AZEOTROPE OR AZEOTROPE-LIKE COMPOSITIONS OF TRIFLUOROIODOMETHANE (CF3I) AND TRIFLUOROACETYL CHLORIDE (CF3COCl)

Abstract

To provide compositions and methods that may be used to prepare iodide-containing compounds, such as trifluoroiodomethane, of high purity.SOLUTION: Provided is a composition comprising an azeotropic or azeotrope-like composition, comprising 0.5 wt.% to 35.5 wt.% of trifluoroacetyl chloride (CF3COCl) and 64.5 wt.% to 99.5 wt.% of trifluoroiodomethane (CF3I).SELECTED DRAWING: Figure 1

Description

[Technical field]

[0001] The present disclosure relates to azeotropic or azeotrope-like compositions, particularly trifluoroiodomethane (CF3I). and trifluoroacetyl chloride (CF3COCl) in azeotropic or azeotrope-like compositions. Regarding. [Background technology]

[0002] Fluorocarbon fluids are used as refrigerants, aerosol propellants, foaming agents, heat transfer media, gaseous induced It finds widespread use in industry in many applications, including electrical and fire suppression. is.

[0003] However, chlorofluorocarbons (CFCs) and hydorocarbons Certain compounds such as hydrochlorofluorocarbons (HCFCs) is believed to deplete atmospheric ozone and is therefore harmful to the environment. Some of these compounds are believed to contribute to global warming. Hydrofluorocarbons (HFCs) and other substances with low ozone depletion potential Fluorocarbon fluids that have low or even zero atmospheric It is preferable to use a photodecomposable carbon-iodine bond that exhibits a long life. And the use of single component fluids or azeotropes that do not fractionate upon evaporation is also desirable. Summary of the Invention [Problem to be solved by the invention]

[0004] Unfortunately, the fact that azeotrope formation is unpredictable has led to the development of new environmentally safe non- Identification of fractional mixtures is complex.

[0005] The industry provides alternatives to CFCs, HCFCs, and HF There is a lack of new fluorocarbon mixtures that are considered environmentally safer alternatives to C. The iodide-containing ... Compounds and other fluorinated compounds are of particular interest. Such mixtures are the subject of the present disclosure. do.

[0006] Although iodide-containing compounds have great potential benefits, Purification of iodide-containing compounds such as trifluoromethyl fluoride (CF3I) is difficult. Removal of impurities from trifluoroiodomethane (CF3I) such as trifluoromethane (HFC-23) There is a certain demand for separation techniques. Therefore, for example, separation techniques such as azeotropic distillation are highly desirable. It is considered to be necessary.

[0007] To prepare iodide-containing compounds such as trifluoroiodomethane (CF3I) with high purity What is needed are compositions and techniques that can be used to achieve this.

[0008] The present disclosure relates to trifluoroiodomethane (CF3I) and trifluoroacetyl chloride. The present invention provides an azeotropic or azeotrope-like composition of tetrahydrofuran (CF3COCl).

[0009] It is well recognized in the art that the formation of azeotropes is impossible to predict. Furthermore, the present inventors have reported that trifluoroiodomethane (CF3I) and trifluoro It was predicted that triacetyl chloride (CF3COCl) would form an azeotropic or azeotrope-like composition. I discovered something unexpected.

[0010] The present disclosure provides a method for the preparation of a compound comprising administering to a patient a compound containing an effective amount of trifluoroacetyl chloride (CF3COCl) and trifluoroacetyl chloride (CF3COCl). Azeotropic or azeotrope-like compounds consisting essentially of or consisting of iodomethane (CF3I) The azeotropic or azeotrope-like compositions have a viscosity of about 4.9 psia to about 3. It has a boiling point of about -46.0°C to about 90.0°C at a pressure of 48 psia, and is present in an amount of about 0.5% by weight to about 99.0% by weight of trifluoroacetyl chloride (CF3COCl) and approximately 1.0% by weight Consists essentially of about 99.5% by weight of trifluoroiodomethane (CF3I), or It consists of these.

[0011] The azeotropic or azeotrope-like composition may comprise from about 0.5% to about 25% by weight of trifluoroacetyl. Chloride (CF3COCl), about 2% by weight to about 21% by weight of trifluoroacetyl chloride CF3COCl, about 14% by weight to about 18% by weight of trifluoroacetyl chloride ( CF3COCl), and in one azeotrope, about 14.87% by weight of trifluoroacetyl chloride. Fluoride (CF3COCl), and about 75% to about 99.5% by weight of trifluoroiodomethane Fluoroisotope (CF3I), about 79% by weight to about 98% by weight of trifluoroiodomethane (CF3I ), about 82% to about 86% by weight of trifluoroiodomethane (CF3I), one azeotrope The product essentially consists of about 85.13% by weight of trifluoroiodomethane (CF3I). The azeotropic or azeotrope-like composition may have a viscosity of about 14.41 ps It has a boiling point of approximately -22.50°C ± 0.30°C at a pressure of ia ± 0.30 psia.

[0012] In other words, the azeotropic or azeotrope-like composition is a mixture of about 0.5% to about 25% by weight of trifluoromethane. Trifluoroacetyl chloride (CF3COCl), about 75% to about 99.5% by weight Olodomethane (CF3I), or about 2% to about 21% by weight of trifluoroacetyl Chloride (CF3COCl), about 79% to about 98% by weight of trifluoroiodomethane (CF3I), or about 14% by weight to about 18% by weight of trifluoroacetyl chloride (CF 3COCl), and about 82% to about 86% by weight of trifluoroiodomethane (CF3I ), as well as about 14.87% by weight of trifluoroacetyl chloride (C F3COCl) and approximately 85.13% by weight of trifluoroiodomethane (CF3I). The azeotropic or azeotrope-like composition may be of about 14 It has a boiling point of approximately -22.50°C ±0.30°C at a pressure of .41 psia ±0.30 psia. do.

[0013] The present disclosure also provides a method for determining the relative humidity of a liquid crystal display (LCD) at a pressure of about 14.41 psia ± 0.30 psia. Trifluoroacetyl chloride (CF3COCl) with a boiling point of .50°C ± 0.30°C and trifluoroiodomethane (CF3I), to provide.

[0014] The present disclosure also provides a method of forming an azeotropic or azeotrope-like composition comprising the steps of: Trifluoromethane (CF3COCl) and trifluoroiodomethane (CF3I) were combined. At pressures of about 4.9 psia and 348 psia, the temperature ranges from about -46.0°C to about 90. Trifluoroacetyl chloride (CF3COCl) and trifluoroacetyl chloride (CF3COCl) have a boiling point of 0°C. Azeotropic or azeotrope-like mixture consisting essentially of, or consisting of, diiodomethane (CF3I). The step of combining comprises forming a composition comprising from about 0.5% to about 99.0% by weight of Trifluoroacetyl chloride (CF3COCl) and about 1.0% by weight to about 99.5% by weight % trifluoroiodomethane (CF3I).

[0015] The present disclosure also relates to trifluoroacetyl chloride (CF3COCl) and trifluoro Combine with iodomethane (CF3I) to obtain trifluoroacetyl chloride (CF3CO Cl) and trifluoroiodomethane (CF3I), or The method for forming an azeotropic or azeotrope-like composition includes forming an azeotropic or azeotrope-like composition comprising: The azeotropic or azeotrope-like composition is a mixture of about 14.41 psia ± 0.30 psia. It may have a boiling point of about -22.50°C ± 0.30°C at pressure.

[0016] The present disclosure also relates to trifluoroacetyl chloride (CF3COCl) and trifluoro Iodomethane (CF3I) is converted to trifluoroacetyl chloride (CF3COCl), trifluoroacetyl chloride (TFC). From a primary composition containing fluoroiodomethane (CF3I) and at least one impurity The present invention provides a method for isolating a compound comprising the steps of: Consists essentially of trifluoroiodomethane (CF3COCl) and trifluoroiodomethane (CF3I). forming a secondary composition, which is an azeotropic or azeotrope-like composition; and separating the at least one impurity from the primary composition. At pressures of about 4.9 psia to 348 psia, the boiling point is about -46.0°C to about 90.0°C. About 0.5% by weight to about 99.0% by weight of trifluoroacetyl chloride (CF3 COCl) and about 1.0% by weight to about 99.0% by weight of trifluoroiodomethane (CF3 forming a secondary composition which is an azeotropic or azeotrope-like composition consisting essentially of That's fine too.

