Azeotrope or azeotrope-like compositions comprising (Z)-1-chloro-2, 3, 3-trifluoroprop-1-ene (HCFO-1233yd (Z)) and solvent applications thereof

Abstract

An azeotrope or azeotrope-like composition, in particular an azeotrope or azeotrope-like composition consisting essentially of (Z)-1-chloro-2, 3, 3-trifluoroprop-1-ene (HCFO-1233yd (Z)) with or consisting of each of ethanol and methanol, and an azeotrope or azeotrope-like composition consisting essentially of (Z)-1-chloro-2, 3, 3-trifluoroprop-1-ene (HCFO-1233yd (Z)) with or consisting of each of ethanol and methanol. The present invention relates to an azeotrope or azeotrope-like composition consisting of or consisting of (Z)-1-chloro-2, 3, 3-trifluoroprop-1-ene (HCFO-1233yd (Z)), ethanol and trans-dichloroethylene (trans-DCE), and an azeotrope or azeotrope-like composition consisting of or consisting of substantially (Z)-1-chloro-2, 3, 3-trifluoroprop-1-ene (HCFO-1233yd (Z)), methanol and trans-dichloroethylene (trans-DCE), and to a method for producing the same. The invention also discloses solvent application of the composition.

Description

[0001] Cross - reference to related applications

[0002] This application is a PCT international application claiming priority to U.S. Patent Application No. 18 / 543,076, filed on December 18, 2023, which claims the benefit of U.S. Provisional Application No. 63 / 433,966, filed on December 20, 2022, both of which are incorporated herein by reference in their entireties. Technical field

[0003] The present disclosure relates to azeotropic or azeotrope - like compositions, and specifically to azeotropic or azeotrope - like compositions consisting essentially of or consisting of (Z) - 1 - chloro - 2,3,3 - trifluoroprop - 1 - ene (HCFO - 1233yd(Z)) with each of ethanol and methanol, and azeotropic or azeotrope - like compositions consisting essentially of or consisting of (Z) - 1 - chloro - 2,3,3 - trifluoroprop - 1 - ene (HCFO - 1233yd(Z)), ethanol, and 1,2 - trans - dichloroethylene (trans - DCE), and azeotropic or azeotrope - like compositions consisting essentially of or consisting of (Z) - 1 - chloro - 2,3,3 - trifluoroprop - 1 - ene (HCFO - 1233yd(Z)), methanol, and 1,2 - trans - dichloroethylene (trans - DCE), and solvent applications of the foregoing compositions. Background art

[0004] Fluorocarbon fluids have properties suitable for use as heat transfer media, immersion coolants, liquid or gaseous dielectrics, industrial refrigerants, and other applications. For these applications, it is particularly desirable to use single - component fluids or azeotrope - like mixtures, i.e., those that do not fractionate substantially upon boiling and evaporation. Unfortunately, it is now believed that the use of certain hydrofluorocarbons “HFCs” in industrial applications exacerbates global warming, and thus their modern use has been curtailed. Since the formation of azeotropes is not easily predictable, it is complex to identify new environmentally safe non - fractionating mixtures containing HFCs. Thus, the industry is constantly seeking new HFC - based mixtures as acceptable and more environmentally safe alternatives. Summary of the invention

[0005] It has been found that certain azeotropic and azeotrope-like compositions can be produced by combining (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)) with additional components, and in particular, the present disclosure provides a binary homogeneous azeotropic or azeotrope-like composition having the lowest boiling point consisting essentially of or consisting of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)) and each of ethanol and methanol, and a ternary homogeneous azeotropic or azeotrope-like composition consisting essentially of or consisting of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), ethanol, and trans-dichloroethylene (trans-DCE) or consisting essentially of or consisting of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), methanol, and trans-dichloroethylene (trans-DCE).

[0006] The azeotropic and azeotrope-like mixtures of the present disclosure exhibit properties that make them particularly suitable for many applications, including solvents for cleaning, vapor degreasing, or aerosol sprays.

[0007] In one form thereof, the present disclosure provides a composition comprising an azeotropic or azeotrope-like composition consisting essentially of an effective amount of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and methanol.

[0008] In another form thereof, the present disclosure provides a composition comprising an azeotropic or azeotrope-like composition consisting essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol, and trans-dichloroethylene, wherein in the ternary composition diagram, (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol, and trans-dichloroethylene are within a quadrilateral region having the following points as vertices: Point A: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 0.9 wt% / about 8.2 wt% / about 90.9 wt%); Point B: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 0.9 wt% / about 13.7 wt% / about 85.4 wt%); Point C: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 39.6 wt% / about 8.3 wt% / about 52.1 wt%); and Point D: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 41.1 wt% / about 4.9 wt% / about 54.0 wt%).

[0009] In a further form thereof, the present disclosure provides a composition comprising an azeotropic or azeotrope-like composition consisting essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and trans-dichloroethylene, wherein in a ternary composition diagram, (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and trans-dichloroethylene are within a quadrilateral region having the following points as vertices: point M: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 1.0 wt% / about 1.0 wt% / about 98.0 wt%); point N: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 0.9 wt% / about 9.0 wt% / about 90.1 wt%); point O: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 33.3 wt% / about 6.1 wt% / about 60.6 wt%); and point P: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 35.5 wt% / about 0.6 wt% / about 64.1 wt%).

[0010] In another form thereof, the present disclosure provides a solvent composition comprising at least one of the following: an azeotropic or azeotrope-like composition consisting essentially of an effective amount of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and methanol; an azeotropic or azeotrope-like composition consisting essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol, and trans-dichloroethylene; and an azeotropic or azeotrope-like composition consisting essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol, and trans-dichloroethylene.

[0011] A solvent composition comprising a binary azeotrope of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)) and ethanol will sometimes be referred to herein as solvent composition 1. Solvent composition 1 may consist essentially of a binary azeotrope of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)) and ethanol. Solvent composition 1 may consist of a binary azeotrope of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)) and ethanol.

[0012] A solvent composition comprising a binary azeotrope of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)) and methanol will sometimes be referred to herein as Solvent Composition 2. Solvent Composition 2 can consist essentially of a binary azeotrope of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)) and methanol. Solvent Composition 2 can consist of a binary azeotrope of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)) and methanol.

[0013] A solvent composition comprising a ternary azeotrope of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), ethanol, and trans-dichloroethylene (trans-DCE) will sometimes be referred to herein as Solvent Composition 3. Solvent Composition 3 can consist essentially of a ternary azeotrope of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), ethanol, and trans-dichloroethylene (trans-DCE). Solvent Composition 3 can consist of a ternary azeotrope of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), ethanol, and trans-dichloroethylene (trans-DCE).

[0014] A solvent composition comprising a ternary azeotrope of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), methanol, and trans-dichloroethylene (trans-DCE) will sometimes be referred to herein as Solvent Composition 4. Solvent Composition 4 can consist essentially of a ternary azeotrope of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), methanol, and trans-dichloroethylene (trans-DCE). Solvent Composition 4 can consist of a ternary azeotrope of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), methanol, and trans-dichloroethylene (trans-DCE). Description of the Drawings

[0015] Figure 1 Shows the boiling point temperature change of a mixture of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)) and methanol at ambient pressure according to Example 1.

[0016] Figure 2 Shows the boiling point temperature change of a mixture of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)) and ethanol at ambient pressure according to Example 2.

[0017] Figure 3Shows the boiling point temperature change at ambient pressure of a mixture of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), methanol and trans-dichloroethylene (trans-DCE) maintained at a fixed mass ratio of 0.1173 of methanol to trans-DCE according to Example 3.

[0018] Figure 4 Shows the boiling point temperature change at ambient pressure of a mixture of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), methanol and trans-dichloroethylene (trans-DCE) maintained at a fixed mass ratio of 0.0840 of HCFO-1233yd(Z) to trans-DCE according to Example 3.

[0019] Figure 5 Shows the boiling point temperature change at ambient pressure of a mixture of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), ethanol and trans-dichloroethylene (trans-DCE) maintained at a fixed mass ratio of 0.0595 of ethanol to trans-DCE according to Example 4.

[0020] Figure 6 Shows the boiling point temperature change at ambient pressure of a mixture of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), ethanol and trans-dichloroethylene (trans-DCE) maintained at a fixed mass ratio of 0.3538 of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)) to trans-dichloroethylene (trans-DCE) according to Example 4.

[0021] Figure 7A Is a ternary composition diagram of an azeotrope or azeotrope-like composition of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), methanol and trans-dichloroethylene (trans-DCE).

[0022] Figure 7B Is Figure 7A A partial view of a part of

[0023] Figure 8A Is a ternary composition diagram of an azeotrope or azeotrope-like composition of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), ethanol and trans-dichloroethylene (trans-DCE).

[0024] Figure 8B Is Figure 8A A partial view of a part of Detailed Description

[0025] I. Definition and Description of Azeotropic or Azeotrope-Like Compositions

[0026] An "azeotrope" composition is a unique combination of two, three, or more components. Azeotrope compositions can be characterized in various ways. For example, at a given pressure, an azeotrope composition boils at a constant characteristic temperature that is either higher than the higher boiling component (maximum boiling azeotrope) or lower than the lower boiling component (minimum boiling azeotrope). At this characteristic temperature, the same composition will exist in both the gas phase and the liquid phase. An azeotrope composition does not fractionate upon boiling or evaporation. Thus, the components of an azeotrope composition cannot be separated during a phase change.

[0027] An azeotrope composition is also characterized by a characteristic azeotropic temperature at which the bubble point pressure of the liquid phase is the same as the dew point pressure of the gas phase.

[0028] The behavior of an azeotrope composition is contrasted with that of a non-azeotrope composition, in which the liquid composition changes to a significant extent during boiling or evaporation.

[0029] For the purposes of the present disclosure, an azeotrope composition is characterized in that the composition boils at a constant characteristic temperature that is lower than the boiling points of two or more components (minimum boiling azeotrope), such that the composition is the same in both the gas phase and the liquid phase.

[0030] One of ordinary skill in the art will understand that at different pressures, the composition and boiling point of an azeotrope composition will vary to some extent. Thus, depending on the temperature and / or pressure, an azeotrope composition can have a varying composition. Thus, one of skill in the art will understand that azeotrope compositions can be defined using a range of compositions rather than a fixed composition. In addition, 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 specified pressure.

[0031] An "azeotrope-like" composition is a composition of two, three, or more components that behaves substantially like an azeotrope composition. Thus, for the purposes of the present disclosure, an azeotrope-like composition is a combination of two, three, or more different components that will boil at a substantially constant temperature when in liquid form at a given pressure and that will provide a vapor composition that is substantially the same as the composition of the liquid undergoing boiling.

[0032] Azeotrope or azeotrope-like compositions can be identified by several different methods.

[0033] For the purposes of the present disclosure, azeotropic or azeotrope-like compositions are identified experimentally using an ebulliometer (Walas, Phase Equilibria in Chemical Engineering, Butterworth-Heinemann, 1985, 533-544). An ebulliometer is designed to measure the boiling point of a liquid extremely accurately by measuring the temperature of the vapor-liquid equilibrium.

[0034] The boiling point of each individual component is measured at a constant pressure. Those skilled in the art will know that for a binary azeotropic or azeotrope-like composition, the boiling point of one of the components in the composition is initially measured. Then, the second component of the composition is added in different amounts, and the boiling point of each of the resulting compositions is measured using the ebulliometer at the constant pressure.

[0035] The measured boiling points are plotted against the composition of the tested compositions, for example, for a binary azeotrope, the amount of the second component added to the composition (expressed as mass or weight % (weight% / wt.%) or mole %). The presence of an azeotropic composition can be identified by observing the highest or lowest boiling temperature that is higher or lower than the boiling point of any individual component.

[0036] Those skilled in the art will know that azeotropic or azeotrope-like compositions are identified by comparing the change in the boiling point of the composition relative to the boiling point of the first component when the second component is added to the first component. Thus, in order to measure the change in boiling point, it is not necessary to calibrate the system to the reported boiling point of a specific component.

[0037] As used herein, the term “(Z)-1-chloro-2,3,3-trifluoroprop-1-ene” refers to HCFO-1233yd(Z), which may be abbreviated as HCFO-1233yd(Z) or R-1233yd(Z).

