MXPA98010388A - Nonafluoromethoxybutane compositions - Google Patents

Abstract

Compositions of nonafluoromethoxybutane and cyclopentane, nonafluoromethoxybutane and cyclohexane;nonafluoromethoxybutane, cyclopentane and acetone, nonafluoromethoxybutane, cyclohexane and acetone, nonafluoromethoxybutane, trans-1,2-dichloroethylene and cyclopentane;and nonafluoromethoxybutane, trans-1,2-dichloroethylene, cyclopentane and methanol are described. These compositions are useful as cleaning agents, displacement drying agents, refrigerants, heat transfer media, expansion agents for polyolefins and polyurethanes, aerosol propellants, gaseous dielectrics, fire extinguishing agents, power cycle working fluids, polymerization media, particulate removal fluids, carrier fluids, and buffing abrasive agents.

Description

NONAFLUOROMETOXIBUTANE COMPOSITIONS RECIPROCAL REFERENCE TO THE RELATED APPLICATION This application claims the benefit of the North American Application, Provisional No. 60 / 019,691, filed June 13, 1996.

FIELD OF THE INVENTION This invention relates to compositions containing nonafluoromethoxybutane. These compositions include nonafluoromethoxybutane and cyclopentane, nonafluoromethoxybutane and cyclohexane; nonafluoromethoxybutane, cyclopentane and acetone, nonafluoromethoxybutane, cyclohexane and acetone, nonafluoromethoxybutane, trans-1,2-dichloroethylene and cyclopentane; and nonafluoromethoxybutane, trans-1,2-dichloroethylene, cyclopentane and methanol. These compositions are useful as cleaning agents, cleaning solvents, displacement desiccants, refrigerants, heat transfer media, blowing agents for polyolefins and polyurethanes, aerosol impellers, gaseous dielectrics, energy cycle working fluids, lubricants, extinguishing the fire, polymerization media, fluids for the REF .: 29012 removal of particulate materials, carrier fluids and abrasive polishing agents.

BACKGROUND OF THE INVENTION Fluorinated hydrocarbons have many uses such as cleaning agents or refrigerants. Such compounds include trichlorofluoromethane (CFC-11) and 1, 1, 2-trichloro-l, 2,2-trifluoroethane (CFC-113). In recent years it has been observed that certain classes of fluorinated hydrocarbon compounds released into the atmosphere can adversely affect the stratospheric ozone layer. Although this proposition has not yet been fully established, there is a movement towards the control of the use and production of certain chlorofluorocarbons (CFCs) and hydrochlorofluorocarbons (HCFCs) under an international agreement. Accordingly, there is a demand for the development of new compounds that have a lower ozone depletion potential than the existing compounds while still achieving acceptable efficacy in cleaning and cooling agent applications. In refrigeration applications, a refrigerant is frequently lost during operation through leaks in shaft seals, flexible pipe connections, welded joints and broken linings. In addition, the refrigerant can be released into the atmosphere during maintenance procedures in the refrigeration equipment. If the refrigerant is not a pure component or an azeotropic composition or similar to an azeotropic mixture, the refrigerant composition may change when it escapes or is discharged into the atmosphere of the refrigeration equipment, which may cause the refrigerant to become flammable or have poor cooling efficiency. Accordingly, it is desirable, if possible, to use as a refrigerant an individual compound or an azeotropic composition or similar to an azeotropic mixture of more than one compound. It is also desirable to find replacements for CFCs and HCFCs for use as a cleaning agent or solvent for cleaning, e.g., printed circuit boards, electronics. The electronic components are soldered to the printed circuit boards by coating the circuit side, complete with the flux plate, and then passing the flux-coated plate over the preheaters and through the melted solder. The flux cleans the conductive metal parts and promotes the melting of the solder, but leaves residues on the printed circuit boards that must be removed with a cleaning agent. Fluorinated hydrocarbons are also useful cleaning agents in steam degreasing operations and in cleaning solvent applications. Preferably, the cleaning agents should have a low boiling point, non-flammability, low toxicity, and high solvency power so that the flux and flux residues can be removed without damaging the substrate being cleaned. further, it is desirable that the cleaning agents including a fluorinated hydrocarbon be azeotropic or similar to azeotropic mixtures so that they do not tend to fractionate on boiling or evaporation. If the cleaning agent was not azeotropic or similar to an azeotropic mixture, the more volatile constituents of the cleaning agent would preferentially evaporate, and the cleaning agent could become flammable or could have less desirable solvency properties, such as a solvency. lower of the rosin flux and inferior inertness to the electrical components that are cleaned. The azeotropic property is also desirable in steam degreasing operations because the cleaning agent is generally redistilled and reused for final rinse cleaning. Replacements can also be useful as cleaning solvents. Replacements for CFCs and HCFCs can also be useful as blowing agents in the manufacture of closed cell polyurethane, phenolic and thermoplastic foams, as aerosol propellants, as heat transfer media, gaseous dielectrics, fire extinguishing agents, fluids of energy cycle work such as for heat pumps, inert media for polymerization reactions, fluids for removing particulate materials from metal surfaces, such as carrier fluids that can be used, for example, to place a thin film of lubricant on metal parts, such as abrasive polishing agents for removing abrasive polishing compounds from polished surfaces such as metal, as displacement desiccants to remove water, such as from jewelery or metal parts, as developers of protective layers in conventional techniques of circuit fabrication that includes developers of the ti of chlorine, or as solvents for photocurable substances when used with, for example, a chlorohydrocarbon such as 1,1,1-trichloroethane or trioel-ethylene. Accordingly, compositions containing nonafluoromethoxybutane have been found to have a lower ozone depletion potential and are refrigerants, blowing agents, cleaning agents, suitable heat transfer means, etc.