[0017] The present disclosure also provides trifluoroacetyl chloride (CF3COCl) or trifluoroacetyl chloride (CF3COCl). The present invention provides a method for separating iodomethane (CF3I) from at least one impurity. This method uses trifluoroiodomethane (CF3I) and trifluoroacetyl chloride. The present invention provides a composition comprising one of the following compounds: and adding sufficient amounts of other trifluoroiodomethane (CF3I) and trifluoro adding trifluoroacetyl chloride (CF3COCl) to the composition; and from trifluoroacetyl chloride (CF3COCl) and trifluoroiodomethane (CF3I) To form a composition that is an azeotropic or azeotrope-like composition consisting essentially of, or consisting of and subjecting the azeotropic or azeotrope-like composition to effective conditions, e.g., phase separation, distillation, or fractionation. and separating the azeotropic or azeotrope-like composition from impurities by a separation technique such as. Conditions useful for formation are about -46.0 at pressures of about 4.9 psia to about 348 psia. 0.5% to about 99.0% by weight of trifluoroacetate having a boiling point of 0.5° C. to about 90.0° C. Cetyl chloride (CF3COCl) and about 1.0% to about 99.0% by weight of trifluoroacetate The method may include providing diiodomethane (CF3I).

[0018] The present disclosure also relates to trifluoroacetyl chloride (CF3COCl) and trifluoro Iodomethane (CF3I) was reacted with trifluoroacetyl chloride (CF3COCl) and trifluoroacetyl chloride (CF3COCl). This method includes a method for separating trifluoroiodomethane (CF3I) from a primary composition containing trifluoroiodomethane (CF3I), The method includes conveying a feed stream containing a primary composition to a low pressure column and extracting a first bottoms product (bo ttoms product) consists essentially of trifluoroacetyl chloride (CF3COCl) recovering a first bottoms product from the low pressure column; and Essentially composed of trifluoromethane (CF3COCl) and trifluoroiodomethane (CF3I) conveying a first distillate, comprising an azeotropic or azeotrope-like composition, from the lower pressure column to the higher pressure column; and a second bottom product consisting essentially of trifluoroiodomethane (CF3I). and recovering the product from the high pressure column. and further comprising the additional step of returning the second distillate from the column to the feed stream containing the primary composition. Good too.

[0019] The present disclosure also relates to trifluoroacetyl chloride (CF3COCl) and trifluoro Iodomethane (CF3I) was reacted with trifluoroacetyl chloride (CF3COCl) and trifluoroacetyl chloride (CF3COCl). This method includes a method for separating trifluoroiodomethane (CF3I) from a primary composition containing trifluoroiodomethane (CF3I), The method includes conveying a feed stream containing a primary composition to a high pressure column and recovering a first bottoms product from the higher pressure column, the first bottoms product consisting essentially of fluorine (CF3I). and an effective amount of trifluoroacetyl chloride (CF3COCl) and trifluoroiodine a first distillate comprising an azeotropic or azeotrope-like composition consisting essentially of methane (CF3I); conveying the second bottoms product from the higher pressure column to the lower pressure column; a second bottoms product from the low pressure column consisting essentially of tetrahydrofuran (CF3COCl) and recovering the second distillate from the low pressure column after the second recovery step. It may further include the additional step of returning the distillate to the feed stream containing the primary composition. [Brief description of the drawings]

[0020] [Figure 1] FIG. 1 is a plot of temperature versus weight percent of trifluoroiodomethane (CF3I), measured according to Example 1.

[0021] [Diagram 2] FIG. 2 corresponds to Example 3 and is a plot of temperature versus composition (mass fraction of trifluoroiodomethane (CF3I)) with two curves placed at arbitrary low and arbitrary high pressures, respectively.

[0022] [Diagram 3] FIG. 3 shows an exemplary pressure swing distillation configuration. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0023] Trifluoroacetyl chloride (CF3COCl) is a fluorine-containing compound that is synthesized by the reaction of trifluoroiodomethane ( Measure homogeneous, minimum boiling azeotropic and azeotrope-like compositions or form mixtures with CF3I. It has been found that trifluoroacetyl chloride (CF3COCl) and trifluoroacetyl chloride (CF3COCl) are effective in the synthesis of fluoroacetylacetonin. A homogeneous azeotropic or azeotrope-like composition containing trifluoroiodomethane (CF3I) is provided. Azeotropic or azeotrope-like compositions are trifluoroacetyl chloride (CF3COCl) and trifluoroacetyl chloride (CF4COCl). It may consist essentially of fluoroiodomethane (CF3I) or may be azeotropic or azeotrope-like. The composition comprises trifluoroacetyl chloride (CF3COCl) and trifluoroiodomethane. It may consist of titanium (CF3I).

[0024] The inventors have used trifluoroacetyl chloride (CF3COCl) and trifluoro It has been experimentally found that iodomethane (CF3I) forms azeotropic or azeotrope-like compositions. It was.

[0025] An "azeotropic" composition is a unique combination of two or more components. For example, at a given pressure, an azeotropic composition is one that is either boil at a certain characteristic temperature higher than the higher boiling point component (maximum boiling point azeotrope) or The two components boil at a constant characteristic temperature that is lower than the lower boiling point component (minimum boiling point azeotrope). At that temperature, the same composition will exist in both the vapor and liquid phases. The components of an azeotropic composition do not separate or fractionate upon evaporation. It is not possible.

[0026] Azeotropic compositions also have a liquid phase bubble point pressure at their characteristic azeotropic temperature. ) is the same as the dew point pressure of the gas phase.

[0027] The behavior of azeotropic compositions is similar to that of non-azeotropic compositions, in that the liquid composition changes to a significant extent during boiling or evaporation. This is in contrast to the behavior of effervescent compositions.

[0028] For purposes of this disclosure, an azeotropic composition is one that has certain properties that are lower than the boiling points of two or more components. boils at a temperature (minimum boiling point azeotrope), thereby having the same composition in both the gas and liquid phases The composition is characterized as having:

[0029] However, one skilled in the art will appreciate that at different pressures, both the composition and boiling point of the azeotropic composition may vary. It will be appreciated that the method of forming the solubility curve will vary to some extent. Thus, depending on temperature and / or pressure, Azeotropic compositions can have variable compositions. Thus, those skilled in the art will recognize that azeotropic compositions are not fixed. It will be appreciated that a compositional range rather than a composition can be used to define an azeotropic composition. Furthermore, an azeotrope is any mixture of compositions characterized by a fixed boiling point at a particular pressure. It may also be defined in terms of the exact weight percentages of the ingredients.

[0030] An "azeotrope-like" composition is a composition of two or more components that behaves substantially as an azeotrope. Thus, for purposes of this disclosure, an azeotrope-like composition is one that is in liquid form at a given pressure. A gas that boils at a substantially constant temperature when in the boiling state and is substantially identical to the liquid composition during boiling. It is a combination of two or more different ingredients that provides a composition.

[0031] For purposes of this disclosure, an azeotrope-like composition is, for example, an azeotrope-like composition having a viscosity of about 14.41 psia ± 0.3 Compositions that boil in the temperature range of about -22.50°C ± 0.30°C at a pressure of 0 psia or is about -46. at pressures of about 4.9 psia to about 348 psia, including a range of compositions. A composition or range of compositions that boils in the temperature range of 0°C to about 90.0°C.

[0032] Azeotropic or azeotrope-like compositions can be identified using a number of different methods.

[0033] For purposes of this disclosure, azeotropic or azeotrope-like compositions are defined as compositions that are experimentally determined using an ebullometer. (Walas, Phase Equilibria in Chemica l Engineering,Butterworth-Heinemann,1985 , 533-544). The ebullometer measures the boiling point of a liquid by measuring the vapor-liquid equilibrium temperature. It is designed to provide extremely accurate measurements of a point.

[0034] The boiling points of each of the components alone are measured at constant pressure. As such, for a two-component azeotropic or azeotrope-like composition, the boiling point of one of the components of the composition is The point is first measured. Then, the second component of the composition is added in various amounts, and the The boiling points of each of the resulting compositions are measured using an ebullometer at a pressure of 1000 psi.