[0038] As used herein, the term “trans-dichloroethylene” refers to trans-1,2-dichloroethylene, which may be abbreviated as trans-DCE.

[0039] As used herein, with respect to the components of an azeotrope or azeotrope-like composition or mixture, the term "consisting essentially of" means that the composition contains the indicated components in azeotropic or azeotrope-like ratios and may contain additional components, provided that the additional components do not form a new azeotrope or azeotrope-like system. For example, an azeotrope mixture consisting essentially of two compounds is those that form a binary azeotrope, which may optionally contain one or more additional components, provided that the additional components do not render the mixture non-azeotropic and do not form an azeotrope with either one or both of the compounds (e.g., do not form a ternary or higher azeotrope). Similarly, an azeotrope mixture consisting essentially of three compounds is those that form a ternary azeotrope, which may optionally contain one or more additional components, provided that the additional components do not render the mixture non-azeotropic and do not form an azeotrope with either one or two of the compounds (e.g., do not form a quaternary or higher azeotrope).

[0040] As used herein, the singular forms "a", "an", and "the" include the plural, unless the context clearly dictates otherwise. Additionally, when an amount, concentration, or other value or parameter is given as a range, a preferred range, or a list of upper preferred values and lower preferred values, it is to be understood that all ranges formed by any pair of any upper range or preferred value and any lower range or preferred value are specifically disclosed, whether or not the ranges are separately disclosed. When a numerical range is recited herein, unless otherwise specified, the range is intended to include its end values and all integers and fractions within the range. When defining a range, it is not intended to limit the scope of the present disclosure to the specific values recited.

[0041] As used herein, the phrase "any range defined between any two of the foregoing values" literally means that any range may be selected from any two values listed prior to such phrase, regardless of whether the values are in the lower portion or the higher 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 a higher value.

[0042] As used herein, the term "effective amount" is the amount of each component that, when combined with other components, results in the formation of an azeotrope or azeotrope-like mixture.

[0043] As previously described, at the highest or lowest boiling point, the composition of the gas phase will be the same as the composition of the liquid phase. Thus, an azeotrope-like composition is a composition of components that provides a substantially constant minimum or maximum boiling point at which the composition of the gas phase will be substantially the same as the composition of the liquid phase.

[0044] II. Azeotropic or Azeotrope-Like Compositions of (Z)-1-Chloro-2,3,3-trifluoroprop-1-ene and Methanol

[0045] It has been found that (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)) forms a homogeneous, minimum-boiling azeotropic and azeotrope-like composition or mixture with methanol, and the present disclosure provides a homogeneous azeotropic or azeotrope-like composition comprising (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and methanol. The azeotropic or azeotrope-like composition preferably consists essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and methanol. The azeotropic or azeotrope-like composition can consist of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and methanol.

[0046] The inventors have found experimentally that (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and methanol form an azeotropic or azeotrope-like composition.

[0047] The present disclosure provides an azeotropic or azeotrope-like composition consisting essentially of an effective amount of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and methanol to form an azeotropic or azeotrope-like composition.

[0048] The present disclosure also provides a method of forming an azeotropic or azeotrope-like composition by combining an effective amount of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and methanol. Any of the various methods known in the art for combining two or more components to form a composition can be used in the method of the present invention. For example, (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and methanol can be mixed, blended, or otherwise combined manually and / or by machine, as part of a batch or continuous reaction and / or process, or via a combination of two or more such steps. Both (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and methanol are commercially available and can be obtained from several different suppliers. The components can be provided in the desired amounts, for example by weighing, and then these amounts can be combined.

[0049] Preferably, the azeotrope or azeotrope-like composition may comprise from about 88 wt% to 98 wt% of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, preferably from about 89.5 wt% to 93.7 wt% of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, or preferably from about 90.01 wt% to 92.52 wt% of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and from about 12 wt% to 2 wt% of methanol, preferably from about 10.5 wt% to 6.3 wt% of methanol, or preferably from about 9.99 wt% to 7.48 wt% of methanol. The azeotrope or azeotrope-like composition may also comprise about 91.1 wt% of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and 8.9 wt% of methanol. Preferably, the azeotrope or azeotrope-like composition of the present disclosure has a boiling point of about 49.680 °C ± 0.001 °C at a pressure of about 14.7 psia ± 0.2 psia.

[0050] In other words, the azeotrope or azeotrope-like composition comprises, consists essentially of, or consists of: from about 88 wt% to 98 wt% of R1233yd(Z) and from about 12 wt% to 2 wt% of methanol, from about 89.5 wt% to 93.7 wt% of R1233yd(Z) and from about 10.5 wt% to 6.3 wt% of methanol, from about 90.01 wt% to 92.52 wt% of R1233yd(Z) and from about 9.99 wt% to 7.48 wt% of methanol, or about 91.1 wt% of R1233yd(Z) and 8.9 wt% of methanol.

[0051] The azeotrope-like composition may comprise from about 88 wt% to 94 wt% of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, preferably from about 90.0 wt% to 92.2 wt% of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, or preferably from about 90.6 wt% to 91.7 wt% of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and from about 12 wt% to 6 wt% of methanol, preferably from about 10.0 wt% to 7.8 wt% of methanol, or preferably from about 9.4 wt% to 8.3 wt% of methanol.

[0052] The true azeotrope is about 91.1 wt% of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and 8.9 wt% of methanol and has a boiling point of about 49.66 °C ± 0.01 °C at a pressure of about 14.7 psia ± 0.2 psia.

[0053] In other words, the azeotrope or azeotrope-like composition consists essentially of or consists of about 88 wt % to 94 wt % HCFO-1233yd(Z) and 12 wt % to 6 wt % methanol, about 90.0 wt % to 92.2 wt % HCFO-1233yd(Z) and 10.0 wt % to 7.8 wt % methanol, about 90.6 wt % to 91.7 wt % HCFO-1233yd(Z) and 9.4 wt % to 8.3 wt % methanol, or about 91.1 wt % HCFO-1233yd(Z) and 8.9 wt % methanol.

[0054] The azeotrope or azeotrope-like composition may preferably consist essentially of or consist of the above-recited amounts of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and methanol.

[0055] The present disclosure also provides a composition, preferably a solvent composition comprising an azeotrope or azeotrope-like composition. For example, a composition is provided, preferably a solvent composition comprising at least about 5 wt % of an azeotrope or azeotrope-like composition, or at least about 15 wt % of an azeotrope or azeotrope-like composition, or at least about 50 wt % of an azeotrope or azeotrope-like composition, or at least about 70 wt % of an azeotrope or azeotrope-like composition, or at least about 90 wt % of an azeotrope or azeotrope-like composition.

[0056] III. Azeotropic or Azeotrope-Like Compositions of (Z)-1-Chloro-2,3,3-trifluoroprop-1-ene and Ethanol

[0057] It has been discovered that (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)) also forms a homogeneous, minimum boiling azeotrope and azeotrope-like composition or mixture with ethanol, and the present disclosure provides a homogeneous azeotrope or azeotrope-like composition consisting essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and ethanol. The azeotrope or azeotrope-like composition may preferably consist essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and ethanol, consist essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and ethanol, or the azeotrope or azeotrope-like composition may consist of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and ethanol.

[0058] The present inventors have experimentally discovered that (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and ethanol form an azeotrope or azeotrope-like composition.

[0059] The azeotrope or azeotrope-like composition of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and ethanol is a binary azeotrope containing only the aforementioned two components and no other components.

[0060] The present disclosure provides an azeotropic or azeotrope-like composition that consists essentially of effective amounts of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and ethanol to form an azeotropic or azeotrope-like composition.

[0061] The present disclosure also provides a method of forming an azeotropic or azeotrope-like composition by mixing, combining, or blending effective amounts of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and ethanol. Any of the various methods known in the art for combining two or more components to form a composition can be used in the method of the present invention. For example, (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and ethanol can be mixed, blended, or otherwise combined manually and / or by machine, as part of a batch or continuous reaction and / or process, or via a combination of two or more such steps. Both (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and ethanol are commercially available and can be obtained from several different suppliers. The components can be provided in the desired amounts, for example, by weighing, and then these amounts are combined.

[0062] Preferably, the azeotropic or azeotrope-like composition can comprise from about 89.5 wt% to 99.9 wt% of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, preferably from about 90 wt% to 98.0 wt% of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, or preferably from about 95.04 wt% to 96.02 wt% of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and from about 0.1 wt% to 10.5 wt% of ethanol, preferably from about 2 wt% to 10 wt% of ethanol, or preferably from about 3.98 wt% to 4.96 wt% of ethanol. The azeotropic or azeotrope-like composition can also comprise about 95.9 wt% of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and 4.1 wt% of ethanol. Preferably, the azeotropic or azeotrope-like composition of the present disclosure has a boiling point of about 53.506 °C ± 0.001 °C at a pressure of about 14.7 psia ± 0.2 psia.

[0063] In other words, the azeotropic or azeotrope-like composition comprises, consists essentially of, or consists of: from about 89.5 wt% to 99.9 wt% of R1233yd(Z) and from about 0.1 wt% to 10.5 wt% of ethanol, from about 90 wt% to 98.0 wt% of R1233yd(Z) and from about 2 wt% to 10 wt% of ethanol, from about 95.04 wt% to 96.02 wt% of R1233yd(Z) and from about 3.98 wt% to 3.46 wt% of ethanol, or from about 95.9 wt% of R1233yd(Z) and 4.1 wt% of ethanol.

[0064] An azeotrope-like composition may comprise from about 92.5 wt% to 99.9 wt% of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, preferably from about 94.8 wt% to 97.5 wt% of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, or preferably from about 95.3 wt% to 96.4 wt% of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and from about 7.5 wt% to 0.1 wt% of ethanol, preferably from about 5.2 wt% to 2.5 wt% of ethanol, or preferably from about 4.7 wt% to 3.6 wt% of ethanol.

[0065] The true azeotrope is about 95.9 wt% of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and 4.1 wt% of ethanol and has a boiling point of about 53.50 °C ± 0.01 °C at a pressure of about 14.7 psia ± 0.2 psia.

[0066] In other words, the azeotrope or azeotrope-like composition consists essentially of or consists of: from about 92.5 wt% to 99.9 wt% of HCFO-1233yd(Z) and from 7.5 wt% to 0.1 wt% of ethanol, from about 94.8 wt% to 97.5 wt% of HCFO-1233yd(Z) and from 5.2 wt% to 2.5 wt% of ethanol, from about 95.3 wt% to 96.4 wt% of HCFO-1233yd(Z) and from 4.7 wt% to 3.6 wt% of ethanol or about 95.9 wt% of HCFO-1233yd(Z) and 4.1 wt% of ethanol.

[0067] The azeotrope or azeotrope-like composition may consist essentially of the above amounts of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and ethanol, or consist of the above amounts of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and ethanol.

[0068] The present disclosure also provides a composition comprising an azeotrope or azeotrope-like composition. For example, a composition is provided that comprises at least about 5 wt% of an azeotrope or azeotrope-like composition, or at least about 15 wt% of an azeotrope or azeotrope-like composition, or at least about 50 wt% of an azeotrope or azeotrope-like composition, or at least about 70 wt% of an azeotrope or azeotrope-like composition, or at least about 90 wt% of an azeotrope or azeotrope-like composition.

[0069] IV. Ternary Azeotropic or Azeotrope-Like Compositions of (Z)-1-Chloro-2,3,3-trifluoroprop-1-ene, Methanol, and trans-Dichloroethylene

[0070] It has been discovered that (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)) forms homogeneous, minimum boiling azeotropes and azeotrope-like compositions or mixtures with methanol and trans-dichloroethylene (trans-DCE), and the present disclosure provides homogeneous azeotropes or azeotrope-like compositions that preferably consist essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol, and trans-dichloroethylene. The azeotrope or azeotrope-like composition may consist of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol, and trans-dichloroethylene.

[0071] It has been experimentally shown that (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol and trans-dichloroethylene form an azeotrope or azeotrope-like composition.

[0072] The azeotrope or azeotrope-like composition of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol and trans-dichloroethylene may be a ternary azeotrope comprising only the aforementioned three components and no other components.