BRIEF DESCRIPTION OF THE INVENTION The present invention relates to the following binary compositions: a first component, nonafluoromethoxybutane and a second component, wherein the second component is selected from the group consisting of cyclopentane and cyclohexane. The present invention also relates to the following ternary compositions: a first component, nonafluoromethoxybutane, a second component, wherein the second component is selected from the group consisting of cyclopentane or cyclohexane and a third component, acetone. The present invention also relates to the following ternary composition: a first component, nonafluoromethoxybutane, a second component, trans-1,2-dichloroethylene (trans-1,2-DCE) and a third component, cyclopentane. The present invention also relates to the following quaternary composition: a first component, nonafluoromethoxybutane, a second component, trans-1,2-DCE, a third component, cyclopentane and a fourth component, methanol. These compositions are useful as cleaning agents, displacement desiccants, coolants, cleaning solvents, blowing agents for polyolefins and polyurethanes, aerosol impellers, heat transfer media, gaseous dielectrics, energy cycle working fluids, media polymerization, removal fluids of particulate materials, fire extinguishers, carrier fluids and abrasive polishing agents. In addition, the invention relates to the discovery of azeotropic or similar compositions to azeotropic mixtures comprising effective amounts of these components to form an azeotropic composition. similar to an azeotropic mixture.

