotropes or azeotrope-like compositions include It has a boiling point of about -25.63°C ± 0.30°C at a pressure of about 14.44 psia ± 0.30 psia.

[0014] In another form thereof, the present disclosure provides an azeotrope or azeotrope-like composition consisting essentially of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I), having a boiling point of about −25.63° C.±0.30° C. at a pressure of about 14.44 psia±0.30 psia.

[0015] In a further aspect thereof, the present disclosure provides a method for forming an azeotrope or azeotrope-like composition, comprising combining 1,1,3,3,3-pentafluoropropene (HFO-1225zc) with trifluoroiodomethane (CF3I) to form an azeotrope or azeotrope-like composition comprising, consisting essentially of, or consisting of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I). It may have a boiling point of about -25.63°C ± 0.30°C at a pressure of about 14.44 psia ± 0.30 psia.

[0016] In yet a further aspect thereof, the present disclosure provides a method for producing a fluoropolymer of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I), comprising the steps of: and at least one impurity, the method comprising: forming within the primary composition a secondary composition that is an azeotrope or azeotrope-like composition comprising, consisting essentially of, or consisting of effective amounts of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I), wherein the azeotrope or azeotrope-like composition can have a boiling point of about −25.63° C.±0.30° C. at a pressure of about 14.44 psia±0.30 psia; and separating the secondary composition from the primary composition and the at least one impurity.

[0017] In the aforementioned method, the forming step can include forming a secondary composition within the primary composition that is an azeotrope or azeotrope-like composition comprising, consisting essentially of, or consisting of about 24% to about 54% by weight 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and about 46% to about 76% by weight trifluoroiodomethane (CF3I), and having a boiling point of −25.63° C.±0.30° C. at a pressure of about 14.44 psia±0.30 psia. [Brief explanation of the drawings]

[0018] [Figure 1] 1 is a plot of temperature versus 1,1,3,3,3-pentafluoropropene (HFO-1225zc) weight percent measured according to Example 1. DETAILED DESCRIPTION OF THE INVENTION

[0019] 1,1,3,3,3-Pentafluoropropene (HFO-1225zc) has been found to form homogeneous minimum-boiling azeotropes and azeotrope-like compositions, or mixtures with trifluoroiodomethane (CF3I), and the present disclosure provides homogeneous azeotropes or azeotrope-like compositions comprising 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I). The azeotrope or azeotrope-like composition can consist essentially of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I), or the azeotrope or azeotrope-like composition can consist of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I).

[0020] The present inventors have experimentally found that 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I) form azeotropes or azeotrope-like compositions.

[0021] An "azeotrope" composition is a unique combination of two or more components. Azeotrope compositions can be characterized in various ways. For example, at a given pressure, an azeotrope composition boils at a characteristic temperature that is either higher than the high-boiling component (maximum-boiling azeotrope) or lower than the low-boiling component (minimum-boiling azeotrope). At this characteristic temperature, the same composition exists in both the vapor and liquid phases. Azeotrope compositions do not fractionate upon boiling or evaporation. Therefore, the components of an azeotrope composition cannot separate during a phase change.

[0022] Azeotropic compositions are also characterized in that at the characteristic azeotrope temperature, the bubble point pressure of the liquid phase is the same as the dew point pressure of the vapor phase.

[0023] The compositional behavior of azeotropes is in contrast to that of non-azeotropes, in which the liquid composition changes to a substantial degree during boiling or evaporation.

[0024] For purposes of this disclosure, an azeotropic composition is one that boils at a certain characteristic temperature. A mixture is characterized as a mixture whose temperature is below the boiling point of two or more components (minimum boiling azeotrope), thereby having the same composition in both the vapor and liquid phases.

[0025] However, those skilled in the art will understand that at different pressures, both the composition and boiling point of an azeotrope composition will vary to some extent. Thus, depending on temperature and / or pressure, an azeotrope composition may have a variable composition. Thus, those skilled in the art will understand that an azeotrope composition can be defined using a composition range rather than a constant composition. Additionally, an azeotrope can be defined in terms of the exact weight percentage of each component of the composition, characterized by a fixed boiling point at a particular pressure.