[0073] The azeotrope or azeotrope-like composition of the present invention may preferably consist essentially of the combination of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol, and trans-dichloroethylene. The azeotrope or azeotrope-like composition of the present invention may consist essentially of the combination of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol, and trans-dichloroethylene.

[0074] The present disclosure also provides a method for forming an azeotrope or azeotrope-like composition by combining an effective amount of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol and trans-dichloroethylene. Any of the various methods known in the art for combining two or more components to form a composition can be used in the method of the present invention. For example, (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol and trans-dichloroethylene can be mixed, blended or otherwise combined manually and / or by machine as part of a batch or continuous reaction and / or process, or mixed, blended or otherwise combined via a combination of two or more such steps. Each of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol and trans-dichloroethylene is commercially available and can be purchased from several different suppliers. The components can be provided in the desired amount, such as by weighing, and then combining these amounts.

[0075] Figure 7A and Figure 7Bis a ternary composition diagram of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), methanol, and trans-dichloroethylene (trans-DCE), where the total concentration of the foregoing substances is 100% by weight, and the following points (or compositions) are the vertices of the quadrilateral boundary composition of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), methanol, and trans-dichloroethylene (trans-DCE).

[0076] As Figure 7A and Figure 7B shown, an azeotropic or azeotrope-like composition of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), methanol, and trans-dichloroethylene (trans-DCE) can consist essentially of a composition preferably in the region enclosed by the points (or compositions) "A", "B", "C", and "D", where point "A" is 0.9% by weight / 8.2% by weight / 90.9% by weight HCFO-1233yd(Z) / methanol / trans-DCE, point "B" is 0.9% by weight / 13.7% by weight / 85.4% by weight HCFO-1233yd(Z) / methanol / trans-DCE, point "C" is 39.6% by weight / 8.3% by weight / 52.1% by weight HCFO-1233yd(Z) / methanol / trans-DCE, and point "D" is 41.1% by weight / 4.9% by weight / 54.0% by weight HCFO-1233yd(Z) / methanol / trans-DCE.

[0077] More preferably, an azeotropic or azeotrope-like composition of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), methanol, and trans-dichloroethylene (trans-DCE) can consist essentially of a composition in the region enclosed by the points (or compositions) "E", "F", "G", and "H", where point "E" is 3.9% by weight / 8.7% by weight / 87.4% by weight HCFO-1233yd(Z) / methanol / trans-DCE, point "F" is 3.8% by weight / 11.8% by weight / 84.4% by weight HCFO-1233yd(Z) / methanol / trans-DCE, point "G" is 27.4% by weight / 8.9% by weight / 63.7% by weight HCFO-1233yd(Z) / methanol / trans-DCE, and point "H" is 28.1% by weight / 6.5% by weight / 65.4% by weight HCFO-1233yd(Z) / methanol / trans-DCE.

[0078] Most preferably, the azeotrope or azeotrope-like composition of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), methanol and trans-dichloroethylene (trans-DCE) may consist essentially of the composition in the region surrounded by points (or compositions) "I", "J", "K" and "L", wherein point "I" is 6.7 wt% / 9.2 wt% / 84.1 wt% HCFO-1233yd(Z) / methanol / trans-DCE. % / 9.2 wt% / 83.3 wt% HCFO-1233yd(Z) / methanol / trans-DCE, point "J" is 6.7 wt% / 10.0 wt% / 83.3 wt% HCFO-1233yd(Z) / methanol / trans-DCE, point "K" is 7.4 wt% / 9.9 wt% / 82.7 wt% HCFO-1233yd(Z) / methanol / trans-DCE, and point "L" is 7.5 wt% / 9.2 wt% / 83.3 wt% HCFO-1233yd(Z) / methanol / trans-DCE.

[0079] The azeotrope composition may also consist essentially of about 7.02 weight percent (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, about 9.85 weight percent methanol, and about 83.13 weight percent trans-dichloroethylene.

[0080] Preferably, the azeotrope compositions of the present disclosure have a boiling point of about 41.746°C ± 0.001°C at a pressure of about 14.7 psia ± 0.2 psia.

[0081] V. Ternary Azeotropic or Azeotrope-Like Compositions of (Z)-1-Chloro-2,3,3-trifluoroprop-1-ene, Ethanol, and trans-Dichloroethylene

[0082] It has been discovered that (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)) forms homogeneous, minimum boiling azeotropes and azeotrope-like compositions or mixtures with ethanol and trans-dichloroethylene (trans-DCE), and the present disclosure provides homogeneous azeotropes or azeotrope-like compositions that preferably consist essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and trans-dichloroethylene. The azeotrope or azeotrope-like composition may consist of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and trans-dichloroethylene.

[0083] It has been discovered that (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and trans-dichloroethylene form azeotropes or azeotrope-like compositions.

[0084] The azeotrope or azeotrope-like composition of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol and trans-dichloroethylene may be a ternary azeotrope comprising only the aforementioned three components and no other components.

[0085] The azeotrope or azeotrope-like composition of the present invention may preferably consist essentially of a combination of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and trans-dichloroethylene. The azeotrope or azeotrope-like composition of the present invention may consist of a combination of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and trans-dichloroethylene.

[0086] The present disclosure also provides a method for forming an azeotrope or azeotrope-like composition by combining effective amounts of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and trans-dichloroethylene. Any of the various methods known in the art for combining two or more components to form a composition can be used in the method of the present invention. For example, (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and trans-dichloroethylene can be mixed, blended, or otherwise combined manually and / or by machine, as part of a batch or continuous reaction and / or process, or via a combination of two or more such steps. Each of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and trans-dichloroethylene is commercially available and can be purchased from several different suppliers. The components can be provided in the desired amounts, for example, by weighing, and then these amounts can be combined.

[0087] Figure 8A and Figure 8B are ternary composition diagrams with (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), ethanol, and trans-dichloroethylene (trans-DCE), where the total concentration of the foregoing substances is 100 wt%, and the following points (or compositions) are the vertices of the quadrilateral boundary composition of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), ethanol, and trans-dichloroethylene (trans-DCE).

[0088] As Figure 8A and Figure 8BAs shown, an azeotropic or azeotrope-like composition of HCFO-1233, (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), ethanol, and trans-DCE can consist essentially of a composition preferably in the region bounded by the points (or compositions) “M”, “N”, “O”, and “P”, where point “M” is 1.0 wt% / 1.0 wt% / 98.0 wt% HCFO-1233yd(Z) / ethanol / trans-DCE, point “N” is 0.9 wt% / 9.0 wt% / 90.1 wt% HCFO-1233yd(Z) / ethanol / trans-DCE, point “O” is 33.3 wt% / 6.1 wt% / 60.6 wt% HCFO-1233yd(Z) / ethanol / trans-DCE, and point “P” is 35.3 wt% / 0.6 wt% / 64.1 wt% HCFO-1233yd(Z) / ethanol / trans-DCE.

[0089] More preferably, an azeotropic or azeotrope-like composition of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), ethanol, and trans-dichloroethylene (trans-DCE) can consist essentially of a composition in the region bounded by the points (or compositions) “Q”, “R”, “S”, and “T”, where point “Q” is 13.4 wt% / 2.5 wt% / 84.1 wt% HCFO-1233yd(Z) / ethanol / trans-DCE, point “R” is 12.9 wt% / 6.5 wt% / 80.6 wt% HCFO-1233yd(Z) / ethanol / trans-DCE, point “S” is 31.6 wt% / 5.1 wt% / 63.3 wt% HCFO-1233yd(Z) / ethanol / trans-DCE, and point “T” is 32.7 wt% / 2.0 wt% / 65.3 wt% HCFO-1233yd(Z) / ethanol / trans-DCE.

[0090] Most preferably, an azeotropic or azeotrope-like composition of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), ethanol, and trans-dichloroethylene (trans-DCE) can consist essentially of a composition within the region bounded by the points (or compositions) "U", "V", "W", and "X", where point "U" is 22.2 wt% / 3.7 wt% / 74.1 wt% HCFO-1233yd(Z) / ethanol / trans-DCE, point "V" is 22.1 wt% / 4.4 wt% / 73.5 wt% HCFO-1233yd(Z) / ethanol / trans-DCE, point "W" is 27.4 wt% / 4.1 wt% / 68.5 wt% HCFO-1233yd(Z) / ethanol / trans-DCE, and point "X" is 27.6 wt% / 3.4 wt% / 69.0 wt% HCFO-1233yd(Z) / ethanol / trans-DCE.

[0091] The azeotropic composition can also consist essentially of about 25.04 wt% of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, about 4.11 wt% of ethanol, and about 70.85 wt% of trans-dichloroethylene.

[0092] Preferably, the azeotropic composition of the present disclosure has a boiling point of about 45.560 °C ± 0.002 °C at a pressure of about 14.7 psia ± 0.2 psia.

[0093] VI. Solvent Applications of Azeotropic and Azeotrope-Like Compositions Containing (Z)-1-Chloro-2,3,3-trifluoroprop-1-ene

[0094] The present disclosure contemplates solvent compositions and their solvent applications that include an azeotropic or azeotrope-like composition of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)) with ethanol, methanol, ethanol and trans-dichloroethylene (trans-DCE), or methanol and trans-dichloroethylene (trans-DCE), namely, solvent compositions 1 - 4.

[0095] Each of solvent compositions 1 - 4 can contain, consist essentially of, or consist of an azeotropic or azeotrope-like composition in an amount of at least about 5 wt%, preferably at least about 15 wt%, more preferably at least about 30 wt%, more preferably at least about 50 wt%, more preferably at least about 60 wt%, more preferably at least about 70 wt%, more preferably at least about 90 wt%, more preferably at least about 95 wt% by weight of the composition, and more preferably at least about 99 wt% by weight of the composition.

[0096] It should be understood that any one of the above amounts can be used to provide endpoints for the range of the amount of the azeotrope or azeotrope-like composition in the solvent composition. For example, the azeotrope or azeotrope-like composition can be present in an amount of about 1% to about 99% by weight of the composition, or about 5% to 95% by weight of the composition, or about 10% to about 90% by weight of the composition, or about 15% to about 70% by weight of the composition, or about 30% to about 60% by weight of the composition, or about 40% to 50% by weight of the composition, or about 90% to about 99% by weight of the composition.

[0097] It should be understood that Solvent Compositions 1 - 4 can consist essentially of an azeotrope or azeotrope-like composition. Solvent Compositions 1 - 4 can consist of an azeotrope or azeotrope-like composition.

[0098] Each of Solvent Compositions 1 - 4 can independently contain one or more cosolvents selected from the group consisting of straight-chain, branched-chain or cyclic hydrocarbons, ketones, esters, ethers, acetals, trans-dichloroethylene (trans-DCE), alcohols (preferably methanol, ethanol or propanol), HCFO-1233zd(E), HCFO-1233zd(Z), HCFO-1336mzz(E), HCFO-1336mzz(Z), HFE-347, methoxytridecafluorooctene isomers, and combinations thereof. Preferred cosolvents include trans-dichloroethylene (trans-DCE), ethanol and propanol. It should be understood that propanol can be n-propanol or isopropanol, preferably isopropanol.

[0099] The cosolvent can be present in an amount of at least about 1% by weight, at least about 10% by weight, at least about 30% by weight, at least about 50% by weight, at least about 70% by weight, at least about 90% by weight or at least about 99% by weight of the composition.

[0100] It should be understood that any one of the above amounts can be used to provide endpoints for the range of the amount of the cosolvent in the solvent composition. For example, the cosolvent can be present in an amount of about 1% to about 99% by weight of the composition, or about 10% to about 90% by weight of the composition, or about 30% to about 70% by weight of the composition, or about 40% to about 50% of the composition, or about 1% to about 10% by weight of the composition, or about 40% to about 90% by weight of the composition.

[0101] It should be understood that each of Solvent Compositions 1 - 4 can contain an azeotrope or azeotrope-like composition and one or more of the specified cosolvents, consist essentially of them or consist of them.