[0035] The measured boiling point is based on the composition of the tested composition, e.g., in the case of a binary azeotrope, is plotted against the amount of the second component added to the composition (either weight % or mole %). The existence of an azeotropic composition is indicated by a boiling point higher or lower than that of either component alone. can be identified by observing a low local maximum or minimum boiling temperature.

[0036] As will be appreciated by those skilled in the art, the identification of an azeotropic or azeotrope-like composition requires the addition of a second component. By comparing the change in the boiling point of the composition when added to the first component with the boiling point of the first component, Therefore, to measure the change in boiling point, the reported boiling point of a particular component is used. There is no need to calibrate the system.

[0037] As mentioned above, at the maximum or minimum boiling point, the composition of the gas phase is the same as the composition of the liquid phase. Therefore, an azeotrope-like composition is one that has a viscosity of about -4 at a pressure of about 4.9 psia to about 348 psia. Boiling point of 6.0°C to about 90.0°C, for example, pressure of about 14.41 psia ± 0.30 psia A substantially constant minimum or maximum boiling point, such as a boiling point of about -22.50°C ± 0.30°C at At its substantially constant boiling point, the composition of the vapor phase is equal to that of the liquid phase. The composition is substantially the same.

[0038] The present disclosure provides a method for the preparation of a compound comprising administering to a patient a compound containing an effective amount of trifluoroacetyl chloride (CF3COCl) and trifluoroacetyl chloride (CF3COCl). Azeotropic or azeotrope-like compositions containing oroiodomethane (CF3I) As used herein, the term "effective amount" refers to any amount of any The amount of each component that, when combined with the components, results in the formation of an azeotropic or azeotrope-like mixture.

[0039] The azeotropic or azeotrope-like composition is composed of trifluoroacetyl chloride (CF3COCl) and and trifluoroiodomethane (CF3I), or Trifluoroacetyl chloride (CF3COCl) and trifluoroiodomethane (CF3 I) may be combined.

[0040] As used herein, with respect to components of an azeotropic or azeotrope-like composition or mixture, " The term "consisting essentially of" means that the composition contains the indicated components in an azeotropic or azeotrope-like ratio. and adding additional components, provided that the additional components do not form new azeotropic or azeotrope-like systems. For example, an azeotropic mixture consisting essentially of two compounds means that The components form an azeotrope, and the additional components do not render the mixture non-azeotropic, and the compounds Does not form an azeotrope with either or both of them (e.g., does not form an azeotrope with three or more components) ), optionally including one or more additional ingredients.

[0041] The present disclosure also provides an effective amount of trifluoroacetyl chloride (CF3COCl) and trifluoroacetyl chloride (CF3COCl). Fluoroiodomethane (CF3I) can be mixed, combined, or blended. The present invention provides a method for forming an azeotropic or azeotrope-like composition by combining two or more components. In addition, among the wide variety of methods known in the art for forming the composition, Any of the above may be used in the present method, for example as part of a batch reaction. or as part of a continuous reaction and / or process, or of two or more such steps. In combination, trifluoroacetyl chloride (CF3COCl) and trifluoroiodine Fluoro-methane (CF3I) is mixed, blended, or otherwise manually and / or It can be combined by machine or trifluoroacetyl chloride (CF3C Both trifluoroiodomethane (CF3I) and trifluoroiodomethane (CF3I) are commercially available and several These components can be purchased from several different suppliers in the required amounts, e.g. The composition may be provided by measuring the amount of each component and then combining these amounts.

[0042] Azeotropic or azeotrope-like compositions have a melting point of about -46°C at pressures of about 4.9 psia to about 348 psia. 0.0°C to about 90.0°C, and containing about 0.5% by weight to about 99.0% by weight of trifluoro Acetyl chloride (CF3COCl) and about 1.0% to about 99.5% by weight of trifluoroacetate It consists essentially of, or consists of, periodomethane (CF3I).

[0043] Boiling point of about -46.0℃ to about 90.0℃ at pressure of about 4.9 psia to about 348 psia Azeotropic or azeotrope-like compositions having about 4.4 wt. %, 10.7 wt. %, 16.9 wt. % Amount%, 23.1% by weight, 29.3% by weight, 35.5% by weight, 41.9% by weight, 48.4% by weight Amount%, 55.1% by weight, 62.1% by weight, 69.7% by weight, 77.9% by weight, 87.3% by weight %, or 99.0% by weight, or any range defined between any two of the preceding values. Trifluoroacetyl chloride (CF3COCl) in the range of about 95.6% by weight, 89 .3wt%, 83.1wt%, 76.9wt%, 70.7wt%, 64.5wt%, 58 .1wt%, 51.6wt%, 44.9wt%, 37.9wt%, 30.3wt%, 22 .1%, or 12.7%, by weight, or any value defined between any two of the aforementioned values. or It may consist of these.

[0044] Further azeotropic compositions include those having a temperature of -46.0°C and a pressure of about 4.9 psia. , about 99.5% by weight of trifluoroiodomethane (CF3I) and about 0.5% by weight of trifluoroiodomethane (CF3I). Fluoroacetyl chloride (CF3COCl); temperature -40.0°C and pressure approximately 6.6ps ia, about 95.6% by weight of trifluoroiodomethane (CF3I) and about 4.4 % by weight of trifluoroacetyl chloride (CF3COCl); temperature -30.0°C and pressure About 89.3% by weight of trifluoroiodomethane (CF3I ) and about 10.7% by weight of trifluoroacetyl chloride (CF3COCl); About 83.1% by weight of trifluoroiodine at 0.0° C. and a pressure of about 16.0 psia Methane (CF3I) and approximately 16.9% by weight of trifluoroacetyl chloride (CF3CO Cl); about 76.9% by weight of T at a temperature of -10.0°C and a pressure of about 23.5 psia Trifluoroiodomethane (CF3I) and approximately 23.1% by weight of trifluoroacetyl chloride Lithium (CF3COCl); at a temperature of 0.0°C and a pressure of about 33.7 psia, it is about 70. 7% by weight of trifluoroiodomethane (CF3I) and approximately 29.3% by weight of trifluoro Acetyl chloride (CF3COCl); at a temperature of 10.0°C and a pressure of approximately 46.9 psia About 64.5% by weight of trifluoroiodomethane (CF3I) and about 35.5% by weight of of trifluoroacetyl chloride (CF3COCl); at a temperature of 20.0°C and a pressure of about 63. About 58.1% by weight of trifluoroiodomethane (CF3I) at 9 psia and about 41.9% by weight of trifluoroacetyl chloride (CF3COCl); temperature 30.0°C and About 51.6% by weight of trifluoroiodomethane (C F3I) and about 48.4% by weight of trifluoroacetyl chloride (CF3COCl); About 44.9% by weight of trifluoroacetate at a temperature of 40.0° C. and a pressure of about 111.4 psia. Iodomethane (CF3I) and approximately 55.1% by weight of trifluoroacetyl chloride (CF 3COCl); about 37.9 wt. at a temperature of 50.0° C. and a pressure of about 143.5 psia % trifluoroiodomethane (CF3I) and about 62.1% by weight trifluoroacetyl at a temperature of 60.0°C and a pressure of approximately 182.1 psia , about 30.3% by weight of trifluoroiodomethane (CF3I) and about 69.7% by weight of Trifluoroacetyl chloride (CF3COCl); temperature 70.0°C and pressure about 228.2 About 22.1% by weight of trifluoroiodomethane (CF3I) and about 7 psia 7.9% by weight of trifluoroacetyl chloride (CF3COCl); temperature 80.0°C and About 12.7% by weight of trifluoroiodomethane (C F3I) and about 87.3% by weight of trifluoroacetyl chloride (CF3COCl); and about 1.0 wt. % trifluoroacetate at a temperature of 90.0° C. and a pressure of about 348.0 psia. Fluoroiodomethane (CF3I) and approximately 99.0% by weight of trifluoroacetyl chloride (CF3COCl).