DETAILED DESCRIPTION The present invention relates to the discovery of binary compositions of nonafluoromethoxybutane (C4F9OCH3) and cyclopentane or cyclohexane. The present invention relates to the discovery of ternary compositions of C4F9OCH3, cyclopentane and acetone; or C4F9OCH3, cyclohexane or acetone; or C4F9OCH3, trans-1, 2-DCE and acetone. The present invention relates to the discovery of a quaternary composition of C4F9OCH3, trans-1, 2-DCE, cyclopentane and methanol. 1-99% by weight of each of the components in the above compositions can be used as cleaning agents, displacement desiccants, coolants, blowing agents for polyolefins and polyurethanes, aerosol impellers, heat transfer media, gaseous dielectrics , fire extinguishers, working fluids of the energy cycle, polymerization media, removal fluids, particulate materials, carrier fluids and abrasive polishing agents. The present invention also relates to the discovery of azeotropic or similar compositions to azeotropic mixtures of effective amounts of C4F9OCH3 and cyclopentane; C4F9OCH3 and cyclohexane; C4F9OCH3, cyclopentane and acetone; C F9OCH3, cyclohexane and acetone; C F9OCH3, trans-1, 2-DCE and cyclopentane; or C4F9OCH3, trans-1, 2-DCE, cyclopentane and methanol to form an azeotropic composition or similar to an azeotropic mixture. The isomers of nonafluoromethoxybutane (C F9OCH3) of the present invention include 1,1,1,3,3,3-hexafluoro-2-methoxy-2- (trifluoromethyl) -propane (CH 3 OC (CF 3) 3), 1, 1,2, 2, 3, 3, 4, 4-nonafluoro-4-methoxy-butane (CH3OCF2CF2CF2CF3), 1, 1, 1, 2, 3, 3-hexafluoro-2- (trifluoromethyl) -3-methoxy-propane (CH3OCF2CF (CF3) 2), and 1,1,1,2,3,3,4,4,4-nonafluoro-2-methoxybutane (CH3OCF (CF3) CF2CF3) with approximate boiling points of the 60 ° C isomer. Other components of the compositions of the present invention include the following: 1. methanol (CH3OH), boiling point = 65 ° C 2. trans-1, 2-dichloroethylene (CHC1 = CHC1), boiling point = 48 ° C 3 acetone, (CH3COCH3), boiling point = 56 ° C 4. cyclopentane, cyclo (CH2) s, boiling point = 41 ° C 5. cyclohexane, cyclo (CH2) 6, boiling point = By "azeotropic" composition is meant a constant boiling liquid mixture of two or more substances that behaves as an individual substance. One way to characterize an azeotropic composition is that the vapor produced by the partial evaporation or distillation of the liquid has the same composition as the liquid from which it was evaporated or distilled, that is, the mixture is distilled / heated to reflux without compositional change. The constant boiling compositions are characterized as azeotropic because they exhibit a boiling point either maximum or minimum, when compared to that of the non-azeotropic mixtures of the same components. A composition "similar to an azeotropic mixture" is intended to mean a liquid mixture of constant boiling, or substantially constant boiling, of two or more substances that behaves as an individual substance. One way to characterize a composition similar to an azeotropic mixture is that the vapor produced by partial evaporation or distillation of the liquid has substantially the same composition as the liquid from which it was evaporated or distilled, that is, the mixture is distilled / heated to reflux without substantial change in composition. Another way to characterize a composition similar to an azeotropic mixture is that the vapor pressure at the bubbling point and the vapor pressure at the saturation point of the composition at a particular temperature are substantially the same. It is recognized in the art that a composition is similar to an azeotropic mixture if, after 50 weight percent of the composition is removed such as by evaporation or boiling, the difference in vapor pressure between the original composition and the composition which remains after 50 percent by weight of the original composition has been removed is less than 10 percent, when measured in absolute units. By absolute units, pressure measurements are meant, and for example, psia, atmospheres, bars, torr, dynes per square centimeter, millimeters of mercury, inches of water and other equivalent terms well known in the art. If an azeotropic mixture is present, there is little difference in vapor pressure between the original composition and the composition that remains after 50 percent by weight of the original composition has been removed. Therefore, included in this invention are the compositions of effective amounts of C4F9OCH3 and cyclopentane; C F9OCH3 and cyclohexane; C F9OCH3, cyclopentane and acetone; C F9OCH3, cyclohexane and acetone; C4F9OCH3, trans-1, 2-DCE and cyclopentane; or C F9OCH3,, trans-1, 2-DCE, cyclopentane and methanol such that after 50 percent by weight of an original composition is evaporated or boiled to produce a remaining composition, the difference in vapor pressure between the original composition and the remaining composition is 10 percent or less. For compositions that are azeotropic, there is usually some range of compositions around the azeotropic point which, for a maximum boiling azeotropic mixture, have higher boiling points at a particular pressure than the pure components of the composition at that pressure and have high pressures. lower steam at a particular temperature than the pure components of the composition at that temperature, and which, for a minimum boiling azeotropic mixture, have lower boiling points at a particular pressure than the pure components of the composition at that pressure and have higher vapor pressures at a particular temperature than the pure components of the composition at that temperature.The boiling temperatures and vapor pressures above and below the pure components are caused by unexpected intermolecular forces between the molecules of the compositions, which can be a combination of forces r epulsive and attractive such as van der Waals forces and hydrogen bonds. The range of compositions having a maximum or minimum boiling point at a particular pressure, or a maximum or minimum vapor pressure at a particular temperature, may or may not be coextensive with the range of the compositions having a change in the Vapor pressure of less than about 10% when 50% by weight percent of the composition is