[0026] An "azeotrope-like" composition is a composition of two or more components that behaves substantially as an azeotrope composition. Thus, for purposes of this disclosure, an azeotrope-like composition is a combination of two or more distinct components that, when in liquid form at a given pressure, boils at a substantially constant temperature and provides a vapor composition substantially identical to the boiling liquid composition.

[0027] For purposes of this disclosure, an azeotrope-like composition is a composition or range of compositions that boils in the temperature range of about -25.63°C ± 0.30°C at a pressure of about 14.44 psia ± 0.30 psia.

[0028] Azeotropes or azeotrope-like compositions can be identified using several different methods.

[0029] For purposes of this disclosure, azeotropes or azeotrope-like compositions are experimentally determined using an ebullometer (Walas, Phase Equilibria in Chemical Engineering, Butterworth-Heinemann, 1985, 533-544). Ebullometers are designed to provide highly accurate measurements of the boiling point of a liquid by measuring the temperature of vapor-liquid equilibrium.

[0030] The boiling points of each of the components are measured at a constant pressure. As will be understood by those skilled in the art, for binary azeotropes or azeotrope-like compositions, the boiling point of one of the components of the composition is measured first. Then, the second component of the composition is added in various amounts, and the boiling points of each of the resulting compositions are measured at the constant pressure using an ebullometer.

[0031] The measured boiling points are plotted against the composition of the tested composition, e.g., for binary azeotropes, against the amount of the second component added to the composition (expressed as either weight % or mole %). The presence of an azeotropic composition can be identified by the observation of a maximum or minimum boiling temperature that is higher or lower than the boiling point of either of the components alone.

[0032] As will be appreciated by those skilled in the art, the identification of an azeotrope or azeotrope-like composition is made by comparing the change in boiling point of the composition upon addition of a second component to the boiling point of the first component, thus, the system does not need to be calibrated to the reported boiling point of a particular component to measure the change in boiling point.

[0033] As previously mentioned, at the maximum or minimum boiling point, the composition of the vapor phase is identical to the composition of the liquid phase. Thus, an azeotrope-like composition is that composition of components that provides a substantially constant minimum or maximum boiling point, which is a boiling point of about -25.63°C ± 0.30°C at a pressure of about 14.44 psia ± 0.30 psia, and at that substantially constant boiling point, the composition of the vapor phase is the same as the composition of the liquid phase. The composition is substantially the same as that of

[0034] The present disclosure provides azeotrope or azeotrope-like compositions comprising 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I) in effective amounts to form an azeotrope or azeotrope-like composition. As used herein, the term "effective amount" is the amount of each component that, when combined with the other component, results in the formation of an azeotrope or azeotrope-like mixture.

[0035] The azeotrope or azeotrope-like composition can consist essentially of, or can consist of, 1,1,3,3,3-pentafluoropropene (HFO-1225zc) in combination with trifluoroiodomethane (CF3I).

[0036] As used herein, with respect to components of an azeotrope or azeotrope-like composition or mixture, the term "consisting essentially of" means that the composition contains the components stated in the azeotrope or azeotrope-like ratio and may contain additional components, provided that the additional components do not form a new azeotrope or azeotrope-like system. For example, an azeotropic mixture consisting essentially of two compounds forms a binary azeotrope and may optionally include one or more additional components, provided that the additional components do not render the mixture non-azeotropic and do not form azeotropes with either or both of the compounds (e.g., do not form ternary or higher azeotropes).

[0037] The present disclosure also provides a method for forming an azeotrope or azeotrope-like composition by mixing, combining, or blending effective amounts of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I). Any of a wide variety of methods known in the art for combining two or more components to form a composition can be used in this method. For example, 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I) can be mixed, blended, or combined by hand and / or machine as part of a batch or continuous reaction and / or process, or via a combination of two or more such steps. Both 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I) are commercially available and can be obtained from several different suppliers. The components may be provided in the required amounts, for example, by weighing and then combining the amounts.