[0045] The azeotropic or azeotrope-like composition may comprise from about 0.5% to about 25% by weight of trifluoroacetyl. Chloride (CF3COCl), about 2% by weight to about 21% by weight of trifluoroacetyl chloride CF3COCl, about 14% by weight to about 18% by weight of trifluoroacetyl chloride ( CF3COCl), and in one azeotrope, about 14.87% by weight of trifluoroacetyl chloride. Fluoride (CF3COCl), and about 75% to about 99.5% by weight of trifluoroiodomethane Fluoroisotope (CF3I), about 79% by weight to about 98% by weight of trifluoroiodomethane (CF3I ), about 82% to about 86% by weight of trifluoroiodomethane (CF3I), one azeotrope The product essentially consists of about 85.13% by weight of trifluoroiodomethane (CF3I). The azeotropic or azeotrope-like composition may have a viscosity of about 14.41 ps It has a boiling point of approximately -22.50°C ± 0.30°C at a pressure of ia ± 0.30 psia.

[0046] In other words, the azeotropic or azeotrope-like composition is a mixture of about 0.5% to about 25% by weight of trifluoromethane. Trifluoroacetyl chloride (CF3COCl), about 75% to about 99.5% by weight Olodomethane (CF3I), or about 2% to about 21% by weight of trifluoroacetyl Chloride (CF3COCl), about 79% to about 98% by weight of trifluoroiodomethane (CF3I), or about 14% by weight to about 18% by weight of trifluoroacetyl chloride (CF 3COCl), and about 82% to about 86% by weight of trifluoroiodomethane (CF3I ), as well as about 14.87% by weight of trifluoroacetyl chloride (C F3COCl) and approximately 85.13% by weight of trifluoroiodomethane (CF3I). The azeotropic or azeotrope-like composition may be of about 14 It has a boiling point of approximately -22.50°C ±0.30°C at a pressure of .41 psia ±0.30 psia. do.

[0047] In other words, the azeotropic or azeotrope-like composition is at least about 0.5% by weight, at least about 2% by weight , or about 14% by weight, or at most about 18%, about 21%, or about 25% by weight. %, or any range defined between any two of the above values. CF3COCl, and at least about 75% by weight, at least about 79% by weight, or about 82% by weight, or at most about 86%, about 98%, or about 99.5% by weight; or trifluoroiodomethane within any range defined between any two of the above values. (CF3I). The azeotropic composition consists essentially of, or consists of, about 14.87 wt. % and trifluoroacetyl chloride (CF3COCl) and about 85.13% by weight of trifluoroacetyl chloride (CF3COCl). The present disclosure is directed to a process for the preparation of a fluoroisotope comprising: The ebullient or azeotrope-like composition has a viscosity of about -22. It has a boiling point of 50°C ± 0.30°C.

[0048] The present disclosure also provides compositions that include azeotropic or azeotrope-like compositions. For example, At least about 14% by weight of an azeotropic or azeotrope-like composition, or at least about 21% by weight of an azeotropic or azeotrope-like composition. azeotrope-like compositions, or at least about 25% by weight of an azeotropic or azeotrope-like composition, or at least about 70% by weight azeotropic or azeotrope-like composition, or at least about 90% by weight azeotropic or azeotrope-like composition A composition comprising the composition is provided.

[0049] As disclosed herein, an effective amount of trifluoroacetyl chloride (CF COCl) and trifluoroiodomethane (CF3I), or an azeotropic or azeotrope-like composition thereof, is preferably prepared by mixing trifluoroacetyl chloride (CF 3COCl) and / or trifluoroiodomethane (CF3I) to separate impurities One impurity that may be present in trifluoroiodomethane (CF3I) is The pure product is trifluoromethane (HFC-23).

[0050] Effective amounts of trifluoroacetyl chloride (CF3COCl) and trifluoroiodine Azeotropic or co-evaporative mixtures comprising, consisting essentially of, or consisting of methane (CF3I) Preparation of boiling-like compositions, for example, to remove impurities from trifluoroiodomethane (CF3I) It is used to remove trifluoroiodomethane (CF3I) with high purity. Separation techniques such as boiling distillation become possible.

[0051] In particular, an effective amount of trifluoroacetyl chloride (CF3COCl) and trifluoro Azeotropic mixtures containing, consisting essentially of, or consisting of iodomethane (CF3I) Alternatively, the azeotrope-like composition may be trifluoroacetyl chloride (CF3COCl) and trifluoroacetyl chloride (CF3COCl). One or both of the following compounds are converted to trifluoroacetyl chloride ( CF3COCl) and one or more other chemicals other than trifluoroiodomethane (CF3I) The compound may be formed from a composition that includes, for example, impurities. One example is trifluoromethane (HFC-23). ​​Azeotropic or azeotrope-like compositions After formation of the product, the azeotropic or azeotrope-like composition can be subjected to a suitable method such as distillation, phase separation, or fractionation. Thus, it can be separated from other chemical compounds.

[0052] In one example, the present disclosure provides a method for the production of a compound comprising the steps of: Trifluoroiodomethane (CF3I) containing trifluoroacetyl chloride (CF3COCl) From the crude primary composition, trifluoroacetyl chloride (CF3COCl) as an impurity The method for separating impurities includes crude trifluoroiodomethane (CF3I), trifluoroiodomethane (TF), trifluoroacetyl chloride (CF3COCl), and at least one additional impurity Providing a primary composition and an effective amount of trifluoroacetyl chloride (CF3CO Cl) and trifluoroiodomethane (CF3I), or and exposing the primary composition to conditions effective to form a secondary composition, the secondary composition being an azeotropic or azeotrope-like composition comprising: and separating the primary composition by a separation technique such as, for example, phase separation, distillation or fractionation. The method further comprises the step of separating the secondary composition from the aqueous solution. The resulting mixture may be subjected to a purification or isolation process to obtain purified trifluoroiodomethane (CF3I). stomach.

[0053] In another example, trifluoroiodomethane (CF3I) and trifluoroacetyl chloride The present invention provides a composition comprising one of the following compounds: This composition may contain other trifluoroiodomethane (CF3I) and trifluoroiodomethane. Fluoroacetyl chloride (CF3COCl) is added in a sufficient amount to make the composition Effective amounts of trifluoroacetyl chloride (CF3COCl) and trifluoroiodomethane A composition which is an azeotrope or azeotrope-like composition consisting essentially of, or consisting of, (CF3I). and subjecting the mixture to conditions useful for forming a product, followed by separation, such as, for example, phase separation, distillation, or fractionation. The azeotropic or azeotrope-like composition is then separated from the impurities by the trifluoroiodine-containing method. Azeotropy of fluoromethane (CF3I) and trifluoroacetyl chloride (CF3COCl) The azeotrope-like composition may be subjected to further separation or purification steps to produce purified trifluoroiodomethane (C F3I) may also be obtained.

[0054] In another example, discussed in detail in Example 3 below, the pressure sensitivity of the present azeotropic compositions is Fluoroacetyl chloride (CF3COCl) and trifluoroiodomethane (CF3I ) by "pressure swing" distillation to obtain trifluoroacetyl chloride. Essentially pure trifluoromethane (CF3COCl) and trifluoroiodomethane (CF3I) Such compositions can be formed.

[0055] Trifluoroacetyl chloride (CF3COCl) and trifluoroiodomethane ( CF3I) was converted to trifluoroacetyl chloride (CF3COCl) and trifluoroiodide (CF3COCl). One method for separating fluorinated methane (CF3I) from a primary composition comprising the primary composition is to The first step involves conveying the stream to a low pressure column. The bottom product is pure trifluoroacetyl. The chloride (CF3COCl) may then be recovered from the low pressure column, which consists essentially of The first distillate is conveyed from the lower pressure column to the higher pressure column, where the first distillate is conveyed in an effective amount to the higher pressure column. Trifluoroacetyl chloride (CF3COCl) and trifluoroiodomethane (C The second bottoms product is an azeotropic or azeotrope-like composition consisting essentially of pure It may be recovered from a high pressure column consisting essentially of trifluoroiodomethane (CF3I). The method further comprises, after the second recovery step, separating the second distillate from the high pressure column from the first composition. The process may further comprise the additional step of returning the reactant to the feed stream containing the reactant.