evaporated. In those cases where the range of compositions having maximum and minimum boiling temperatures at a particular pressure, or maximum or minimum vapor pressures at a particular temperature, are broader than the range of compositions having a change in pressure of vapor of less than about 10% when 50% by weight of the composition is evaporated, however, it is believed that unexpected, intermolecular forces are important in that the refrigerant compositions having those forces, which are not substantially constant boiling , may exhibit unexpected increases in capacity or efficiency against the components of the refrigerant composition. The components of the compositions of this invention have the following vapor pressures: 40.0 ° C 42.8 ° C 57.8 ° C 58.0 ° C Component kq / cm2 (Psia) kq / cm2 (Psia) kq / cm2 (Psia) kq / cm2 ( Psia) C4F9OCH3 0.512 (7.30) 0.568 (8.10) 0.959 (13.66) 0.966 (13.76) Acetone 0.575 (8.19) 0.639 (9.11) 1.089 (15.52) 1.097 (15.63) Cyclopentane 0.753 (10.73) 0.829 (11.82) 1.355 (19.30) 1.363 (19.42) Ciciohexane 0.250 (3.57) 0.280 (3.99) 0.489 (6.97) 0.492 (7.02) Trans-1,2-DCE 0.791 (11.27) 0.872 (12.43) 1.432 (20.41) 1.442 (20.54) Methanol 0.344 (4.91) 0.392 (5.59) 0.753 (10.73) 0.759 (10.82) The azeotropic, substantially constant boiling, azeotropic or the like compositions of this invention comprise the following at the specified temperature: PREFERRED WEIGHT RANGES COMPONENTS T (° C)% by weight /% by weight% by weight /% by weight Azeotropic mixtures of C4F9OCH3 C4F9OCH3 / c? Clopentane 42.8 29-83 / 17-71 45-83 / 17-55 C4F9OCH3 / cyclohexane 57.8 59- 99 / 1-41 70-99 / 1-30 C4F9OCH3 / cyclopentane / acetone 42.8 1-82 / 17-85 / 1-59 60-82 / 17-30 / 1-30 C4F9OCH3 / cyclohexane / acetone 58.0 1-98 / 1-60 / 1-98 60-99 / 1-40 / 1-40 C4F9OCH3 / trans-1.2- 40.0 40-75 / 1-59 / 1-59 50-75 / 1-40 / 1-30 DCE / cyclopentane C4F9OCH3 / trans-1.2- 40.0 40-70 / 15-50 / 1-25 / 1-10 40-60 / 20-40 / 5-20 / 1-8 DCE / cyclopentane / methanol For the purposes of this invention, "effective amount" is defined as the amount of each component of the compositions inventive which, when combined, results in the formation of an azeotropic composition or similar to an azeotropic mixture. This definition includes the amounts of each component, amounts that can vary depending on the pressure applied to the composition as long as the azeotropic or an azeotropic mixture-like compositions continue to exist at different pressures, but with different possible boiling points. Therefore, the effective amount includes the amounts, as may be expressed in percentages by weight, of each component of the compositions of the present invention which form the azeotropic or similar compositions to an azeotropic mixture at temperatures or pressures different from that of describes in the present. For the purposes of this discussion, azeotropic or constant boiling is proposed to also mean essentially azeotropic or essentially constant boiling. In other words, included within the meaning of these terms are not only the true azeotropic mixtures described above, but also other compositions containing the same components in different proportions, which are true azeotropic mixtures at other temperatures and pressures, as well as those equivalent compositions that are part of the same azeotropic system and are similar to an azeotropic mixture in their properties. As is well recognized in this art, there is a range of compositions containing the same components as the azeotropic mixture, which will not only exhibit essentially equivalent properties for refrigeration and other applications, but will also exhibit properties essentially equivalent to the azeotropic composition, true in terms of constant boiling characteristics or the tendency to not segregate or fractionate into boiling. It is possible to characterize, in effect, a constant boiling mixture that can appear under many aspects, depending on the selected conditions, by any of several criteria: * The composition can be defined as an azeotropic mixture of 'A, B, C (and D ...) since the term "azeotropic mixture" itself is both definitive and limiting, and requires that the effective quantities of A, B, C (and D ...) for this single composition so that it is a composition of constant boiling. * It is well known to those skilled in the art that, at different pressures, the composition of a given azeotropic mixture will vary at least to some degree, and changes in pressure will also change, at least to some degree, the temperature of the point of boiling. In this way, an azeotropic mixture of A, B, C (and D ...) represents a unique type of relationship but with a variable composition that depends on the temperature and / or pressure. Therefore, compositional ranges, preferably fixed compositions, are often used to define azeotropic mixtures. * The composition can be defined as a particular ratio of percent by weight or a particular mole percent ratio of A, B, C (and D ...), while recognizing that such specific values indicate only a particular relationship and that at present, a series of such relations, represented by A, B, C (and D ...) currently exist for a given azeotropic mixture, varied by the influence of pressure. * An azeotropic mixture of A, B, C (and D ...) can be characterized by defining the compositions as an azeotropic mixture is characterized by a boiling point at a given pressure, thus giving identification characteristics without unduly limiting the scope of the invention by a specific numerical composition, which is limited by and is only as accurate as the analytical equipment available. The azeotropic or azeotropic mixture-like compositions of the present invention can be prepared by any convenient method that includes mixing or combining the desired amounts. A preferred method is to weigh the desired amounts of the components and then combine them in an appropriate container. The specific examples illustrating the invention are given below. Unless stated otherwise in the present, all percentages are by weight. It should be understood that these examples are illustrative only and in no way should be construed as limiting the scope of the invention. All C4F9OCH3 isomers are believed to provide similar results.