[0102] When the cosolvent is an alcohol (preferably ethanol or propanol), it is preferably present in an amount of from about 1% to about 10% by weight of the solvent composition. The azeotrope or azeotrope-like composition is present in an amount of from about 90% to about 99% by weight of the solvent composition. Solvent compositions 1 - 4 may consist essentially of an azeotrope or azeotrope-like composition and an alcohol (preferably ethanol or propanol). The solvent composition may consist of an azeotrope or azeotrope-like composition and an alcohol (preferably ethanol or propanol). The propanol may be n-propanol or isopropanol, preferably isopropanol.

[0103] Each of solvent compositions 1 - 4 preferably has a GWP of no greater than about 1000, more preferably no greater than about 500, and even more preferably no greater than about 150.

[0104] Each of solvent compositions 1 - 4 may contain corrosion inhibitors, surfactants, stabilizers, inhibitors, and other aids that contribute to or enhance the functionality of the composition. Examples of stabilizers include nitroalkanes, alkylene oxides, and phosphites.

[0105] As an embodiment of the present invention, the solvent compositions 1 - 4 described herein can be used as solvents for cleaning various polar contaminants or soils (such as rosin-based fluxes, water-based machining fluids, fingerprints, lubricants) or removing coatings (such as paints and adhesives, etc.) from various substrates by wiping, vapor degreasing, aerosol, or other means. In certain preferred embodiments, the cleaning composition can be used for vapor degreasing, wiping, and aerosol spray applications.

[0106] Accordingly, the present invention relates to the use of a composition comprising an azeotrope or azeotrope-like composition as disclosed herein as a solvent, wherein the composition may optionally contain a cosolvent. Preferably, the cosolvent is an alcohol selected from ethanol, n-propanol, or isopropanol. Alternatively, the composition may consist essentially of an azeotrope or azeotrope-like composition as disclosed herein.

[0107] The use of an alcohol in solvent compositions 1 - 4 enables the azeotrope or azeotrope-like composition to effectively remove such polar contaminants, which cannot be effectively removed by (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)) alone.

[0108] The present invention provides a method for removing contaminants from an article, the method comprising contacting the contaminated article with any one of solvent composition 1-solvent composition 4. Preferably, the method comprises applying any one of solvent composition 1-solvent composition 4 to the article containing the contaminants by a vapor degreasing or solvent cleaning method. Such methods are particularly preferred for certain applications, especially those applications where the dirt is particularly complex and difficult to remove. Those skilled in the art understand that the present method has applicability to a variety of different cleaning and residue removal techniques, and all such techniques are within the broad scope of the present invention.

[0109] Preferred vapor degreasing and solvent cleaning methods include the step of exposing the article to the vapor of a boiling solvent composition, preferably at room temperature (e.g., about 25° C.). The condensation of the vapor on the object has the advantage of providing a relatively clean distilled solvent to wash away grease or other contaminants. Such methods thus have the additional advantage that the final evaporation of the present solvent composition from the object leaves relatively less residue than would be the case if the object were washed in a liquid solvent alone.

[0110] For applications where the article includes difficult-to-remove contaminants, it is preferred that the present method involves raising the temperature of Solvent Composition 1-Solvent Composition 4 to above ambient temperature (e.g., above about 25° C.) or to any other temperature effective in such applications to significantly improve the cleaning action of the solvent. Such methods are also generally preferred for high-volume assembly line operations where cleaning of articles, especially metal parts and components, must be accomplished effectively and quickly.

[0111] Preferably, the cleaning method of the present invention comprises immersing the article to be cleaned in a liquid solvent at an elevated temperature, and even more preferably at about the boiling point of the solvent composition. In such operations, this step preferably removes a large amount and even more preferably a vast majority of the target contaminants from the article. Preferably, then after this step, the article is immersed in a solvent (preferably a freshly distilled solvent) having a temperature lower than that of the liquid solvent in the preceding immersion step, preferably about ambient temperature or room temperature (e.g., about 25° C.). The preferred method also comprises the step of then contacting the article with a relatively hot vapor of the present solvent composition, preferably by exposing the article to solvent vapor rising from the hot / boiling solvent associated with the first mentioned immersion step. This preferably results in condensation of the solvent vapor on the article. It should be understood that the article may be sprayed with a distilled solvent before the final rinse.

[0112] It is contemplated that many kinds and types of vapor degreasing equipment can be used in conjunction with the present method. An example of such equipment and its operation is disclosed by Sherliker et al. in U.S. Patent 3,085,918, which is incorporated herein by reference. The equipment disclosed by Sherliker et al. includes a boiling sump for containing a solvent composition, a cleaning sump for containing distilled solvent, a water separator, and other auxiliary equipment.

[0113] The cleaning method may also include cold cleaning, wherein the contaminated article is immersed in any one of Solvent Compositions 1 - 4 at ambient temperature or room temperature conditions (e.g., about 25°C), or wiped with a rag or similar object impregnated with the solvent under such conditions. Additionally, the method may include the step of applying the solvent composition to the article by spraying the composition onto the article.

[0114] Each of Solvent Compositions 1 - 4 is capable of effectively displacing water from a wide range of substrates, including but not limited to: metals such as stainless steel, aluminum alloy, and brass; glass and ceramic surfaces such as glass, borosilicate glass, and unglazed alumina; silica such as silicon wafers; calcined alumina; etc. Additionally, Solvent Compositions 1 - 4 do not form a significant emulsion with the displaced water or form only a trace amount of such an emulsion.

[0115] Each of Solvent Compositions 1 - 4 can be used to clean and / or dry non - absorbent substrates and articles constructed of materials such as metals, glass, ceramics, etc. Accordingly, the present invention provides a method for drying a substrate surface, the method comprising the steps of: contacting the substrate with any one of Solvent Compositions 1 - 4, and then removing the solvent composition from the article.

[0116] The manner of contact is not critical and can vary widely. For example, the article can be immersed in a container of the composition, or the article can be sprayed with the composition. Complete immersion of the article is preferred as it ensures contact between all exposed surfaces of the article and the composition. Any method that provides such contact can be used. Generally, the contact time is at most about 10 minutes, but this time is not critical and longer times can be used if desired.

[0117] The contact temperature can also vary widely depending on the boiling point of the solvent composition. Generally, the temperature is equal to or less than about such boiling point. After the contact step, the article is removed from contact with the composition, and removal of the composition adhering to the exposed surface of the article is effected by any conventional means such as evaporation.

[0118] Each of Solvent Compositions 1 - 4 can be used in aerosol and / or sprayable compositions. Preferably, the aerosol and / or sprayable compositions can have one or more additives designed for this use, such as propellants, atomizing agents, etc.

[0119] Each of Solvent Compositions 1 - 4 can be used as a carrier. For example, the solvent composition can be used as a carrier for organic substances such as lubricants, coating materials, mold release agents, water / oil repellents, oils or greases. The oil can be mineral oil, cutting oil or silicone oil.

[0120] It should also be understood that each of Solvent Compositions 1 - 4 can be used as a carrier for flavoring preparations or fragrance preparations.

[0121] In the manufacture of electronic circuit components, contamination can accumulate at various steps of the manufacturing process. One of the final steps in the manufacturing process is the application of a soldering flux, followed by various soldering operations. The cleanliness of electronic circuit components such as printed circuit boards is critical for their proper functioning and reliability. However, in practice, it has proven difficult to effectively remove these fluxes. Therefore, each of Solvent Compositions 1 - 4 can be used to clean electronic circuit components (such as printed circuit boards) during their manufacture. In this use, the solvent composition can remove flux residues from the electronic circuit components. The flux can be rosin or non - rosin (or water - soluble) flux.

[0122] Each of Solvent Compositions 1 - 4 can be used to solubilize oils (such as mineral oil, cutting oil or silicone oil).

[0123] Each of Solvent Compositions 1 - 4 can also be used as an extractant. For example, they can be used to extract organic compounds (e.g., they can be used to extract biomass or fragrances from plant materials).

[0124] Examples

[0125] Ebulliometer Studies - Binary Method :

[0126] For Examples 1 and 2 below, an isobaric ebulliometer consisting of five parts was used to measure the boiling point temperature: (1) a boiler, (2) an equilibration section, (3) a reservoir, (4) a Cottrell lift pump, and (5) a condenser. The Cottrell lift pump was used to transport the liquid and vapor upward from the boiler area to the equilibration section. At a pressure of 14.7 psia, the top or reflux condenser of the ebulliometer was cooled with a circulating cooling fluid (50 / 50 water / propylene glycol) to obtain a temperature of approximately 15 °C, which is significantly lower than the standard boiling points of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)) at 54.106 °C, methanol at 64.7 °C, ethanol at 78.37 °C, and trans-dichloroethylene (trans-DCE) at 47.7 °C. In this way, it was ensured that all the vapor was condensed and flowed back into the equilibration section, so that the liquid and gas phases were in equilibrium. The equilibration section was equipped with a calibrated resistance temperature detector (RTD) with a measurement / error accuracy of ±0.001 °C.

[0127] The isobaric ebulliometer was used to measure the boiling point temperature of pure and mixed fluids at ambient pressure, which was set via a pressure controller maintaining a nitrogen atmosphere at 14.7 psia. Approximately 50 mL of a first fluid was charged into the boiler and heated to reflux so that the vapor / liquid was pumped via the Cottrell pump to the reflux condenser and the equilibration section. When the temperature of the condensed fluid reached a constant value, a second fluid was added to the boiler in measured increments. A sufficient time delay was allowed between each addition of the second fluid to achieve proper mixing and thermodynamic equilibrium of the two fluids.

[0128] Measurements were first carried out by introducing approximately 1 mL to 5 mL of ethanol or methanol with a purity of >99 area % as determined by gas chromatography (GC) via a syringe pump capable of resolving 0.001 mL into the ebulliometer. The liquid was boiled, and the equilibrium temperature of the ethanol or methanol at the controlled gas pressure was recorded. Then, (Z)-1-chloro-2,3,3-trifluoroprop-1-ene with a purity of >99.9 area % as determined by gas chromatography (GC) was introduced into the ebulliometer in small measured increments via an autosampler pump. After adding a predetermined amount of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene to the ebulliometer, the system was allowed to equilibrate for about five to thirty minutes, and then the equilibrium temperature of the condensed vapor-liquid mixture was recorded.

[0129] Composition and boiling point data were obtained in the composition range of 0 wt% to 100 wt% of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and are shown in Tables 1 and 2 below, which show the lowest temperature indicating the formation of an azeotrope. These data are also shown in Figure 1 and Figure 2 are shown.

[0130] Example 1: Ebulliometer Study of (Z)-1-Chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)) and MethanolFigure 1

[0131] In the temperature versus weight percentage curve of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene ( Table 1 Relationship between the Composition of HCFO-1233yd(Z) and Methanol and the Boiling Point Temperature at 14.7 psia ), the lowest boiling point temperature was observed at 92.52 wt% of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and 7.48 wt% of methanol, which indicates a minimum-boiling azeotrope. The observed temperature and composition data are given in Table 1.

[0132] Example 2 – Ebulliometer Study of (Z)-1-Chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)) and Ethanol 。

[0133]

[0134]

[0135] In view of the above data, temperature slip and relative volatility are applied to determine azeotropic and azeotrope-like compositions.

[0136] Both the temperature slip and relative volatility of a mixture can be derived from thermodynamic measurements (such as those collected via an isobaric ebulliometer), which are subject to material balance and thermodynamic constraints. Several methods for deriving temperature slip and relative volatility from thermodynamic measurements are described in Sandler, S.I. (2006). Chapter 10: Vapor-Liquid Equilibrium in Mixtures. In Chemical, Biochemical, and Engineering Thermodynamics (4th Edition, pp. 489–574), which includes constraining thermodynamic consistency through the fundamental Gibbs-Duhem relation and resolving the gas-phase composition from the measurements through a combined mass balance and equilibrium criterion (commonly known as the Rachford-Rice equation or algorithm). Through this derivation, the relationships between equilibrium composition, temperature, and pressure are established, thus allowing the assessment of temperature slip and relative volatility.

[0137] For a given composition, by definition, the temperature slip is the difference between the saturated vapor temperature and the saturated liquid temperature at a fixed pressure in thermodynamic equilibrium. Thus, the temperature slip of an azeotropic composition is zero, and the temperature slip of an azeotrope-like composition is essentially close to zero. It has been determined that a temperature slip of less than 0.5 °C is essentially close to zero, and thus compositions that satisfy such a temperature slip are considered azeotrope-like. This is a wide azeotrope-like range.