[0038] The azeotrope or azeotrope-like composition may be from about 24% to about 54% by weight 1,1,3,3,3-pentafluoropropene (HFO-1225zc), from about 30% to about 48% by weight 1,1,3,3,3-pentafluoropropene (HFO-1225zc), from about 38% to about 39% by weight 1,1,3,3,3-pentafluoropropene (HFO-1225zc), or from about 38.99% by weight 1,1,3,3,3 Azeotropic or azeotrope-like compositions comprising, consisting essentially of, or consisting of pentafluoropropene (HFO-1225zc) and about 46% to about 76% by weight trifluoroiodomethane (CF3I), about 52% to about 70% by weight trifluoroiodomethane (CF3I), about 61% to about 62% by weight trifluoroiodomethane (CF3I), or about 61.01% by weight trifluoroiodomethane (CF3I). The azeotropic or azeotrope-like compositions have a boiling point of about −25.63° C.±0.30° C. at a pressure of about 14.44 psia±0.30 psia.

[0039] In other words, the azeotrope or azeotrope-like composition comprises from about 24% to about 54% by weight of The composition may comprise 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and about 46% to about 76% by weight of trifluoroiodomethane (CF3I), about 30% to about 48% by weight of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and about 52% to about 70% by weight of trifluoroiodomethane (CF3I), or about 38% to about 39% by weight of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and about 61% to about 62% by weight of trifluoroiodomethane (CF3I), or about 38.99% by weight of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and about 61.01% by weight of trifluoroiodomethane (CF3I). The azeotrope or azeotrope-like composition can consist essentially of, or consist of, 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I) in the amounts described above.

[0040] The azeotrope or azeotrope-like compositions of the present disclosure have a boiling point of about −25.63° C.±0.30° C. at a pressure of about 14.44 psia±0.30 psia.

[0041] In other words, an azeotrope or azeotrope-like composition comprises, consists essentially of, or consists of at least about 24 wt.%, or about 30 wt.%, or about 38 wt.%, or about 39 wt.%, or about 48 wt.%, or about 54 wt.% or so 1,1,3,3,3-pentafluoropropene (HFO-1225zc), or within any range defined between any two of the foregoing values, and an azeotrope or azeotrope-like composition comprises, consists essentially of, or consists of at least about 46 wt.%, or about 52 wt.%, or about 61 wt.%, or about 62 wt.%, or about 70 wt.%, or about 76 wt.% or so trifluoroiodomethane (CF3I), or within any range defined between any two of the foregoing values. In one embodiment, the azeotrope or azeotrope-like composition comprises, consists essentially of, or consists of about 38.99 wt.% 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and about 61.01 wt.% trifluoroiodomethane (CF3I). The azeotrope or azeotrope-like composition of the present disclosure has a boiling point of about -25.63°C ± 0.30°C at a pressure of about 14.44 psia ± 0.30 psia.

[0042] The present disclosure also provides compositions comprising azeotropes or azeotrope-like compositions, such as compositions comprising at least about 5% by weight of an azeotrope or azeotrope-like composition, or at least about 15% by weight of an azeotrope or azeotrope-like composition, or at least about 50% by weight of an azeotrope or azeotrope-like composition, or at least about 70% by weight of an azeotrope or azeotrope-like composition, or at least about 90% by weight of an azeotrope or azeotrope-like composition.

[0043] The azeotrope or azeotrope-like compositions comprising, consisting essentially of, or consisting of effective amounts of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I) disclosed herein can be used to separate impurities from 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and / or trifluoroiodomethane (CF3I). One impurity that may be present in trifluoroiodomethane (CF3I) is trifluoromethane (HFC-23).

[0044] The preparation of azeotropic or azeotrope-like compositions comprising, consisting essentially of, or consisting of effective amounts of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I) can be achieved using separation techniques such as azeotropic distillation, for example, to remove impurities from trifluoroiodomethane (CF3I), to produce highly pure compositions. This allows for the provision of 100% trifluoroiodomethane (CF3I).