[0056] Similarly, trifluoroacetyl chloride (CF3COCl) and trifluoroiodine Methane (CF3I) was reacted with trifluoroacetyl chloride (CF3COCl) and trifluoroacetyl chloride (CF3COCl). Another method for separating the primary composition containing fluoroiodomethane (CF3I) is to The first step involves conveying a feed stream containing trifluoromethylphenyl ether to a high pressure column. The bottom product is pure trifluoromethylphenyl ether. The first column may then be separated from the second column, which may then be separated from the first column. The first distillate is conveyed from the higher pressure column to the lower pressure column, where the first distillate is conveyed to the lower pressure column in an effective amount of traction. Trifluoroacetyl chloride (CF3COCl) and trifluoroiodomethane (CF3 The second bottoms product is an azeotropic or azeotrope-like composition consisting essentially of triflate I). It may be recovered from a low pressure column consisting essentially of oroacetyl chloride (CF3COCl). The method further comprises, after the second recovery step, separating the second distillate from the low pressure column from the primary composition. The process may further comprise the additional step of returning the reactant to the feed stream containing the reactant.

[0057] The following non-limiting examples serve to illustrate the present disclosure. EXAMPLES

[0058] Example 1 - Ebullometer investigation Trifluoroacetyl chloride (CF3COCl) and trifluoroiodomethane ( An evaporometer was used to measure the azeotropic and azeotrope-like compositions of CF3I. The Bryometer is a vacuum jacketed glass vessel sealed at the bottom and open to the air at the top. The top of the evaporometer or the condenser jacket contained dry ice and ethanol. At 14.4 psia, the mixture of trifluoroacetyl chloride and ethanol was filled. -20.2°C for CF3COCl and -20.2°C for trifluoroiodomethane (CF3I). The temperature was about -72°C, which is much lower than the saturation temperature of -22.4°C in the case of In this way, all the vapor in the system is condensed and returned to the ebullometer, and the liquid and vapor phases are in equilibrium. A quartz platinum thermometer with an accuracy of ±0.002°C was placed in the glass vessel. A quartz platinum thermometer was inserted into the flask and the temperature of the condensed vapor corresponding to the equilibrium boiling point of the mixture was measured using a thermometer. Boiling stones were used to help maintain smooth boiling of the mixture in the ebullometer. I helped.

[0059] The following procedure was used:

[0060] 1. Immerse a quartz thermometer in a long Dewar containing an ice / water slurry until the thermometer registers 0°C. The Dewar should be at least 3 / 4 the length of the thermometer shaft. was deep enough that it was immersed in the ice / water. The resistance of the thermometer was recorded in ohms.

[0061] 2. Fill the condenser jacket 1 / 4 full with ethanol. Slowly dry The jacket of the condenser was cooled by introducing a suction cup, and the ethanol was boiled and blown out. avoidance of leakage and / or scattering.

[0062] 3. A known amount of trifluoroiodomethane (CF3I) or trifluoroacetyl chloride Lithium (CF3COCl) was added to the evaporator and subjected to vigorous reflux. Temperature and atmospheric pressure were recorded using a data barometer.

[0063] The measurements were carried out in two steps. First, gas chromatography (GC) Trifluoroiodomethane (C) having a purity of 99.88 area % as determined by Approximately 24.15 g of F3I) was first measured before and after addition using a balance with an accuracy of ±0.01 g. The liquid was brought to a boil and the recorded The equilibrium temperature of trifluoroiodomethane (CF3I) at atmospheric pressure was recorded. Trifluoroacetylacetone having a purity of 98% by area as determined by GC. A small amount of dichloromethane (CF3COCl) was introduced into the ebullometer, and the condensed liquid The equilibrium temperature of the mixture was recorded.

[0064] In the second step, 98% area pure tetrahydrofuran was obtained as determined by gas chromatography (GC). Approximately 15.66 g of trifluoroacetyl chloride (CF3COCl) having a strength of ±0 Evriome was measured by weighing the container before and after addition using a balance with an accuracy of .01 g. The liquid was boiled and trifluoroacetyl chloride (C The equilibrium temperature of F3COCl was recorded. Trifluoroiodomethane (CF3I) with a purity of 99.88 area % as measured by An increasing amount of liquid was introduced into the ebulliometer and the equilibrium temperature of the condensed liquid mixture was recorded.

[0065] Combining the data from the first and second steps above, it was determined that an azeotrope was formed. The following table 1 shows the minimum temperature at which the trifluoroacetyl chloride Fluoride (CF3COCl) and trifluoroiodomethane (CF3I) are each 0 to 100 The composition range data in weight percent was completed and this data is also presented in graphical form in FIG. The bubble point temperature of the mixture remains constant, which means that The mixture was shown to be azeotrope-like over a large composition range. [Table 1] Example 2 - Azeotropic Trajectories

[0066] E. W. Lemmon et al., "A Generalized Model for he Thermodynamic Properties of Mixtures” , International Journal of Thermophysics, In Vol. 20, pp. 825-835 (1999), the authors precisely calculate the thermodynamic properties of mixtures. The method for characterizing the Helmholtz energy equation of state ( The Helmholtz Energy Equation of State (HEOS) is a method for calculating the energy equilibrium between pure components and phases of mixture components. A method for identifying the presence and composition of azeotropes by considering interaction parameters. Determine any thermodynamic quantity, including gas and liquid equilibrium compositions. The set value was lowered to the HEOS interaction parameter given on page 828 of the above publication. After reducing the concentration, trifluoroiodomethane (CF3I) and trifluoroacetyl chloride ( Incorporating the thermodynamic properties of both pure components (CF3COCl) as well as the above-mentioned publications The vapor-liquid equilibrium composition is evaluated using the thermodynamic relationship described on pages 830-831 of the It has been discovered that azeotropic compositions are generally sensitive to system temperature and pressure. .

[0067] For example, at the system pressure (14.4 psia) of the evaporometer in Example 1, The composition was identified as about 85% by weight CF3I. However, an increase of about 47 psia At the system pressure, the azeotropic composition is 65% by weight of trifluoroiodomethane (CF3 I). Without wishing to be bound by theory, the sensitivity of the azeotrope to the system conditions The properties are trifluoroiodomethane (CF3I) and trifluoroacetyl chloride (CF3 This is likely a result of the relative volatility between COCl and the HCl-COCl mixture as a function of different system conditions. Examination of the VLE of these components gives the azeotrope locus shown in Table 2. [Table 2] Example 3 - Pressure Swing Separation

[0068] The well-known consequence of an azeotrope is that it is possible to completely separate its components in a single distillation operation. For example, the azeotropic behavior described in Example 1 is 14.4 ps Trifluoroiodomethane (CF3I) and trifluoroiodomethane (CF3I) were separated by a distillation column retained in ia. Separation of a 50 / 50 wt% mixture of acetyl chloride (CF3COCl) with Trifluoroacetyl chloride (CF3COCl) (i.e., 0% by weight of trifluoro iodomethane (CF3I)) end point and the minimum boiling azeotropic composition (approximately 85% by weight trifluoroiodine The boundary is determined by the composition between CF3I and CF4I. Distillation of the mixture under these conditions produced trifluoroiodomethane (C) in a purity of more than 85% by weight. F3I) cannot be produced. This fundamental barrier to azeotropy can be addressed to produce purer tetrahydrofurans. Trifluoroiodomethane (CF3I) and trifluoroacetyl chloride (CF3COC To achieve both of these goals, different separation strategies must be implemented.

[0069] As described in Example 2, trifluoroiodomethane (CF3I) and trifluoroazo The azeotropic composition of the binary mixture with cetyl chloride (CF3COCl) varies with the system conditions. This sensitivity is greater than that achieved by pressure swing distillation. In this system, pressure sensitive azeotropes can be used to support good separation. , two distillations, one at any relatively low pressure and one at any relatively high pressure. The separation is carried out using columns in sequence. The columns are arranged so that the low pressure column is first in the sequence. Alternatively, the high pressure column may be first in the sequence. For purposes of this example, 2 and 3, the columns are arranged in sequence with the low pressure column first.

[0070] Trifluoroiodomethane (CF3I) and trifluoroacetyl chloride (CF3C The mixture of 1,2-dichlorophenyl (OCl) is first subjected to distillation at low pressure. The specific composition of the mixture can be determined as desired. For purposes of this representative example, 50% by weight trifluoroiodomethane was used. Fluorine (CF3I) and 50% by weight of trifluoroacetyl chloride (CF3COCl) Referring now to FIG. 2, the mixture is composed of Composition A ("Composition B"). Referring now to FIG. 3, the mixture stream 10 is fed to an optional low pressure ( For purposes of this example, the feed is supplied to distillation column 12 at a pressure of 20 psia.