[0138] By definition, relative volatility is the ratio of the ratio of the vapor composition to the liquid composition of the most volatile component at a fixed pressure in thermodynamic equilibrium to the ratio of the vapor composition to the liquid composition of the less volatile component. Thus, the relative volatility of an azeotropic composition is 1.0, and the relative volatility of an azeotrope-like composition is substantially close to 1.0. It has been determined that a relative volatility of 1.1 is substantially close to 1.0, and thus compositions that meet such relative volatility are considered azeotrope-like. This is the intermediate azeotrope-like range.

[0139] In addition, it has been determined that a relative volatility of 1.05 is substantially close to 1.0, and thus compositions that meet such relative volatility are considered azeotrope-like. This is the narrow azeotrope-like range.

[0140] Based on the above, an azeotrope-like composition may comprise from about 88 wt% to 94 wt% of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, preferably from about 90.0 wt% to 92.2 wt% of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, or preferably from about 90.6 wt% to 91.7 wt% of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and from about 12 wt% to 6 wt% of methanol, preferably from about 10.0 wt% to 7.8 wt% of methanol, or preferably from about 9.4 wt% to 8.3 wt% of methanol.

[0141] The true azeotrope is about 91.1 wt% of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and 8.9 wt% of methanol, and has a boiling point of about 49.66 °C ± 0.01 °C at a pressure of about 14.7 psia ± 0.2 psia.

[0142] In other words, the azeotropic or azeotrope-like composition consists essentially of or consists of: from about 88 wt% to 94 wt% of HCFO-1233yd(Z) and from 12 wt% to 6 wt% of methanol, from about 90.0 wt% to 92.2 wt% of HCFO-1233yd(Z) and from 10.0 wt% to 7.8 wt% of methanol, from about 90.6 wt% to 91.7 wt% of HCFO-1233yd(Z) and from 9.4 wt% to 8.3 wt% of methanol or about 91.1 wt% of HCFO-1233yd(Z) and 8.9 wt% of methanol.

[0143] Figure 2 Table 2 Relationship between the Composition of HCFO-1233yd(Z) and Ethanol and the Boiling Point Temperature at 14.7 psia.

[0144] In the temperature versus weight percentage curve of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene ( Ebulliometer Studies - Ternary Method)In [the reference], the lowest boiling point temperature was observed at 96.02 wt% (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and 3.98 wt% ethanol, which indicates a minimum-boiling azeotrope. The observed temperature and composition data are given in Table 2.

[0145] Figures 3 to 6

[0146]

[0147]

[0148] In view of the above data, temperature slip and relative volatility are applied to determine azeotrope and azeotrope-like compositions.

[0149] Both the temperature slip and relative volatility of a mixture can be derived from thermodynamic measurements (such as those collected via an isobaric ebulliometer), which is subject to material balance and thermodynamic constraints. Several methods for deriving temperature slip and relative volatility from thermodynamic measurements are described in Sandler, S. I. (2006). Chapter 10: Vapor-Liquid Equilibrium in Mixtures. In Chemical, Biochemical, and Engineering Thermodynamics (4th Edition, pp. 489 - 574), which includes constraining thermodynamic consistency through the fundamental Gibbs-Duhem relation, and resolving the gas-phase composition from the measurements through a combined mass balance and equilibrium criterion (commonly known as the Rachford-Rice equation or algorithm). Through this derivation, the relationship between the equilibrium composition, temperature, and pressure is established, thus allowing the evaluation of temperature slip and relative volatility.

[0150] For a given composition, by definition, the temperature slip is the difference between the saturated vapor temperature and the saturated liquid temperature at a fixed pressure in thermodynamic equilibrium. Therefore, the temperature slip of an azeotrope composition is zero, and the temperature slip of an azeotrope-like composition is essentially close to zero. It has been determined that a temperature slip less than 0.5 °C is essentially close to zero, and thus compositions that meet such temperature slip are considered azeotrope-like. This is a wide azeotrope-like range.

[0151] By definition, relative volatility is the ratio of the ratio of the vapor composition to the liquid composition of the most volatile component at a fixed pressure in thermodynamic equilibrium to the ratio of the vapor composition to the liquid composition of the less volatile component. Thus, the relative volatility of an azeotropic composition is 1.0, and the relative volatility of an azeotrope-like composition is substantially close to 1.0. It has been determined that a relative volatility of 1.1 is substantially close to 1.0, and thus compositions that meet such relative volatility are considered azeotrope-like. This is the intermediate azeotrope-like range.

[0152] In addition, it has been determined that a relative volatility of 1.05 is substantially close to 1.0, and thus compositions that meet such relative volatility are considered azeotrope-like. This is the narrow azeotrope-like range.

[0153] Based on the above, the azeotrope-like composition may comprise from about 92.5 wt% to 99.9 wt% of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, preferably from about 94.8 wt% to 97.5 wt% of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, or preferably from about 95.3 wt% to 96.4 wt% of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and from about 7.5 wt% to 0.1 wt% of ethanol, preferably from about 5.2 wt% to 2.5 wt% of ethanol, or preferably from about 4.7 wt% to 3.6 wt% of ethanol.

[0154] The true azeotrope is about 95.9 wt% of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and 4.1 wt% of ethanol, and has a boiling point of about 53.50 °C ± 0.01 °C at a pressure of about 14.7 psia ± 0.2 psia.

[0155] In other words, the azeotrope or azeotrope-like composition consists essentially of or consists of: from about 92.5 wt% to 99.9 wt% of HCFO-1233yd(Z) and from 7.5 wt% to 0.1 wt% of ethanol, from about 94.8 wt% to 97.5 wt% of HCFO-1233yd(Z) and from 5.2 wt% to 2.5 wt% of ethanol, from about 95.3 wt% to 96.4 wt% of HCFO-1233yd(Z) and from 4.7 wt% to 3.6 wt% of ethanol or about 95.9 wt% of HCFO-1233yd(Z) and 4.1 wt% of ethanol.

[0156] Example 3 – Ebulliometer Study of (Z)-1-Chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), Methanol, and trans-Dichloroethylene (trans-DCE)

[0157] For Examples 3 and 4 below, the boiling point temperature was measured using an isobaric ebulliometer and the procedure as described by the binary method, with the key exception that the composition of the initial 50 mL charge was not a single pure component. First, a binary mixture following a line of fixed composition ratio was determined, whereby the addition of a third component produced a global minimum temperature relative to the pure components and the binary azeotrope. Along this curve, the boiling temperature was measured and a global minimum was observed. For example, an initial mixture of methanol and trans - dichloroethylene (trans - DCE) with compositions of 10.5 wt% and 89.5 wt% respectively was charged to the isobaric ebulliometer, and a third component, namely (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), was added incrementally until a minimum boiling temperature of 41.747 °C was detected, as shown in Table 3 of Example 3. As a confirmation, the isobaric ebulliometer was re-initialized with a separate binary, and adjusted incrementally by the remaining third component to produce an intersection composition that matched both the overall composition and the global minimum temperature tested previously. For example, an initial binary of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)) and trans - dichloroethylene (trans - DCE) with compositions of 7.75 wt% and 92.25 wt% respectively was charged to a separate isobaric ebulliometer test, and a third component, namely methanol, was added incrementally until a minimum boiling temperature of 41.746 °C was detected, as shown in Table 4 of Example 3; confirming that along either fixed ratio curve, the same overall composition and minimum boiling temperature were observed.

[0158] For two lines of fixed binary composition ratio, the relationship between composition and boiling point was obtained and is shown in Tables 3 and 4 and Tables 6 and 7 below, which shows the minimum temperature indicating the formation of a ternary azeotrope. These data are also shown Figure 3 graphically in

[0159] Figure 4 Table 3

[0160] As shown in Table 3 and (Z)-1-Chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), Methanol, and trans-Dichloroethylene (trans- below, in an isobaric ebulliometer at 14.7 psia, when (Z)-1-chloro-2,3,3-trifluoroprop-1-ene was added to a mixture of methanol and trans - dichloroethylene held at a fixed mass ratio of 0.1173, a minimum boiling temperature of 41.747 °C was observed at 7.05 wt% (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, 9.76 wt% methanol, and 83.19 wt% trans - dichloroethylene. Similarly, Table 4 and DCE) Composition and Relationship with the Boiling Point Temperature at 14.7 psia, with a Fixed Mass Ratio of Methanol to trans-Dichloroethylene (trans-DCE) of 0.1173It is shown that in an isobaric ebulliometer at 14.7 psia, when methanol is added to a mixture of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and trans-dichloroethylene maintained at a fixed mass ratio of 0.0840, a minimum boiling temperature of 41.746 °C is observed at 6.98 wt% (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, 9.95 wt% methanol, and 83.08 wt% trans-dichloroethylene. The intersection points of these curves are observed to form a global minimum temperature of 41.746 °C ± 0.001 °C, with an average intersection point composition of 7.02 wt% (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, 9.85 wt% methanol, and 83.18 wt% trans-dichloroethylene, indicating the formation of a ternary azeotrope. This global minimum temperature is confirmed when the boiling temperature of the intersection point composition is compared with the saturation temperatures of each pure azeotrope and binary azeotrope found within the system as summarized in Table 5.

[0161] Table 4

[0162] (Z)-1-Chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), Methanol, and trans-Dichloroethylene (trans- DCE) Composition and Relationship with the Boiling Point Temperature at 14.7 psia, with a Fixed Mass Ratio of HCFO-1233yd(Z) to trans-Dichloroethylene (trans-DCE) of 0.0840 。

[0163]

[0164]

[0165] Table 5

[0166] (Z)-1-Chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), Methanol, and / or trans-Dichloroethylene (trans- DCE) Component and Mixture Summary of the Lowest Boiling Temperature at 14.7 psia. The Global Lowest Temperature was Observed at 7.02 wt% / 9.85 wt% / 83.13 wt% HCFO-1233yd(Z) / Methanol / trans-DCE (Ternary Azeotrope)

[0167] ​ 。

[0168]

[0169] ​

[0170] ​ ​ ​ ​ 。

[0171]

[0172] Example 4 - Ebulliometer Study of HCFO-1233yd(Z), Ethanol, and trans-Dichloroethylene (trans-DCE)

[0173] As shown in Table 6 and Figure 5As shown, in an isobaric ebulliometer at 14.7 psia, when (Z)-1-chloro-2,3,3-trifluoroprop-1-ene was added to a mixture of ethanol and trans-dichloroethylene maintained at a fixed mass ratio of 0.0595, a minimum boiling point temperature of 45.558 °C was observed at 25.00 wt% (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, 4.21 wt% ethanol, and 70.79 wt% trans-dichloroethylene. Similarly, Table 7 and Figure 6 show that in an isobaric ebulliometer at 14.7 psia, when ethanol was added to a mixture of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and trans-dichloroethylene maintained at a fixed mass ratio of 0.3538, a minimum boiling point temperature of 45.561 °C was observed at 25.09 wt% (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, 4.00 wt% ethanol, and 70.91 wt% trans-dichloroethylene. The intersection of these curves was observed to form a global minimum temperature of 45.560 °C ± 0.002 °C, with an average composition at the intersection of 25.04 wt% (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, 4.11 wt% ethanol, and 70.85 wt% trans-dichloroethylene, indicating the formation of a ternary azeotrope. When the boiling temperature of the intersection composition was compared with the saturation temperatures of each pure azeotrope and binary azeotrope found within the system summarized in Table 8, this global minimum temperature was confirmed.

[0174] Table 6

[0175] Composition of HCFO-1233yd(Z), Ethanol, and trans-Dichloroethylene (trans-DCE) and Boiling Point at 14.7 psia Relationship with Temperature, with a Fixed Mass Ratio of Ethanol to trans-DCE of 0.0595.