EXAMPLE 1 Phasing Study A phase study shows that the following compositions are azeotropic at substantially atmospheric pressure: Vapor Pressure Composition Percentages by weight kq / cm2 (psia) kPa T (° C) C4F9OCH3 / cyclopentane 57.1 / 42.9 1.030 (14.68) 101 42.8 C4F9OCH3 / cyclohexane 88.4 / 11.6 1.030 (14.67) 101 57.8 EXAMPLE 2 Impact of Steam Escape on Steam Pressure A container with an initial composition is charged at a specific temperature, and the vapor pressure of the composition is measured. The composition is allowed to escape from the container, while the temperature is kept constant at the specified temperature, until 50 percent by weight of the initial composition is removed, at which time the vapor pressure of the remaining composition is measured. the recipient. The results are summarized below.

Coolant 0% by weight evaporated 50% by weight evaporated% Percent in Weight kq / cm2 (Psia) kPa kq / cm2 (Psia) kPa change C4F9OCH3 / cyclopentane (42.8 ° C) 57.1 /42.9 1.030 (14.68) 101 1.030 (14.68) 101 0.0 70/30 1,022 (14.56) 100 1,007 (14.35) 99 1.4 80/20 0.991 (14.12) 97 0.928 (13.22) 91 6.4 83/17 0.973 (13.86) 96 0.885 (12.61) 87 9.0 84/16 0.865 (13.75) 95 0.868 (12.37) 85 10.0 40/60 1023 (14.57) 100 1.004 (14.30) 99 1.9 /70 1.012 (14.42) 99 0.930 (13.25) 91 8.1 29/71 1.011 (14.40) 99 0.919 (13.09) 90 9.1 28/72 1,009 (14.37) 99 0.907 (12.92) 89 10.1 C4F9OCH3 / cyclohexane (57.8 ° C) 88.4 / 1 1.6 1.030 (14.67) 101 1.030 (14.67) 101 0.0 95/5 1,014 (14.45) 100 1.008 (14.36) 99 0.6 99/1 0.976 (13.90) 96 0.971 (13.83) 95 0.5 70/30 0.995 (14.18) 98 0.960 (13.68) 94 3.5 60/40 0.970 (13.82) 95 0.885 (12.61) 87 8.8 59/41 0.968 (13.79) 95 0.873 (12.44) 86 9.8 58/42 0.965 (13.75) 95 0.860 (12.25) 84 10.9 C4F9OCH3 / cyclopentane / aceettoonna (42.8 °) 53.9 / 44.7 / 1.4 1.030 (14.67) 101 1.030 '14.67) 101 0.0 70/29/1 1018 (14.51) 100 0.998 14.22) 98 2.0 60/30/10 1.013 (14.43) 99 0.968 13.81) 95 4.3 40/30/30 1.013 (14.43) 99 0.912 < 13.00) 90 9.9 /35/45 1.032 (14.71) 101 0.938 (13.36) 92 9.2 1/40/59 1,047 (14.92) 103 0.964 13.73) 95 8.0 /69/1 1,015 (14.46) 100 0.959 (13.66) 94 5.5 /75/5 1,021 (14.55) 100 0.964 (13.74) 95 5.6 /80/10 1,039 (14.81) 102 0.983 (14.01) 97 5.4 1/85/14 1,057 (15.06) 104 0.989 (14.09) 97 6.4 50/49/1 1029 (14.66) 101 1.028 (14.65) 101 0.1 40/50/10 1,038 (14.79) 102 1,036 (14.76) 102 0.2 /60/20 1.060 (15.11) 104 1.058 (15.07) 104 0.3 1/65/34 1.086 (15.47) 107 1.085 (15.46) 107 0.1 70/25/5 1.001 (14.27) 98 0.948 (13.51) 93 5.3 75/20/5 0.978 (13.93) 96 0.887 (12.64) 87 9.3 80/19/1 0.983 (14.00) 97 0.905 (12.90) 89 7.9 82/17/1 0.969 (13.81) 95 0.874 (12.46) 86 9.8 C F9OCH3 / cyclohexane / acetone (58.0 ° C) 80.6 / 14.6 / 4.8 1.030 (14.68) 101 