[0071] As shown in FIG. 2, composition A (stream 10 in FIG. 3) has not yet reached the azeotropic point. Thus, the mixture may be concentrated in one component of the mixture, and in an azeotropic or azeotrope-like composition. Here, the high boiling point component trifluoroacetyl chloride (C The fraction enriched with F3COCl) was collected as the bottom product, and the composition is shown in Figures 2 and 3. Composition "C" is referred to as stream C, which is referred to as stream 16 in FIG. 3. The composition is designated Composition B in Figures 2 and 3 ("Composition "B") and is shown in FIG. This mixture is then passed through stream 14 in FIG. It is passed into column 14 at high pressure (for purposes of this example, 100 psia).

[0072] Referring now to FIG. 2, the point representing composition B on the high pressure curve is This allows recovery of fractions enriched in other components of the mixture. In this example, trifluoroiodomethane (CF3I) is concentrated. The fraction that was removed was collected as the bottom product and is shown in Figures 2 and 3 as Composition D ("Composition "D" ") and is referred to as stream 20 in Figure 3. As in the low pressure column, the distillate is azeotropically mixed. This mixture is then mixed back with composition A, which is shown in FIG. 3, stream 22. You may do so.

[0073] In this way, the azeotrope barrier is determined using the sensitivity of its composition to column conditions. This embodiment is addressed by generating two streams enriched in both components. It is important to note that the intended purpose is to determine the column conditions and structure depending on the context of the mixture. The composition is trifluoroiodomethane (CF3I) and / or trifluoroacetyl chloride. It can be designed to support almost any desired purity of (CF3COCl). Example 4 - Separation of impurities

[0074] In this embodiment, one or more other impurities, such as trifluoromethane (HFC-23), Along with trifluoroacetyl chloride (CF3COCl) as an impurity, A crude composition of fluoroiodomethane (CF3I) is provided. The relative amounts of fluorine (CF3I) and trifluoroacetyl chloride (CF3COCl) were The composition may be modified, if necessary, to form the appropriate relative amounts, and the composition may be trimmed of the remainder of the composition. Fluoroiodomethane (CF3I) and trifluoroacetyl chloride (CF3COCl ) and are subjected to distillation under conditions useful for separating them. Fluoroiodomethane (CF3I) and trifluoroacetyl chloride (CF3COCl ) as a light component, The remaining crude composition is then stripped of trifluoroiodomethane (CF3I). The remaining crude composition of CF3I) was subjected to different temperature and pressure conditions to produce trifluoromethane ( Other impurities such as HFC-23 are separated by further distillation to produce the purified trifluoroacetate. Diiodomethane (CF3I) can be obtained. Example 5 - Separation of impurities

[0075] In this example, trifluoroiodomethane (CF3I) and, e.g., trifluoro A composition is provided that includes at least one impurity, such as methane (HFC-23). The composition includes a sufficient amount of trifluoroacetyl chloride (CF3COCl). The composition is then mixed with an effective amount of trifluoroacetyl chloride (CF3COCl) and trifluoroacetyl chloride (TFA). Azeotropic or co-evaporative mixture consisting essentially of or consisting of fluoroiodomethane (CF3I) and subjecting the mixture to conditions useful for forming a composition that is a boiling-like composition, followed by, for example, phase separation, distillation, The azeotropic or azeotrope-like composition is separated from the impurities by separation techniques such as distillation or fractional distillation. Then, trifluoroiodomethane (CF3I) and trifluoroacetyl chloride (CF3 The azeotropic or azeotrope-like composition of (COCl) may be subjected to further separation or purification steps to produce a purified trifluoroacetate. Olodomethane (CF3I) may also be obtained. Example 6 - Separation of impurities

[0076] In this example, trifluoroacetyl chloride (CF3COCl) and, e.g., Compositions are provided that include at least one impurity, such as trifluoromethane (HFC-23). To this composition, trifluoroiodomethane (CF3I) is added in a sufficient amount, The composition comprises an effective amount of trifluoroacetyl chloride (CF3COCl) and trifluoroacetyl chloride (CF3COCl). Azeotropic or azeotrope-like compounds consisting essentially of or consisting of iodomethane (CF3I) The composition is subjected to conditions useful for forming a composition, followed by, for example, phase separation, distillation, or The azeotropic or azeotrope-like composition is then separated from the impurities by a separation technique such as fractional distillation. Trifluoroiodomethane (CF3I) and trifluoroacetyl chloride (CF3CO The azeotropic or azeotrope-like composition of trifluoromethane (Cl) may be subjected to further separation or purification steps to produce a purified trifluoromethane (Cl). Iodomethane (CF3I) may be obtained. Aspects

[0077] Aspect 1 comprises an effective amount of trifluoroacetyl chloride (CF3COCl) and trifluoroacetyl chloride (CF3COCl). Co-formulations comprising, consisting essentially of, or consisting of perfluoroiodomethane (CF3I) It is an azeotropic or azeotrope-like composition.

[0078] In a second embodiment, the azeotropic or azeotrope-like composition is formed at a pressure of about 4.9 psia to 348 psia. The azeotropic or azeotrope-like composition of embodiment 1 having a boiling point of about -46.0°C to 90.0°C. be.

[0079] In a third aspect, the azeotropic or azeotrope-like composition is from about 0.5% to about 99.0% by weight of trifluoroacetate. Fluoroacetyl chloride (CF3COCl) and about 1.0% to about 99.5% by weight The azeotropic or azeotropic mixture according to any one of claims 1 to 2, which essentially consists of trifluoroiodomethane (CF3I). is an azeotrope-like composition.

[0080] Embodiment 4 is about 99.5% by weight at a temperature of -46.0°C and a pressure of about 4.9 psia. of trifluoroiodomethane (CF3I) and about 0.5% by weight of trifluoroacetyl It is an azeotropic composition that contains tetrachloromethane (CF3COCl).

[0081] Embodiment 5 is about 95.6% by weight at a temperature of -40.0°C and a pressure of about 6.6 psia. of trifluoroiodomethane (CF3I) and about 4.4% by weight of trifluoroacetyl It is an azeotropic composition that contains tetrachloromethane (CF3COCl).

[0082] Embodiment 6 has a weight percent of about 89.3 at a temperature of -30.0°C and a pressure of about 10.5 psia. % trifluoroiodomethane (CF3I) and about 10.7% by weight trifluoroacetyl It is an azeotropic composition containing dichloromethane (CF3COCl).

[0083] Embodiment 7 has a weight percent of about 83.1 wt. at a temperature of -20.0°C and a pressure of about 16.0 psia. % trifluoroiodomethane (CF3I) and about 16.9% by weight trifluoroacetyl It is an azeotropic composition containing dichloromethane (CF3COCl).

[0084] Embodiment 8 has a weight percent of about 76.9 at a temperature of -10.0°C and a pressure of about 23.5 psia. % trifluoroiodomethane (CF3I) and about 23.1% by weight trifluoroacetyl It is an azeotropic composition containing dichloromethane (CF3COCl).

[0085] Aspect 9 is a method for producing a 70.7% by weight ethylene glycol stearate copolymer at a temperature of 0.0° C. and a pressure of about 33.7 psia. Trifluoroiodomethane (CF3I) and approximately 29.3% by weight of trifluoroacetyl chlorine It is an azeotropic composition that contains tetrachloromethane (CF3COCl).

[0086] Embodiment 10 has a weight percent of about 64.5 wt. at a temperature of 10.0° C. and a pressure of about 46.9 psia. % trifluoroiodomethane (CF3I) and about 35.5% by weight trifluoroacetyl It is an azeotropic composition containing dichloromethane (CF3COCl).

[0087] Embodiment 11 has a weight percent of about 58.1 wt. at a temperature of 20.0° C. and a pressure of about 63.9 psia. % trifluoroiodomethane (CF3I) and about 41.9% by weight trifluoroacetyl It is an azeotropic composition containing dichloromethane (CF3COCl).

[0088] Embodiment 12 has a weight percent of about 51.6 at a temperature of 30.0° C. and a pressure of about 85.1 psia. % trifluoroiodomethane (CF3I) and about 48.4% by weight trifluoroacetyl It is an azeotropic composition containing dichloromethane (CF3COCl).