[0176]

[0177] Table 7

[0178] (Z)-1-Chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), Ethanol, and trans-Dichloroethylene (trans- DCE) and the Relationship between Composition and Boiling Point Temperature at 14.7 psia, with a Fixed

[0179] Mass Ratio of HCFO-1233yd(Z) to trans-DCE of 0.3538 。

[0180]

[0181]

[0182] Table 8

[0183] (Z)-1-Chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), Ethanol, and / or trans-Dichloroethylene (trans- DCE) and Summary of the Lowest Boiling Temperatures of the Components and Mixtures at 14.7 psia. The Global Lowest Temperature was Observed at 25.04 wt% / 4.11 wt% / 70.85 wt% HCFO-1233yd(Z) / Ethanol / trans-DCE (Ternary Azeotrope) 。

[0184]

[0185] Example 5

[0186] (Z)-1-Chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), Methanol, and trans-Dichloroethylene (trans- DCE) Ternary Azeotrope or Azeotrope-Like Composition

[0187] In view of the thermodynamic observations of the neat, binary, and ternary compositions described in Examples 1 and 3, it was found that a ternary composition of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), methanol, and trans-dichloroethylene (trans-DCE) behaves as an azeotrope-like composition. It was found that these compositions boil at a substantially constant temperature and provide compositions of vapor and liquid that are substantially the same as each other, which is described by considering the relative volatility and temperature slip derived from the thermodynamic measurement results given by the methods and criteria established in Example 1. A ternary azeotrope-like composition of HCFO-1233yd(Z), methanol, and trans-DCE was found within the composition region containing the ternary azeotrope and is shown in the Figure 7A ternary diagram. These composition regions can be described by points on the ternary diagram that correspond to the vertices of the quadrilateral enclosing the ternary azeotrope and azeotrope-like compositions of HCFO-1233yd(Z), methanol, and trans-DCE; the markings of the vertices of each composition region are shown in Figure 7B and the compositions are summarized in Table 9.

[0188] Table 9

[0189] Quadrilateral Composition Enclosing the Azeotrope and Azeotrope-Like Compositions of HCFO-1233yd(Z), Composition of vertices of the region, the label corresponding to Methanol, and trans-DCE .

[0190]

[0191] Figure 7B

[0192] Example 6 (Z)-1-Chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), Ethanol, and trans-Dichloroethylene (trans-

[0193] Based on the thermodynamic observations of the pure, binary, and ternary compositions described in Example 2 and Example 4, it was found that the ternary composition of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene (HCFO-1233yd(Z)), ethanol, and trans-dichloroethylene (trans-DCE) behaves as an azeotrope-like composition. It was found that these compositions boil at a substantially constant temperature and provide substantially the same composition of vapor and liquid, which is described by considering the relative volatility and temperature slip derived from the thermodynamic measurement results given by the methods and criteria established in Example 2. The ternary azeotrope-like composition of HCFO-1233yd(Z), ethanol, and trans-DCE was found within the composition region containing the ternary azeotrope, and is shown in DCE) Ternary Azeotrope or Azeotrope-Like Composition the ternary diagram. These composition regions can be described by points on the ternary diagram that correspond to the vertices of the quadrilateral enclosing the ternary azeotrope and azeotrope-like compositions of HCFO-1233yd(Z), ethanol, and trans-DCE; the markings of each composition region vertex are shown in Figure 8A and the compositions are summarized in Table 10.

[0194] Figure 8B

[0195] Table 10 The composition of the vertices of the region, the markings corresponding to Quadrilateral Composition Enclosing the Azeotrope and Azeotrope-Like Compositions of HCFO-1233yd(Z), 。

[0196]

[0197] Ethanol, and trans-DCE

[0198] Each of Solvent Compositions 1 - 4 containing the azeotrope or azeotrope-like composition of the present invention was loaded into an aerosol can. The aerosol valve was crimped in place on each can, and any one of Solvent Compositions 1 - 4 was added through the valve to achieve a pressure of approximately 20 PSIG in the can. Then the composition was sprayed onto a surface, indicating that the composition can be used as an aerosol.

[0199] In addition, the aerosol composition was sprayed onto a surface containing oil, grease, dirt, or flux, and effectively solvated and removed such substances.

[0200] Figure 8B

[0201] Solvent Compositions 1 - 4 containing the azeotrope or azeotrope-like composition of the present invention were loaded into an aerosol can. The aerosol valve was crimped in place, and any one of Solvent Compositions 1 - 4 was added through the valve to achieve a pressure of approximately 20 PSIG in the can. Then the composition was sprayed onto a metal specimen block contaminated with flux. The flux was removed, and the specimen block was visually clean.

[0202] Example 7

[0203] Repeat Example 8 above, except that the method of applying the composition as a cleaner is by dip degreasing, vapor degreasing, or wiping, rather than spraying. Optionally, the cleaner is applied undiluted. Optionally, the substance to be cleaned is changed from a flux to a mineral oil, silicone oil, or other lubricant. Similar results are shown in each case.

[0204] Example 8

[0205] Provide Solvent Compositions 1 - 4, and several stainless steel specimen blocks soiled with mineral oil. Then immerse these specimen blocks in each of Solvent Compositions 1 - 4. Each of Solvent Compositions 1 - 4 removes the oil in a short period of time. The specimen blocks are visually inspected and appear clean.

[0206] Example 9

[0207] Prepare an aerosol solvent containing each of Solvent Compositions 1 - 4. Place Kester 1544 rosin solder flux on a stainless steel specimen block and heat it to about 300°F - 400°F, which simulates contact with a welder commonly used to solder electronic components in the manufacture of printed circuit boards. Then spray the solvent onto the specimen block and remove the solvent after 15 seconds without rinsing. The results show that, by visual inspection, the specimen block appears clean.

[0208] Example 10

[0209] Each of Solvent Compositions 1 - 4 is used as a solubilizing agent to remove paint, coating, and adhesive from a surface. The solubilizing agent effectively solubilizes the paint, coating, and adhesive and allows them to be removed from the surface.

[0210] Example 11

[0211] Place Kester 1544 rosin solder flux on a stainless steel specimen block and heat it to about 300°F - 400°F, which simulates contact with a welder commonly used to solder electronic components in the manufacture of printed circuit boards. Then clean the specimen block with each of Solvent Compositions 1 - 4 by dip degreasing or vapor degreasing. The results show that, by visual inspection, the specimen block appears clean.

[0212] Aspect

[0213] Aspect 1 is a composition that consists essentially of from about 88% to about 94% by weight of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and from about 6% to about 12% by weight of methanol.

[0214] Aspect 2 is the composition according to Aspect 1, wherein the composition consists essentially of from about 90% to 92.2% by weight of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and from about 7.8% to about 10% by weight of methanol.

[0215] Aspect 3 is the composition according to Aspect 1 or Aspect 2, wherein the composition consists essentially of from about 90.6% to about 91.7% by weight of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and from about 8.3% to about 9.4% by weight of methanol.

[0216] Aspect 4 is the composition according to any one of Aspects 1 to 3, wherein the composition consists essentially of about 91.1% by weight of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and about 8.9% by weight of methanol.

[0217] Aspect 5 is a composition that consists of from about 88% to about 94% by weight of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and from about 6% to about 12% by weight of methanol.

[0218] Aspect 6 is the composition according to Aspect 5, wherein the composition consists of from about 90% to 92.2% by weight of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and from about 7.8% to about 10% by weight of methanol.

[0219] Aspect 7 is the composition according to Aspect 5 or Aspect 6, wherein the composition consists of from about 90.6% to about 91.7% by weight of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and from about 8.3% to about 9.4% by weight of methanol.

[0220] Aspect 8 is the composition according to any one of Aspects 5 to 7, wherein the composition consists of about 91.1% by weight of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and about 8.9% by weight of methanol.

[0221] Aspect 9 is an azeotropic or azeotrope-like composition that consists essentially of from about 88% to about 94% by weight of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and from about 6% to about 12% by weight of methanol.

[0222] Aspect 10 is the composition according to aspect 9, wherein the composition is an azeotropic or azeotrope-like composition consisting essentially of from about 90% to 92.2% by weight of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and from about 7.8% to about 10% by weight of methanol.

[0223] Aspect 11 is the composition according to aspect 9 or aspect 10, wherein the composition is an azeotropic or azeotrope-like composition consisting essentially of from about 90.6% to about 91.7% by weight of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and from about 8.3% to about 9.4% by weight of methanol.

[0224] Aspect 12 is the composition according to any one of aspects 9 to 11, wherein the composition is an azeotropic or azeotrope-like composition consisting essentially of about 91.1% by weight of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and about 8.9% by weight of methanol.

[0225] Aspect 13 is an azeotropic or azeotrope-like composition consisting of from about 88% to about 94% by weight of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and from about 6% to about 12% by weight of methanol.

[0226] Aspect 14 is the composition according to aspect 13, wherein the composition is an azeotropic or azeotrope-like composition consisting of from about 90% to 92.2% by weight of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and from about 7.8% to about 10% by weight of methanol.

[0227] Aspect 15 is the composition according to aspect 13 or aspect 14, wherein the composition is an azeotropic or azeotrope-like composition consisting of from about 90.6% to about 91.7% by weight of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and from about 8.3% to about 9.4% by weight of methanol.

[0228] Aspect 16 is the composition according to any one of aspects 5 to 7, wherein the composition is an azeotropic or azeotrope-like composition consisting of about 91.1% by weight of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and about 8.9% by weight of methanol.

[0229] Aspect 17 is the composition according to any one of aspects 9 to 16, wherein the azeotropic or azeotrope-like composition has a boiling point of about 49.66 °C ± 0.001 °C at a pressure of about 14.7 psia ± 0.2 psia.

[0230] Aspect 18 is a composition that consists essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol, and trans-dichloroethylene, wherein in a ternary composition diagram, the (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol, and trans-dichloroethylene are within a quadrilateral region having the following points as vertices:

[0231] Point A: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 0.9 wt

[0232] % / about 8.2 wt% / about 90.9 wt%);

[0233] Point B: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 0.9 wt

[0234] % / about 13.7 wt% / about 85.4 wt%);

[0235] Point C: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 39.6 wt

[0236] % / about 8.3 wt% / about 52.1 wt%); and

[0237] Point D: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 41.1 wt% / about 4.9 wt% / about 54.0 wt%).

[0238] Aspect 19 is the composition according to aspect 18, which consists essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol, and trans-dichloroethylene, and the foregoing components are within a quadrilateral region having the following points as vertices:

[0239] Point E: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 3.9 wt

[0240] % / about 8.7 wt% / about 87.4 wt%);

[0241] Point F: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 3.8 wt

[0242] % / about 11.8 wt% / about 84.4 wt%);

[0243] Point G: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 27.4 wt% / about 8.9 wt% / about 63.7 wt%); and

[0244] Point H: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 28.1 wt% / about 6.5 wt% / about 65.4 wt%).

[0245] Aspect 20 is the composition according to aspect 18 or aspect 19, the composition consisting essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol and trans-dichloroethylene, the foregoing components being within the quadrilateral region having the following points as vertices:

[0246] Point I: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 6.7 wt

[0247] % / about 9.2 wt% / about 84.1 wt%);

[0248] Point J: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 6.7 wt

[0249] % / about 10.0 wt% / about 83.3 wt%);

[0250] Point K: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 7.4 wt

[0251] % / about 9.9 wt% / about 82.7 wt%); and

[0252] Point L: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 7.5 wt% / about 9.2 wt% / about 83.3 wt%).

[0253] Aspect 21 is the composition according to any one of aspects 18 to 20, the composition consisting essentially of the (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol and trans-dichloroethylene, the foregoing components being present in amounts of about 7.02 wt%, about 9.85 wt% and about 83.13 wt% respectively.

[0254] Aspect 22 is a composition, the composition consisting of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol and trans-dichloroethylene, wherein in the ternary composition diagram, the (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol and trans-dichloroethylene are within the quadrilateral region having the following points as vertices:

[0255] Point A: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 0.9 wt

[0256] % by weight / about 8.2% by weight / about 90.9% by weight);

[0257] Point B: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 0.9 wt

[0258] % by weight / about 13.7% by weight / about 85.4% by weight);

[0259] Point C: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 39.6 wt

[0260] % by weight / about 8.3% by weight / about 52.1% by weight); and

[0261] Point D: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 41.1% by weight / about 4.9% by weight / about 54.0% by weight).