1.030 (14.68) 101 0.0 85/5/10 0.999 (14.23) 98 0.984 (14.02) 97 1.5 82/8/10 1.018 (4.50) 100 1.007 (14.35) 99 1.0 82/5/13 0.999 (14.23) 98 0.982 (13.99) 96 1.7 98/1/1 0.976 (13.91) 96 0.971 (13.83) 95 0.6 70/1/29 0.974 (13.88) 96 0.961 (13.70) 94 1.3 40/1/59 1042 14.84) 102 1.022 (14.56) 100 1.9 /1/79 1077 15.35) 106 1.064 (15.16) 105 1.2 1/1/98 1.103 5.72) 108 1.099 (15.66) 108 0.4 70/10/20 1.038 (14.79) 102 1.023 (14.57) 100 1.5 /30/60 1,119 15.94) 110 1,088 (15.50) 107 2.8 70/20/10 1,035 14.75) 102 1,034 (14.73) 102 0.1 50/20/30 1.090 f15.53) 107 1.079 (15.37) 106 1.0 /20/60 1,157 (16.49) 114 1.143 (16.28) 112 1.3 70/29/1 1,006 14.33) 99 0.977 (13.92) 96 2.9 50/30/20 1065 15.17) 105 1.051 (14.97) 103 1.3 /30/50 1.157 '16.48) 114 1.146 (16.33) 113 0.9 60/39/1 0.981 13.98) 96 0.912 (13.00) 90 7.0 40/40/20 1.062 15.13) 104 1.030 (14.68) 101 3.0 /40/40 1,140 16.24) 112 1,117 (15.92) 110 2.0 40/50/10 1.003 '14 .29) 99 0.914 (13.03) 90 8.8 /30/50 1,108 15.79) 109 1,058 (15.08) 104 4.5 1/50/49 1.174 (16.72) 115 1.15 (16.39) 113 2.0 1/60/39 1,152 (16.41) 113 1.091815.54) 107 5.3 C4F9OCH3 / trans-1, 2-DCE / cyclopentane (40 ° C) 63/20/17 1.030 (14.67) 101 1.019 (14.52) 100 1.0 70/29/1 1,076 (15.33) 106 1,278 (15.21) 105 0.8 75/24/1 1,071 (15.26) 105 1,044 (14.87) 103 2.6 40/1/59 0.931 (13.27) 91 0.914 (13.03) 90 1.8 40/59/1 1,070 (15.24) 105 1,022 (14.56) 100 4.5 50/30/20 1.036 (14.76) 102 1.030 (14.68) 101 0.5 60/10/30 0.983 (14.00) 97 0.973 (13.87) 96 0.9 50/40/10 1.060 (15.11) 104 1.056 (15.04) 104 0.5 60/30/10 1.058 (15.07) 104 1.054 (15.02) 104 0.3 60/20/20 1 .024 (14.59) 101 1.016 (14.47) 100 0.8 65/20/15 1034 (14.73) 102 1.020 (14.53) 100 1.4 C4F9OCH3 / trans -1, 2-DCE / cyclopentane / meta nci (40 ° C) 59/20/15/6 1.075 (15.31) 106 1.002 (14.28) 102 3.2 70/15/10/5 1 .059 (15.09) 104 0.955 (13.61) 94 9.8 40/35/20/5 1.087 (15.49) 107 1.086 (15.48) 107 0.1 70/20/5/5 1 .076 (15.33) 106 0.978 (13.94) 96 9.1 50/20/25/5 1.070 (15.24) 105 1.062 (15.13) 104 0.7 70/15/14/1 1 .030 (14.68) 102 1.001 (14.27) 98 4.0 40/35/24/1 1.060 (15.11) 104 1.034 (14.74) 102 2.4 50/35/5/10 1,081 (15.40) 106 1,043 (14.86) 102 3.5 57/22/16/5 1.079 (15.37) 106 1.060 (15.11) 104 1.7 49/30/15/6 1.088 (15.50) 107 1 .081 (15.40) 106 0.6 55/25/14/6 1051 (14.98) 103 1.028 (14.65) 101 2.2 50/39/1/10 1.030 (14.67) 101 0.985 (14.03) 97 4.4 40/50/5/5 1 .053 (15.00) 103 1.053 (15.00) 103 0.0 The results of this Example show that these compositions are azeotropic or similar to an azeotropic mixture because when 50% by weight of a composition is removed original, the vapor pressure of the remaining composition is within about 10% of the vapor pressure of the original composition, at a temperature of 25 ° C.