[0045] In one example, an azeotrope or azeotrope-like composition comprising, consisting essentially of, or consisting of effective amounts of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I) can be formed from a composition comprising one or both of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I) along with one or more other chemical compounds other than 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I), for example, impurities. After formation of the azeotrope or azeotrope-like composition, the azeotrope or azeotrope-like composition can be separated from the other chemical compounds by a suitable method, such as by distillation, phase separation, or fractionation.

[0046] Thus, the present disclosure provides a method for separating 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and / or trifluoroiodomethane (CF3I) from at least one impurity, comprising providing a primary composition comprising 1,1,3,3,3-pentafluoropropene (HFO-1225zc), trifluoroiodomethane (CF3I), and at least one impurity, and providing an effective amount of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and / or trifluoroiodomethane (CF3I) in the primary composition. forming a secondary composition, which may be an azeotrope or azeotrope-like composition comprising, consisting essentially of, or consisting of trifluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I), and which may have a boiling point of about -25.63°C ± 0.30°C at a pressure of about 14.44 psia ± 0.30 psia; and separating the secondary composition from the primary composition by a separation technique such as, for example, phase separation, distillation, or fractionation.

[0047]

[0010] Thus, the present disclosure provides a method for separating 1,1,3,3,3-pentafluoropropene (HFO-1225zc) as an impurity from a primary crude composition of trifluoroiodomethane (CF3I) containing 1,1,3,3,3-pentafluoropropene (HFO-1225zc) as an impurity, together with at least one additional impurity, comprising: The method includes providing a primary composition of at least one additional impurity, subjecting the primary composition to distillation under conditions effective to form a secondary composition, e.g., an azeotrope or azeotrope-like composition comprising, consisting essentially of, or consisting of effective amounts of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I), and separating the secondary composition from the primary composition by a separation technique, e.g., phase separation, distillation, or fractionation. The primary composition can then be subjected to further separation or purification steps to obtain purified trifluoroiodomethane (CF3I).

[0048] The following non-limiting examples serve to illustrate the present disclosure. [Example]

[0049] Example 1 - Ebuliometer Test An ebullometer was used to measure the azeotrope and azeotrope-like compositions of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I). The ebullometer included a vacuum-jacketed glass vessel sealed at the bottom and open to the atmosphere at the top. The top of the ebullometer, or condenser jacket, was filled with a mixture of dry ice and ethanol to achieve a temperature of approximately -72°C at a pressure of 14.44 psia, significantly lower than the normal boiling points of -22.12°C for 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and -22.15°C for trifluoroiodomethane (CF3I). In this way, the liquid and vapor phases were allowed to reach equilibrium. This ensured that all vapors in the system were condensed and returned to the ebullionmeter. A quartz platinum thermometer with an accuracy of ±0.002°C was inserted into the glass vessel and used to determine the temperature of the condensed vapors, which corresponded to the equilibrium boiling point of the mixture. Boiling stones were used to help maintain a smooth boil of the mixture in the ebullionmeter.

[0050] The following procedure was used:

[0051] 1. A quartz thermometer was immersed in a long dewar containing an ice / water slurry and the thermometer was confirmed to read 0°C. The dewar was deep enough so that at least 3 / 4 of the length of the thermometer shaft was immersed in the ice / water. The thermometer resistance was recorded in ohms.

[0052] 2. The condenser jacket was filled 1 / 4 full with ethanol. The condenser jacket was cooled by slowly introducing dry ice to avoid the ethanol boiling over and / or splashing.

[0053] 3. A known amount of trifluoroiodomethane (CF3I) or 1,1,3,3,3-pentafluoropropene (HFO-1225zc) was added to the ebullometer and brought to a vigorous reflux. The temperature and atmospheric pressure were recorded using a barometer with a temperature indicator.

[0054] The measurement was performed in two steps. In the first step, approximately 24.30 g of trifluoroiodomethane (CF3I) having a purity of 99.88 area percent as determined by gas chromatography (GC) was first introduced into the ebullometer by weighing the container before and after the addition using a balance with an accuracy of ±0.01 g. The liquid was brought to a boil, and the equilibrium temperature of the trifluoroiodomethane (CF3I) was recorded at the recorded atmospheric pressure. Next, 1,1,3,3,3-pentafluoropropene (HFO-1225zc) having a purity of 99.8 area percent as determined by gas chromatography (GC) was introduced into the ebullometer in small increments, and the equilibrium temperature of the condensed liquid mixture was recorded.