[0089] Embodiment 13 has a molecular weight of about 44.9 at a temperature of 40.0° C. and a pressure of about 111.4 psia. % trifluoroiodomethane (CF3I) and about 55.1% trifluoroacetate (CFI). It is an azeotropic composition that contains ethyl chloride (CF3COCl).

[0090] Embodiment 14 has a molecular weight of about 37.9 at a temperature of 50.0° C. and a pressure of about 143.5 psia. % trifluoroiodomethane (CF3I) and about 62.1% trifluoroacetate (CFI). It is an azeotropic composition that contains ethyl chloride (CF3COCl).

[0091] Embodiment 15 is a 30.3% olefin copolymer having a molecular weight of about 30.3 at a temperature of 60.0° C. and a pressure of about 182.1 psia. % trifluoroiodomethane (CF3I) and about 69.7% trifluoroacetate (CFI). It is an azeotropic composition that contains ethyl chloride (CF3COCl).

[0092] Embodiment 16 is a 22.1 wt. % olefin copolymer at a temperature of 70.0° C. and a pressure of about 228.2 psia. % trifluoroiodomethane (CF3I) and about 77.9% trifluoroacetate (CF3I). It is an azeotropic composition that contains ethyl chloride (CF3COCl).

[0093] Embodiment 17 has a molecular weight of about 12.7 at a temperature of 80.0° C. and a pressure of about 283.1 psia. % trifluoroiodomethane (CF3I) and about 87.3% trifluoroacetate (CF3I). It is an azeotropic composition that contains ethyl chloride (CF3COCl).

[0094] Embodiment 18 is a 1.0 wt. % trifluoroiodomethane (CF3I) and approximately 99.0% by weight trifluoroacetyl It is an azeotropic composition containing dichloromethane (CF3COCl).

[0095] Aspect 19 is a method for preparing a fluororesin comprising the steps of: 3COCl) and about 75% to about 99.5% by weight of trifluoroiodomethane (CF3 The azeotropic or azeotropic mixture according to claim 1, which comprises, consists essentially of, or consists of I). is an azeotrope-like composition.

[0096] Embodiment 20 is a process for preparing a fluororesin comprising about 2% to about 21% by weight of trifluoroacetyl chloride (CF OCl) and about 79% to about 98% by weight of trifluoroiodomethane (CF3I). 20. The azeotropic or azeotropic composition of claim 19, comprising, consisting essentially of, or consisting of It is a similar composition.

[0097] Aspect 21 is a fluoropolymer having about 14% to about 18% by weight of trifluoroacetyl chloride (CF3 COCl) and about 82% to about 86% by weight of trifluoroiodomethane (CF3I) 21. The azeotropic or co-solvent composition of claim 20, comprising, consisting essentially of, or consisting of It is a boiling-like composition.

[0098] Embodiment 22 is a fluoropolymer having about 14.87% by weight of trifluoroacetyl chloride (CFCOCl ) and about 85.13% by weight of trifluoroiodomethane (CF3I), 22. The azeotropic or azeotrope-like composition of claim 21 consisting essentially of, or consisting of .

[0099] Embodiment 23 is a thermocouple having a temperature of about -22.50° C.±. at a pressure of about 14.41 psia±.0.30 psia. 23. The azeotropic or azeotrope-like composition according to any one of claims 19 to 22, having a boiling point of 0.30° C. It is an object.

[0100] Aspect 24 is trifluoroacetyl chloride (CF3COCl) and trifluoroiodo 19. The azeotropic mixture according to any one of embodiments 1 to 18, which consists essentially of tetrahydrofuran (CF3I). Or an azeotrope-like composition.

[0101] Aspect 25 is a compound comprising trifluoroacetyl chloride (CF3COCl) and trifluoroiodo 19. The azeotropic or azeotropic mixture according to any one of aspects 1 to 18, comprising tetrahydrofuran (CF3I) and tetrahydrofuran (CF3I). It is a similar composition.

[0102] Aspect 26 includes an azeotropic or azeotrope-like composition according to any one of aspects 1-18. A composition consisting essentially of, or consisting of, these.

[0103] Aspect 27 comprises at least about 5 wt.% of an azeotropic or azeotrope-like composition. 27. The composition according to claim 26, wherein the composition consists of or consists of

[0104] Aspect 28 comprises at least about 15 wt.% of an azeotropic or azeotrope-like composition. 28. The composition according to embodiment 27, consisting essentially of, or consisting of:

[0105] Aspect 29 is a method for preparing a zeotropic or azeotrope-like composition comprising at least about 50% by weight of the azeotropic or azeotrope-like composition. 29. The composition according to embodiment 28, consisting essentially of, or consisting of:

[0106] Aspect 30 comprises at least about 70% by weight of an azeotropic or azeotrope-like composition. 30. The composition according to embodiment 29, consisting essentially of, or consisting of:

[0107] Aspect 31 is a method for preparing a zeotropic or azeotrope-like composition comprising at least about 90% by weight of the azeotropic or azeotrope-like composition. A composition according to embodiment 30, consisting essentially of, or consisting of:

[0108] Aspect 32 is a compound obtained by mixing trifluoroacetyl chloride (CF3COCl) and trifluoroiodo and CF3I at pressures of approximately 4.9 psia and 348 psia. Trifluoroacetyl chloride having a boiling point of about -46.0°C to about 90.0°C (CF3COCl) and trifluoroiodomethane (CF3I), forming an azeotropic or azeotrope-like composition that is Or a method for forming an azeotrope-like composition.

[0109] In an embodiment 33, the combining step comprises about 0.5% to about 99.0% by weight of trifluoroacetate. Trifluoromethane chloride (CF3COCl) and about 1.0% to about 99.5% by weight of trifluoromethane 33. The method of embodiment 32, comprising combining iodomethane (CF3I).

[0110] Aspect 34 is a compound comprising trifluoroacetyl chloride (CF3COCl) and trifluoroiodo and an effective amount of trifluoroacetyl chloride (CF Azeotropic or azeotrope-like compositions containing trifluoroiodomethane (CF3I) and trifluoroiodomethane (CF3COCl) A method for forming an azeotropic or azeotrope-like composition comprising the steps of:

[0111] Embodiment 35 is a mixture of trifluoroacetyl chloride (CF3COCl) and trifluoroiodide. 16. The azeotropic or azeotrope-like composition of any one of the embodiments 1 to 18 may be prepared by combining tetrafluoroethylene (CF3I) and tetrafluoroethylene (CF3I). 35. The method of embodiment 34, comprising forming an article.

[0112] Aspect 35 is trifluoroacetyl chloride (CF3COCl), trifluoroiodide A primary composition containing trifluoromethane (CF3I), trifluoromethane (CF3I), and at least one impurity. Acetyl chloride (CF3COCl) and trifluoroiodomethane (CF3I) are separated The method of claim 1, further comprising: dissolving in a primary composition at a pressure of about 4.9 psia to 348 psia. An effective amount of trifluoroacetyl chloride ( CF3COCl) and trifluoroiodomethane (CF3I), forming a secondary composition which is an azeotropic or azeotrope-like composition consisting of or consisting of the secondary composition; and separating the product from the primary composition and at least one impurity.

[0113] In an embodiment 36, the forming step includes dissolving between about 0.5% by weight and about 99.0% by weight of the toner in the primary composition. Trifluoroacetyl chloride (CF3COCl) from about 1.0% to about 99.5% by weight trifluoroiodomethane (CF3I) 36. The method of claim 35, further comprising forming a secondary composition, the secondary composition being an azeotropic or azeotrope-like composition comprising: This is the method described above.