[0262] Aspect 23 is the composition according to aspect 22, the composition consisting of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol and trans-dichloroethylene, the foregoing components being within the quadrilateral region having the following points as vertices:

[0263] Point E: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 3.9 wt

[0264] % by weight / about 8.7% by weight / about 87.4% by weight);

[0265] Point F: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 3.8 wt

[0266] % by weight / about 11.8% by weight / about 84.4% by weight);

[0267] Point G: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 27.4% by weight / about 8.9% by weight / about 63.7% by weight); and

[0268] Point H: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 28.1% by weight / about 6.5% by weight / about 65.4% by weight).

[0269] Aspect 24 is the composition according to aspect 22 or aspect 23, the composition consisting of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol and trans-dichloroethylene, the foregoing components being within the quadrilateral region having the following points as vertices:

[0270] Point I: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 6.7 wt

[0271] % / about 9.2 wt% / about 84.1 wt%);

[0272] Point J: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 6.7 wt

[0273] % / about 10.0 wt% / about 83.3 wt%);

[0274] Point K: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 7.4 wt

[0275] % / about 9.9 wt% / about 82.7 wt%); and

[0276] Point L: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 7.5 wt% / about 9.2 wt% / about 83.3 wt%).

[0277] Aspect 25 is a composition according to any one of aspects 22 to 24, the composition consisting of the (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol and trans-dichloroethylene, the foregoing components being present in amounts of about 7.02 wt%, about 9.85 wt% and about 83.13 wt% respectively.

[0278] Aspect 26 is an azeotrope of an azeotrope-like composition, the azeotrope of the azeotrope-like composition consisting essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol and trans-dichloroethylene, wherein in the ternary composition diagram, the (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol and trans-dichloroethylene are within a quadrilateral region having the following points as vertices:

[0279] Point A: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 0.9 wt

[0280] % / about 8.2 wt% / about 90.9 wt%);

[0281] Point B: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 0.9 wt

[0282] % / about 13.7 wt% / about 85.4 wt%);

[0283] Point C: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 39.6 wt% / about 8.3 wt% / about 52.1 wt%); and

[0284] Point D: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 41.1 wt% / about 4.9 wt% / about 54.0 wt%).

[0285] Aspect 27 is an azeotrope of the azeotrope-like composition according to aspect 26, wherein the azeotrope of the azeotrope-like composition consists essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol, and trans-dichloroethylene, and the foregoing components are within a quadrilateral region having the following points as vertices:

[0286] Point E: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 3.9 wt% / about 8.7 wt% / about 87.4 wt%);

[0287] Point F: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 3.8 wt% / about 11.8 wt% / about 84.4 wt%);

[0288] Point G: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 27.4 wt% / about 8.9 wt% / about 63.7 wt%); and

[0289] Point H: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 28.1 wt% / about 6.5 wt% / about 65.4 wt%).

[0290] Aspect 28 is an azeotrope of the azeotrope-like composition according to aspect 26 or aspect 27, wherein the azeotrope of the azeotrope-like composition consists essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol, and trans-dichloroethylene, and the foregoing components are within a quadrilateral region having the following points as vertices:

[0291] Point I: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 6.7 wt% / about 9.2 wt% / about 84.1 wt%);

[0292] Point J: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 6.6 wt% / about 12.0 wt% / about 81.4 wt%).

[0293] Aspect 28 is an azeotrope of the azeotrope-like composition according to aspect 26 or aspect 27, wherein the azeotrope of the azeotrope-like composition consists essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol, and trans-dichloroethylene, and the foregoing components are within a quadrilateral region having the following points as vertices:

[0294] Point I: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 6.7 wt% / about 9.2 wt% / about 84.1 wt%);

[0295] Point J: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 6.6 wt% / about 12.0 wt% / about 81.4 wt%).

[0296] Point J: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 6.7 wt% / about 10.0 wt% / about 83.3 wt%);

[0297]

[0298] Point K: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 7.4 wt% / about 9.9 wt% / about 82.7 wt%); and

[0299]

[0300] Point L: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 7.5 wt% / about 9.2 wt% / about 83.3 wt%).

[0301] Aspect 29 is an azeotrope of an azeotrope-like composition according to any one of aspects 26 to 28, wherein the (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol and trans-dichloroethylene are present in amounts of about 7.02 wt%, about 9.85 wt% and about 83.13 wt% respectively.

[0302] Aspect 30 is an azeotrope of an azeotrope-like composition, the azeotrope-like composition being composed of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol and trans-dichloroethylene, wherein in the ternary composition diagram, the (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol and trans-dichloroethylene are within a quadrilateral region having the following points as vertices:

[0303] Point A: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 0.9 wt% / about 8.2 wt% / about 90.9 wt%);

[0304]

[0305] Point B: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 0.9 wt% / about 13.7 wt% / about 85.4 wt%);

[0306]

[0307] Point C: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 39.6 wt% / about 8.3 wt% / about 52.1 wt%); and

[0308]

[0309] Point D: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 41.1 wt% / about 4.9 wt% / about 54.0 wt%).

[0310] Aspect 31 is an azeotrope of the azeotrope-like composition according to aspect 30, wherein the azeotrope of the azeotrope-like composition consists of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol, and trans-dichloroethylene, and the foregoing components are within a quadrilateral region having the following points as vertices:

[0311] Point E: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 3.9 wt

[0312] % / about 8.7 wt% / about 87.4 wt%);

[0313] Point F: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 3.8 wt

[0314] % / about 11.8 wt% / about 84.4 wt%);

[0315] Point G: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 27.4 wt% / about 8.9 wt% / about 63.7 wt%); and

[0316] Point H: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 28.1 wt% / about 6.5 wt% / about 65.4 wt%).

[0317] Aspect 32 is an azeotrope of the azeotrope-like composition according to aspect 30 or aspect 31, wherein the azeotrope of the azeotrope-like composition consists of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol, and trans-dichloroethylene, and the foregoing components are within a quadrilateral region having the following points as vertices:

[0318] Point I: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 6.7 wt

[0319] % / about 9.2 wt% / about 84.1 wt%);

[0320] Point J: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 6.7 wt

[0321] % / about 10.0 wt% / about 83.3 wt%);

[0322] Point K: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 7.4 wt% / about 9.9 wt% / about 82.7 wt%); and

[0323] Point L: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 7.5 wt% / about 9.2 wt% / about 83.3 wt%).

[0324] Aspect 33 is an azeotrope of the azeotrope-like composition according to any one of Aspects 30 to 32, wherein the azeotrope of the azeotrope-like composition consists of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol, and trans-dichloroethylene in amounts of about 7.02 wt%, about 9.85 wt%, and about 83.13 wt%, respectively.

[0325] Aspect 34 is an azeotrope of the azeotrope-like composition according to any one of Aspects 26 to 33, wherein the azeotrope or azeotrope-like composition has a boiling point of about 41.746 °C ± 0.001 °C at a pressure of about 14.7 psia ± 0.2 psia.

[0326] Aspect 35 is a composition that consists essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and trans-dichloroethylene, wherein in the ternary composition diagram, the (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and trans-dichloroethylene are within a quadrilateral region having the following points as vertices:

[0327] Point M: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 1.0 wt% / about 1.0 wt% / about 98.0 wt%);

[0328] Point N: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 0.9 wt% / about 9.0 wt% / about 90.1 wt%);

[0329] Point O: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 33.3 wt% / about 6.1 wt% / about 60.6 wt%); and

[0330] Point P: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 35.5 wt% / about 0.6 wt% / about 64.1 wt%).

[0331]

[0332]

[0333] ​​​

[0334] Aspect 36 is the composition according to Aspect 35, wherein the composition consists essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and trans-dichloroethylene, and the foregoing components are within a quadrilateral region having the following points as vertices:

[0335] Point Q: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 13.4 wt% / about 2.5 wt% / about 84.1 wt%);

[0336] Point R: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 12.9 wt

[0337] % / about 6.5 wt% / about 80.6 wt%);

[0338] Point S: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 31.6 wt

[0339] % / about 5.1 wt% / about 63.3 wt%); and

[0340] Point T: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 32.7 wt% / about 2.0 wt% / about 65.3 wt%).

[0341] Aspect 37 is the composition according to Aspect 35 or Aspect 36, wherein the composition consists essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and trans-dichloroethylene, and the foregoing components are within a quadrilateral region having the following points as vertices:

[0342] Point U: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 22.2 wt% / about 3.7 wt% / about 74.1 wt%);

[0343] Point V: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 22.1 wt% / about 4.4 wt% / about 73.5 wt%);

[0344] Point W: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 27.4 wt% / about 4.1 wt% / about 68.5 wt%); and

[0345] Point X: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 27.6 wt% / about 3.4 wt% / about 69.0 wt%).

[0346] Aspect 38 is a composition according to any one of aspects 35 to 37, wherein the composition consists essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and trans-dichloroethylene, and the foregoing components are present in amounts of about 25.04% by weight, about 4.11% by weight, and about 70.85% by weight, respectively.

[0347] Aspect 39 is a composition consisting of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and trans-dichloroethylene, wherein in the ternary composition diagram, the (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and trans-dichloroethylene are within a quadrilateral region having the following points as vertices:

[0348] Point M: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 1.0 wt

[0349] % / about 1.0 wt% / about 98.0 wt%);

[0350] Point N: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 0.9 wt

[0351] % / about 9.0 wt% / about 90.1 wt%);

[0352] Point O: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 33.3 wt% / about 6.1 wt% / about 60.6 wt%); and

[0353] Point P: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 35.5 wt% / about 0.6 wt% / about 64.1 wt%).

[0354] Aspect 40 is a composition according to aspect 39, wherein the composition consists of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and trans-dichloroethylene, and the foregoing components are within a quadrilateral region having the following points as vertices:

[0355] Point Q: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 13.4 wt% / about 2.5 wt% / about 84.1 wt%);

[0356] Point R: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 12.9 wt

[0357] % / about 6.5 wt% / about 80.6 wt%);

[0358] Point S: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 31.6 wt.

[0359] % / about 5.1 wt % / about 63.3 wt %); and

[0360] Point T: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene=about 32.7 wt% / about 2.0 wt% / about 65.3 wt%).

[0361] Aspect 41 is a composition according to aspect 39 or aspect 40, wherein the composition consists of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol and trans-dichloroethylene, and the foregoing components are within a quadrilateral region having the following points as vertices:

[0362] Point U: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene=about 22.2 wt% / about 3.7 wt% / about 74.1 wt%);

[0363] Point V: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene=about 22.1 wt% / about 4.4 wt% / about 73.5 wt%);

[0364] Point W: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene=about 27.4 wt% / about 4.1 wt% / about 68.5 wt%); and

[0365] Point X: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene=about 27.6 wt% / about 3.4 wt% / about 69.0 wt%).

[0366] Aspect 42 is a composition according to any one of aspects 39 to 41, wherein the composition consists of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol and trans-dichloroethylene, and the foregoing components are present in amounts of about 25.04 weight %, about 4.11 weight % and about 70.85 weight %, respectively.

[0367] Aspect 43 is an azeotrope or azeotrope-like composition consisting essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and trans-dichloroethylene, wherein in a ternary composition diagram, the (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and trans-dichloroethylene are within a quadrilateral region having the following points as vertices:

[0368] Point M: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 1.0 wt

[0369] % / about 1.0 wt% / about 98.0 wt%);

[0370] Point N: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 0.9 wt

[0371] % / about 9.0 wt% / about 90.1 wt%);

[0372] Point O: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 33.3 wt% / about 6.1 wt% / about 60.6 wt%); and

[0373] Point P: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 35.5 wt% / about 0.6 wt% / about 64.1 wt%).

[0374] Aspect 44 is the composition according to aspect 43, wherein the composition is an azeotropic or azeotrope-like composition consisting essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol and trans-dichloroethylene, and the foregoing components are within a quadrilateral region having the following points as vertices:

[0375] Point Q: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 13.4 wt% / about 2.5 wt% / about 84.1 wt%);

[0376] Point R: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 12.9 wt

[0377] % / about 6.5 wt% / about 80.6 wt%);

[0378] Point S: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 31.6 wt

[0379] % / about 5.1 wt% / about 63.3 wt%); and

[0380] Point T: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 32.7 wt% / about 2.0 wt% / about 65.3 wt%).