[0055] In the second step, approximately 14.04 g of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) having a purity of 99.99 area percent as determined by gas chromatography (GC) was introduced into the ebullometer by weighing the container before and after the addition using a balance with an accuracy of ±0.01 g. The liquid was brought to a boil, and the equilibrium temperature of the 1,1,3,3,3-pentafluoropropene (HFO-1225zc) was recorded at the recorded atmospheric pressure. Trifluoroiodomethane (CF3I) having a purity of 99.88 area percent as determined by gas chromatography (GC) was then introduced into the ebullometer in small increments, and the equilibrium temperature of the condensed liquid mixture was recorded.

[0056] Combining the data from the first and second steps above, we completed the composition range data for 0 to 100 weight percent for each of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I) shown in Table 1 below, which shows the minimum temperature indicating that an azeotrope was formed; this data is also presented graphically in Figure 1. The bubble point temperatures of the mixtures remained constant, indicating that the mixtures were azeotrope-like over a large composition range. [Table 1] Example 2: Separation of impurities

[0057] In this example, a crude composition of trifluoroiodomethane (CF3I) containing 1,1,3,3,3-pentafluoropropene (HFO-1225zc) as an impurity, along with other impurities such as trifluoromethane (HFC-23), is provided. This composition is then subjected to distillation under conditions effective to form an azeotropic or azeotrope-like composition of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I) and separate it from the remainder of the composition. The separated azeotropic or azeotrope-like composition of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I) is removed as a light component from the remaining crude composition of trifluoroiodomethane (CF3I). The remaining crude composition of trifluoroiodomethane (CF3I) can then be subjected to different temperature and pressure conditions to further separate other impurities such as trifluoromethane (HFC-23) by distillation to obtain purified trifluoroiodomethane (CF3I). Aspects

[0058] Embodiment 1 is an azeotrope or azeotrope-like composition comprising effective amounts of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I).

[0059] Example 2 is an azeotrope or azeotrope-like composition according to Example 1, comprising from about 24% to about 54% by weight 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and from about 46% to about 76% by weight trifluoroiodomethane (CF3I).

[0060] Example 3 is an azeotrope or azeotrope-like composition according to Example 2, comprising about 30% to about 48% by weight 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and about 52% to about 70% by weight trifluoroiodomethane (CF3I).

[0061] Example 4 is an azeotrope or azeotrope-like composition according to Example 3, comprising about 38% to about 39% by weight 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and about 61% to about 62% by weight trifluoroiodomethane (CF3I).

[0062] Example 5 is an azeotrope or azeotrope-like composition according to Example 4 comprising about 38.99 wt.% 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and about 61.01 wt.% trifluoroiodomethane (CF3I).

[0063] Example 6 is the azeotrope or azeotrope-like composition of any of Examples 1-5, wherein the composition has a boiling point of about −25.63° C.±0.30° C. at a pressure of about 14.44 psia±0.30 psia.

[0064] Example 7 is an azeotrope or azeotrope-like composition according to any one of Examples 1-6, consisting essentially of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I).

[0065] Example 8 is an azeotrope or azeotrope-like composition according to any one of Examples 1-7, consisting of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I).

[0066] A ninth embodiment is a composition comprising an azeotrope or azeotrope-like composition according to any one of the first through eighth embodiments.

[0067] Example 10 is the composition of example 9, comprising at least about 5% by weight of an azeotrope or azeotrope-like composition.

[0068] Example 11 is the composition of Example 10, comprising at least about 15% by weight of the azeotrope or azeotrope-like composition.

[0069] Example 12 is the composition of Example 11, comprising at least about 50% by weight of the azeotrope or azeotrope-like composition.

[0070] Example 13 is the composition of Example 12, comprising at least about 70% by weight of the azeotrope or azeotrope-like composition.

[0071] Example 14 is the composition of Example 13, comprising at least about 90% by weight of the azeotrope or azeotrope-like composition.