[0114]

[0023] Aspect 37 is a method for preparing an azeotropic or azeotrope-like composition as defined in any one of aspects 1-18. The method according to any one of claims 35 to 36,

[0115] Aspect 38 includes performing the separation by at least one of phase separation, distillation, and fractional distillation. 37. The method according to claim 35 or 36,

[0116] Aspect 39 is a compound obtained by mixing trifluoroacetyl chloride (CF3COCl) and trifluoroiodo Trifluoromethane (CF3I) was converted to trifluoroacetyl chloride (CF3COCl), trifluoroacetyl A primary composition containing fluoroiodomethane (CF3I) and at least one impurity A method for isolating a compound comprising the steps of: trifluoromethane (CF3COCl) and trifluoroiodomethane (CF3I). forming a secondary composition that is an azeotropic or azeotrope-like composition consisting essentially of, or consisting of and separating the secondary azeotropic or azeotrope-like composition from the primary composition and at least one impurity. and a step of:

[0117] Embodiment 40 is a method for preparing an azeotropic or azeotrope-like composition as defined in any one of embodiments 1-18. 40. The method according to claim 39, wherein

[0118] Aspect 41 includes performing the separation by at least one of phase separation, distillation, and fractional distillation. 41. The method according to claim 39 or 40,

[0119] Aspect 42 is trifluoroacetyl chloride (CF3COCl) or trifluoroiodide. 1. A method for the separation of fluoromethane (CF3I) from at least one impurity. This method uses trifluoroiodomethane (CF3I) and trifluoroacetyl chloride. The present invention provides a composition comprising one of the following compounds: and other processes using trifluoroiodomethane (CF3I) and trifluoroacetyl chloride. adding a sufficient amount of trifluoroacetate (CF3COCl) to the composition; and Essentially from trifluoromethane (CF3COCl) and trifluoroiodomethane (CF3I) useful for forming compositions that are azeotropic or azeotropic compositions consisting of and separating the azeotropic or azeotrope-like composition from impurities. It is law.

[0120]

[0023] Aspect 43 is a method for preparing an azeotropic or azeotrope-like composition as defined in any one of aspects 1-18. 43. The method according to claim 42, wherein

[0121] Embodiment 44 comprises performing the separation by at least one of phase separation, distillation, and fractional distillation. 44. The method according to claim 42 or 43,

[0122] Aspect 45 is a compound comprising trifluoroacetyl chloride (CF3COCl) and trifluoroiodo Trifluoromethane (CF3I) was reacted with trifluoroacetyl chloride (CF3COCl) and trifluoroacetyl The method includes a method for separating fluoroiodomethane (CF3I) from a primary composition comprising fluoroiodomethane (CF3I), The method includes conveying a feed stream containing a primary composition to a low pressure column, and a first bottoms product is separated from the low pressure column. A first column from the low pressure column consisting essentially of fluoroacetyl chloride (CF3COCl) recovering a bottom product; and l) and trifluoroiodomethane (CF3I) A first distillate comprising, consisting essentially of, or consisting of the above is separated from the low pressure column. from the column to a high pressure column; and and recovering a second bottoms product from the higher pressure column.

[0123] Embodiment 46 further comprises separating the second distillate from the high pressure column after the second recovery step from the first composition. 46. ​​The method of embodiment 45, further comprising the additional step of returning the

[0124] Aspect 47 is a compound comprising trifluoroacetyl chloride (CF3COCl) and trifluoroiodo Trifluoromethane (CF3I) was reacted with trifluoroacetyl chloride (CF3COCl) and trifluoroacetyl The method includes a method for separating fluoroiodomethane (CF3I) from a primary composition comprising fluoroiodomethane (CF3I), The method includes conveying a feed stream containing a primary composition to a high pressure column; recovering a first bottoms product from the higher pressure column consisting essentially of (CF3I); , an effective amount of trifluoroacetyl chloride (CF3COCl) and trifluoroiodomethane AZEOTROPHY OR AZEOTROPIC COMPOSITIONS CONSTITUTING ESSENTIALLY FROM CIRCULAR ETHYLENE (CF3I) conveying said first distillate, consisting of or consisting of, from said higher pressure column to said lower pressure column; , the second bottom product is essentially trifluoroacetyl chloride (CF3COCl) and recovering a second bottoms product from the lower pressure column.

[0125] Embodiment 48 further comprises separating the second distillate from the low pressure column after the second recovery step from the first composition. 48. The method of embodiment 47, further comprising the additional step of returning the

[0126] As used herein, "any value defined between any two of the preceding values" The phrase "within the range" means that the values ​​are in a lower part of the list or in a higher part of the list. Any range, whether in or out of the list of values ​​preceding such phrase, For example, a pair of values ​​can be selected from two lower values, two It may be selected from a higher value, or a lower and a higher value.

[0127] As used herein, the singular forms "a," "an," and "the" are used where the context requires. In addition, the term "amount," "concentration," or "other value" includes the plural, unless expressly indicated otherwise. is a parameter that is a range, a preferred range, or a sequence of upper and lower preferred values. When a range is given as one of the lists, this does not apply whether the range is separately disclosed. Regardless, any upper range or upper preferred value and any lower range or lower preferred value All ranges formed from any pairing with should be understood as specifically disclosed. Where a range of numerical values ​​is recited herein, unless otherwise stated, the range is It is intended to include the endpoints thereof, and all integers and fractions within the range. However, it is not intended that the range be limited to the specific values ​​recited when defining a range.

[0128] It should be understood that the foregoing description is only illustrative of the present disclosure. Various alternatives and modifications can be devised by those skilled in the art without departing from the scope of the invention. Accordingly, the present disclosure contemplates all such alternative forms which fall within the scope of the appended claims. , modifications, and variations are intended to be encompassed.

Claims

1. An effective amount of trifluoroacetyl chloride (CF ３ COCl) and trifluoroiodine Methane (CF ３ A composition comprising an azeotropic or azeotrope-like composition consisting essentially of: I).

2. The azeotropic or azeotrope-like composition has a viscosity of about -4 at a pressure of about 4.9 psia to 348 psia. The composition of claim 1 having a boiling point of from 6.0°C to 90.0°C.

3. % to about 99.0% by weight of the azeotropic or azeotrope-like composition Acetyl chloride (CF ３ COCl) and about 1.0% to about 99.5% by weight of trifle Oroiodomethane (CF ３ The composition of claim 1 consisting essentially of I).

4. The azeotropic or azeotrope-like composition is at a pressure of about 14.41 psia ± 0.30 psia.

10. The composition of claim 1 having a boiling point of about -22.50°C ± 0.30°C.

5. The azeotropic or azeotrope-like composition comprises from about 0.5% to about 25% by weight of trifluoroacetate. Citrate chloride (CF ３ COCl) and about 75% to about 99.5% by weight of trifluoroiodo Domethane (CF ３ The composition of claim 1 consisting essentially of I).

6. The azeotropic or azeotrope-like composition comprises from about 2% to about 21% by weight of trifluoroacetyl. Chloride (CF ３ COCl) and about 79% to about 98% by weight of trifluoroiodine N (CF ３ The composition of claim 1 consisting essentially of I).

7. The azeotropic or azeotrope-like composition comprises from about 14% to about 18% by weight of trifluoroacetyl. Chloride (CF ３ COCl) and about 82% to about 86% by weight of trifluoroiodomethane Tan (CF ３ The composition of claim 1 consisting essentially of I).

8. A method for forming an azeotropic or azeotrope-like composition comprising the steps of: CF ３ COCl) and trifluoroiodomethane (CF ３ I) is combined to give about 4.9 At pressures of 348 psia and 400 psia, it has a boiling point of about -46.0°C to 90.0°C. Trifluoroacetyl chloride (CF ３ COCl) and trifluoroiodomethane ( CF ３ forming an azeotropic or azeotrope-like composition consisting essentially of I).

9. The combining step comprises about 0.5% to about 99.0% by weight of trifluoroacetyl chlorine. Lido (CF ３ COCl) and about 1.0% to about 99.5% by weight of trifluoroiodomethane Tan (CF ３ The method of claim 8 comprising combining I).

10. Trifluoroacetyl chloride (CF ３ COCl), trifluoroiodomethane (C F ３ I), and at least one impurity from a primary composition comprising trifluoroacetyl chlorine. Lorido (CF ３ COCl) and trifluoroiodomethane (CF ３ I) by separating The method includes the steps of: Within the primary composition, a temperature of about -46.0°C to about 4.9 psia to about 348 psia is An effective amount of trifluoroacetyl chloride (CF) having a boiling point of 90.0° C. ３ COCl) and trifluoroiodomethane (CF ３ I) an azeotropic or azeotrope-like composition consisting essentially of forming a secondary composition; Separating said secondary composition from said primary composition and said at least one impurity. and

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