[0381] Aspect 45 is the composition according to Aspect 43 or Aspect 44, wherein the composition is an azeotropic or azeotrope-like composition consisting essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and trans-dichloroethylene, and the foregoing components are within a quadrilateral region having the following points as vertices:

[0382] Point U: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 22.2 wt% / about 3.7 wt% / about 74.1 wt%);

[0383] Point V: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 22.1 wt% / about 4.4 wt% / about 73.5 wt%);

[0384] Point W: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 27.4 wt% / about 4.1 wt% / about 68.5 wt%); and

[0385] Point X: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 27.6 wt% / about 3.4 wt% / about 69.0 wt%).

[0386] Aspect 46 is the composition according to any one of Aspects 43 to 45, wherein the composition is an azeotropic or azeotrope-like composition consisting essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and trans-dichloroethylene, and the foregoing components are present in amounts of about 25.04 wt%, about 4.11 wt%, and about 70.85 wt%, respectively.

[0387] Aspect 47 is an azeotropic or azeotrope-like composition consisting of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and trans-dichloroethylene, wherein in the ternary composition diagram, the (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and trans-dichloroethylene are within a quadrilateral region having the following points as vertices:

[0388] Point M: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 1.0 wt% / about 1.0 wt% / about 98.0 wt%);

[0389] Point N: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 0.9 wt% / about 9.0 wt% / about 90.1 wt%);

[0390] Point N: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 0.9 wt% / about 9.0 wt% / about 90.1 wt%);

[0391] Point N: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 0.9 wt% / about 9.0 wt% / about 90.1 wt%);

[0392] Point O: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 33.3 wt% / about 6.1 wt% / about 60.6 wt%); and

[0393] Point P: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 35.5 wt% / about 0.6 wt% / about 64.1 wt%).

[0394] Aspect 48 is the composition according to aspect 47, wherein the composition is an azeotropic or azeotrope-like composition composed of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol and trans-dichloroethylene, and the foregoing components are within a quadrilateral region having the following points as vertices:

[0395] Point Q: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 13.4 wt% / about 2.5 wt% / about 84.1 wt%);

[0396] Point R: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 12.9 wt

[0397] % / about 6.5 wt% / about 80.6 wt%);

[0398] Point S: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 31.6 wt

[0399] % / about 5.1 wt% / about 63.3 wt%); and

[0400] Point T: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 32.7 wt% / about 2.0 wt% / about 65.3 wt%).

[0401] Aspect 49 is the composition according to aspect 47 or aspect 48, wherein the composition is an azeotropic or azeotrope-like composition composed of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol and trans-dichloroethylene, and the foregoing components are within a quadrilateral region having the following points as vertices:

[0402] Point U: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / trans-dichloroethylene = about 22.2 wt% / about 3.7 wt% / about 74.1 wt%);

[0403] Point V: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / cis-1,2-dichloroethene = approximately 22.1 wt% / approximately 4.4 wt% / approximately 73.5 wt%);

[0404] Point W: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / cis-1,2-dichloroethene = approximately 27.4 wt% / approximately 4.1 wt% / approximately 68.5 wt%); and

[0405] Point X: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / cis-1,2-dichloroethene = approximately 27.6 wt% / approximately 3.4 wt% / approximately 69.0 wt%).

[0406] Aspect 50 is a composition according to any one of aspects 47 to 49, wherein the composition consists of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and cis-1,2-dichloroethene, and the foregoing components are present in amounts of approximately 25.04 wt%, approximately 4.11 wt%, and approximately 70.85 wt%, respectively.

[0407] Aspect 51 is a composition according to any one of aspects 43 to 50, wherein the azeotrope or azeotrope-like composition has a boiling point of approximately 41.746 °C ± 0.001 °C at a pressure of approximately 14.7 psia ± 0.2 psia.

[0408] Aspect 52 is a solvent composition comprising any one of the compositions according to aspects 1 to 51.

[0409] Aspect 53 is the use of a composition according to any one of aspects 1 to 52 as a solvent.

[0410] Aspect 54 is a method for cleaning a substrate, the method comprising contacting the substrate with a composition according to any one of aspects 1 to 52.

[0411] Aspect 55 is a method according to aspect 54, wherein contacting the substrate comprises contacting the composition with oil, grease, dirt, mineral oil, silicone oil, fluorosilicone oil, fingerprints, or lubricant.

[0412] Aspect 56 is a method according to aspect 54, wherein contacting the substrate comprises contacting the composition with a flux.

[0413] Aspect 57 is a method for vapor degreasing, the method comprising:

[0414] evaporating a composition according to any one of aspects 1 to 52; and

[0415] Contacting the evaporated solvent composition with a surface comprising oil, grease, dirt, mineral oil, silicone oil, or lubricant.

[0416] Aspect 58 is a method for cleaning, the method comprising:

[0417] Dispensing the composition according to aspects 1 to 52 from a container in aerosol form onto a surface.

[0418] Aspect 59 is a method for liquid solvation, the method comprising:

[0419] Contacting the composition according to any one of aspects 1 to 52 with a surface comprising paint, coating, or adhesive.

[0420] Aspect 60 is a composition comprising any one of aspects 1 to 52.

[0421] It should be understood that the above description is merely illustrative of the present disclosure. Without departing from the present disclosure, those skilled in the art can devise various alternative solutions and modifications. Therefore, the present disclosure is intended to cover all such alternative solutions, modifications, and variations that fall within the scope of the appended claims.

Claims

1. A composition, said composition comprising an azeotropic or azeotrope-like composition consisting essentially of an effective amount of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and methanol.

2. The composition according to claim 1, wherein said azeotropic or azeotrope-like composition consists essentially of from about 88% to about 94% by weight of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and from about 6% to about 12% by weight of methanol.

3. The composition according to claim 1, wherein said azeotropic or azeotrope-like composition consists essentially of from about 90% to 92.2% by weight of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and from about 7.8% to about 10% by weight of methanol.

4. The composition according to any one of claims 1 to 3, wherein said azeotropic or azeotrope-like composition has a boiling point of about 49.66 °C ± 0.01 °C at a pressure of about 14.7 psia ± 0.2 psia.

5. A composition, said composition comprising an azeotropic or azeotrope-like composition consisting essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol and trans-dichloroethylene, wherein in the ternary composition diagram, said (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol and trans-dichloroethylene are within a quadrilateral region having the following points as vertices: Point A: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 0.9% by weight / about 8.2% by weight / about 90.9% by weight); Point B: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 0.9% by weight / about 13.7% by weight / about 85.4% by weight); Point C: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 39.6% by weight / about 8.3% by weight / about 52.1% by weight); and Point D: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 41.1% by weight / about 4.9% by weight / about 54.0% by weight).

6. The composition according to claim 5, wherein said (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol and trans-dichloroethylene are within a quadrilateral region having the following points as vertices: Point E: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 3.9% by weight / about 8.7% by weight / about 87.4% by weight); Point F: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 3.8% by weight / about 11.8% by weight / about 84.4% by weight); Point G: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 27.4% by weight / about 8.9% by weight / about 63.7% by weight); and Point H: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / cis-1,2-dichloroethene = approximately 28.1 wt% / approximately 6.5 wt% / approximately 65.4 wt%).

7. The composition according to claim 6, wherein the (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol, and cis-1,2-dichloroethene are within a quadrilateral region having the following points as vertices: Point I: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / cis-1,2-dichloroethene = approximately 6.7 wt% / approximately 9.2 wt% / approximately 84.1 wt%); Point J: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / cis-1,2-dichloroethene = approximately 6.7 wt% / approximately 10.0 wt% / approximately 83.3 wt%); Point K: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / cis-1,2-dichloroethene = approximately 7.4 wt% / approximately 9.9 wt% / approximately 82.7 wt%); and Point L: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / cis-1,2-dichloroethene = approximately 7.5 wt% / approximately 9.2 wt% / approximately 83.3 wt%).

8. The composition according to any one of claims 5 to 7, wherein the azeotrope or azeotrope-like composition has a boiling point of approximately 41.746 °C ± 0.001 °C at a pressure of approximately 14.7 psia ± 0.2 psia.

9. A composition comprising an azeotrope or azeotrope-like composition consisting essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and cis-1,2-dichloroethene, wherein in a ternary composition diagram, the (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and cis-1,2-dichloroethene are within a quadrilateral region having the following points as vertices: Point M: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / cis-1,2-dichloroethene = approximately 1.0 wt% / approximately 1.0 wt% / approximately 98.0 wt%); Point N: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / cis-1,2-dichloroethene = approximately 0.9 wt% / approximately 9.0 wt% / approximately 90.1 wt%); Point O: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / cis-1,2-dichloroethene = approximately 33.3 wt% / approximately 6.1 wt% / approximately 60.6 wt%); and Point P: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / cis-1,2-dichloroethene = approximately 35.5 wt% / approximately 0.6 wt% / approximately 64.1 wt%).

10. The composition according to claim 9, wherein the (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and cis-1,2-dichloroethene are within a quadrilateral region having the following points as vertices: Point Q: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / cis-1,2-dichloroethene = approximately 13.4 wt% / approximately 2.5 wt% / approximately 84.1 wt%); Point R: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / cis-1,2-dichloroethene = about 12.9 wt% / about 6.5 wt% / about 80.6 wt%); Point S: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / cis-1,2-dichloroethene = about 31.6 wt% / about 5.1 wt% / about 63.3 wt%); and Point T: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / cis-1,2-dichloroethene = about 32.7 wt% / about 2.0 wt% / about 65.3 wt%).

11. The composition according to claim 9, wherein the (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and cis-1,2-dichloroethene are within a quadrilateral region having the following points as vertices: Point U: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / cis-1,2-dichloroethene = about 22.2 wt% / about 3.7 wt% / about 74.1 wt%); Point V: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / cis-1,2-dichloroethene = about 22.1 wt% / about 4.4 wt% / about 73.5 wt%); Point W: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / cis-1,2-dichloroethene = about 27.4 wt% / about 4.1 wt% / about 68.5 wt%); and Point X: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / ethanol / cis-1,2-dichloroethene = about 27.6 wt% / about 3.4 wt% / about 69.0 wt%).

12. The composition according to any one of claims 9 to 11, wherein the azeotropic or azeotrope-like composition has a boiling point of about 41.746 °C ± 0.001 °C at a pressure of about 14.7 psia ± 0.2 psia.

13. A solvent composition comprising at least one of the following: An azeotropic or azeotrope-like composition consisting essentially of an effective amount of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and methanol; An azeotropic or azeotrope-like composition consisting essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol, and cis-1,2-dichloroethene; and An azeotropic or azeotrope-like composition consisting essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol, and cis-1,2-dichloroethene.

14. The solvent composition according to claim 13, wherein the solvent composition consists essentially of an azeotropic or azeotrope-like composition consisting essentially of an effective amount of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene and methanol.

15. The solvent composition according to claim 13, wherein the solvent composition consists essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol, and trans-dichloroethylene, and in the ternary composition diagram, the (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, methanol, and trans-dichloroethylene are within a quadrilateral region having the following points as vertices: Point A: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 0.9 wt% / about 8.2 wt% / about 90.9 wt%); Point B: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 0.9 wt% / about 13.7 wt% / about 85.4 wt%); Point C: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 39.6 wt% / about 8.3 wt% / about 52.1 wt%); and Point D: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 41.1 wt% / about 4.9 wt% / about 54.0 wt%).

16. The solvent composition according to claim 13, wherein the solvent composition consists essentially of (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and trans-dichloroethylene, and in the ternary composition diagram, the (Z)-1-chloro-2,3,3-trifluoroprop-1-ene, ethanol, and trans-dichloroethylene are within a quadrilateral region having the following points as vertices: Point E: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 3.9 wt% / about 8.7 wt% / about 87.4 wt%); Point F: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 3.8 wt% / about 11.8 wt% / about 84.4 wt%); Point G: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 27.4 wt% / about 8.9 wt% / about 63.7 wt%); and Point H: ((Z)-1-chloro-2,3,3-trifluoroprop-1-ene / methanol / trans-dichloroethylene = about 28.1 wt% / about 6.5 wt% / about 65.4 wt%).

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