[0072] Embodiment 15 is directed to an azeotropic or azeotrope-like composition comprising combining 1,1,3,3,3-pentafluoropropene (HFO-1225zc) with trifluoroiodomethane (CF3I) to form an azeotrope or azeotrope-like composition comprising effective amounts of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I). This is a method for forming an azeotrope-like composition.

[0073] Example 16 is the method of example 15, comprising combining 1,1,3,3,3-pentafluoropropene (HFO-1225zc) with trifluoroiodomethane (CF3I) to form the azeotrope or azeotrope-like composition of any of examples 1-7.

[0074] Embodiment 17 is a method for separating 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I) from a primary composition comprising 1,1,3,3,3-pentafluoropropene (HFO-1225zc), trifluoroiodomethane (CF3I), and at least one impurity, comprising: forming a secondary composition within the primary composition, the secondary composition being an azeotrope or azeotrope-like composition comprising effective amounts of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I); and separating the secondary composition from the primary composition and the at least one impurity.

[0075] Example 18 is the method of example 17, wherein the azeotrope or azeotrope-like composition is as defined in any one of examples 1-8.

[0076] Example 19 is the method of example 17 or example 18, wherein the separating is performed by at least one of phase separation, distillation, and fractionation.

[0077] As used herein, the phrase "within any range defined between any two of the foregoing values" means that any range may be selected from any two of the values listed before such phrase, regardless of whether those values are in the lower portion of the list or the upper portion of the list. For example, a pair of values may be selected from two lower values, two higher values, or a lower value and an upper value.

[0078] As used herein, the singular forms "a," "an," and "the" include the plural unless the context clearly dictates otherwise. Furthermore, when an amount, concentration, or other value or parameter is given as either a range, a preferred range, or a list of upper and lower preferred values, this should be understood as specifically disclosing all ranges formed from any pairing of any upper range or upper preferred value with any lower range or lower preferred value, regardless of whether the ranges are separately disclosed. When a range of numerical values is recited herein, unless otherwise specified, the range is intended to include its endpoints, and all integers and fractions within the range. The scope of the present disclosure is not intended to be limited to the specific values recited when defining a range.

[0079] It should be understood that the foregoing description is merely illustrative of the present disclosure. Various alternatives and modifications may be devised by those skilled in the art without departing from the present disclosure. Accordingly, the present disclosure is intended to embrace all such alternatives, modifications, and variations that fall within the scope of the appended claims. The present invention includes the following aspects. [1] Effective amounts of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF 3 A composition comprising an azeotrope or azeotrope-like composition consisting essentially of: I). [2] 10. The composition of claim 1, wherein the azeotrope or azeotrope-like composition has a boiling point of about −25.63° C.±0.30° C. at a pressure of about 14.44 psia±0.30 psia. [3] The azeotrope or azeotrope-like composition is from about 24% to about 54% by weight of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and from about 46% to about 76% by weight of trifluoroiodomethane (CF 3 The composition according to [1], consisting essentially of: I). [4] The azeotrope or azeotrope-like composition is from about 30% to about 48% by weight of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and from about 52% to about 70% by weight of trifluoroiodomethane (CF 3 The composition according to [1], consisting essentially of: I). [5] The azeotrope or azeotrope-like composition is about 38% to about 39% by weight of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and about 61% to about 62% by weight of trifluoroiodomethane (CF 3 The composition according to [1], comprising: [6] The azeotrope or azeotrope-like composition is about 38.99 wt. % 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and about 60.01 wt. % trifluoroiodomethane (CF 3 The composition according to [1], comprising: [7] 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF 3 A composition comprising an azeotrope or azeotrope-like composition consisting essentially of: I). [8] The azeotrope or azeotrope-like composition is from about 24% to about 54% by weight of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and from about 46% to about 76% by weight of trifluoroiodomethane (CF 3 The composition according to [7], consisting essentially of I). [9] The azeotrope or azeotrope-like composition is from about 30% to about 48% by weight of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and from about 52% to about 70% by weight of trifluoroiodomethane (CF 3 The composition according to [7], consisting essentially of I).

[10] The azeotrope or azeotrope-like composition is about 38% to about 39% by weight of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and about 61% to about 62% by weight of trifluoroiodomethane (CF 3 The composition according to [7], consisting essentially of I).

[11] The azeotrope or azeotrope-like composition is about 38.99 wt. % 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and about 60.01 wt. % trifluoroiodomethane (CF 3 The composition according to [7], consisting essentially of I).

[12] The azeotrope or azeotrope-like composition is from about 24% to about 54% by weight of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and from about 46% to about 76% by weight of trifluoroiodomethane (CF 3 The composition according to [7], comprising: I).

[13] The azeotrope or azeotrope-like composition is from about 30% to about 48% by weight of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and from about 52% to about 70% by weight of trifluoroiodomethane (CF 3 The composition according to [7], comprising: I).

[14] The azeotrope or azeotrope-like composition is about 38.99 wt. % 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and about 60.01 wt. % trifluoroiodomethane (CF 3 The composition according to [7], comprising: I).

[15] A method for forming an azeotrope or azeotrope-like composition comprising the steps of: mixing 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF 3 I) to produce 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF ), which have a boiling point of about −25.63° C.±0.30° C. at a pressure of about 14.44 psia±0.30 psia. 3 forming an azeotrope or azeotrope-like composition consisting essentially of I).

[16] The combining step may comprise about 24% by weight to about 54% by weight of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and about 46% by weight to about 76% by weight of trifluoroiodomethane (CF 3 The method according to

[15] , comprising combining with

[17] The combining step may comprise about 38% by weight to about 39% by weight of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and about 61% by weight to about 62% by weight of trifluoroiodomethane (CF 3 The method according to

[15] , comprising combining with

[18] The combining step comprises about 38.99 wt. % 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and about 60.01 wt. % trifluoroiodomethane (CF 3 The method according to

[15] , comprising combining with

[19] 1. A process for separating 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I) from a primary composition comprising 1,1,3,3,3-pentafluoropropene (HFO-1225zc), trifluoroiodomethane (CF3I), and at least one impurity, comprising: forming within said primary composition a secondary composition that is an azeotrope or azeotrope-like composition consisting essentially of effective amounts of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I) having a boiling point of -25.63°C ± 0.30°C at a pressure of about 14.44 psia ± 0.30 psia; and separating the secondary composition from at least one impurity of the primary composition.

[20] 19. The method of claim 19, wherein the forming step comprises forming within the primary composition a secondary composition that is an azeotrope or azeotrope-like composition consisting essentially of about 24% to about 54% by weight 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and about 46% to about 76% by weight trifluoroiodomethane (CF3I), the secondary composition having a boiling point of −25.63° C.±0.30° C. at a pressure of about 14.44 psia±0.30 psia.

Claims

1. 1,1,3,3,3-pentafluoropropene (HFO-1225zc), trifluoroiodomethane (CF ３ providing a primary composition comprising I) and at least one impurity; forming a secondary composition in the primary composition, the secondary composition consisting essentially of 24.27 wt % to 54.17 wt % 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and 45.83 wt % to 75.73 wt % trifluoroiodomethane (CF 3 I), the secondary composition being an azeotrope or azeotrope-like composition having a boiling point of −25.63° C. to −25.40° C. at a pressure of 14.44 psia; Separating the secondary composition from the primary composition; From the primary composition, purified trifluoroiodomethane (CF ３ Isolating I); trifluoroiodomethane (CF ３ I).

2. The azeotrope or azeotrope-like composition is 30% to 48% by weight of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and 52% to 70% by weight of trifluoroiodomethane (CF ３ 10. The method of claim 1, consisting essentially of I).

3. The azeotrope or azeotrope-like composition is 38% to 39% by weight of 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and 61% to 62% by weight of trifluoroiodomethane (CF ３ 10. The method of claim 1, consisting essentially of I).

4. The azeotrope or azeotrope-like composition is 38.99 wt. % 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and 61.01 wt. % trifluoroiodomethane (CF ３ 10. The method of claim 1, consisting essentially of I).

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