EXAMPLE 3 Impact of Steam Escape at 25 ° C The exhaust test is carried out in compositions of C4F9OCH3 and cyclohexane, at a temperature of 25 ° C. The results are shown below: Coolant 0% by weight evaporated 50% by weight evaporated% Percent in Weight kq / cm2 (Psia) kPa kq / cm2 (Psia) kPa change C4F9OCH3 / cyclohexane 89.7 / 10.3 0.304 (4.33) 30 0.304 (4.33) 30 0.0 95/5 0.300 (4.28) 30 0.299 (4.26) 29 0.5 99/1 0.289 (4.13) 28 0.288 (4.11) 28 0.5 70/30 0.292 (4.16) 29 0.280 (3.99) 28 4.1 61/39 0.285 (4.06) 28 0.259 (3.69) 25 9.1 60/40 0.284 (4.05) 28 0.254 (3.63) 25 10.4 These results show that the compositions of C4F9OCH3 and cyclohexane are azeotropic or similar to an azeotropic mixture at different temperatures, but that the percentages by weight of the components vary when changing the temperature.

EXAMPLE 4 Effect of the C4F9OCH3 isomer on the Steam Escape A container with an initial composition is charged at a specified temperature, and the vapor pressure of the composition is measured. The composition is allowed to escape from the container, while the temperature is kept constant at the specified temperature, until 50 percent by weight of the initial composition is removed, - time at which the vapor pressure of the remaining composition is measured. the recipient. The resultants are summarized below.

Coolant 0% by weight evaporated 50% by weight evaporated% Percent in Weight kq / cm2 (Psia) kPa kq / cm.2 (Psia) kPa change CF3CF2 CF2 CF2OCH3 / cyclopentane (42.8 ° C) 57.1 / 42.9 1.030 (14.68) 101 1.030 (14.68) 101 0.0 70/30 1.094 (14.56) 100 1.007 (14.35) 99 1.4 80/20 0.991 (14.12) 97 0.928 (13.22) 91 6.4 83/17 0.973 (13.86) 96 0.885 (12.61) 87 9.0 84/16 0.965 (13.75) 95 0.868 (12.37) 85 10.0 40/60 1.023 (14.57) 100 1.004 (14.30) 99 1.9 30/70 1.012 (14.42) 99 0.930 (13.25) 91 8.1 29/71 1.011 (14.40) 99 0.919 (13.09) 90 9.1 28/72 1.009 (14.37) 99 0.907 (12.92) 89 10.1 (CF3) 2CFCF2OCH3 / cyclopentane (42.8 ° C) 57.1 / 42.9 1.030 (14.68) 101 1.030 (14.68) 101 0.0 70/30 1.094 (14.56) 100 1.007 (14.35) 99 1.4 80/20 0.991 (14.12) 97 0.928 (13.22) 91 6.4 83/17 0.973 (13.86) 96 0.885 (12.61) 87 9.0 84/16 0.965 (13.75) 95 0.868 (12.37) 85 10.0 40/60 1023 (14.57) 100 1.004 (14.30) 99 1.9 /70 1.012 (14.42) 99 0.930 (13.25) 91 8.1 29/71 1.011 (14.40) 99 0.919 (13.09) 90 9.1 28/72 1,009 (14.37) 99 0.907 (12.92) 89 10.1 (CF3) 3COCH3 / cyclopentane (42.8 ° C) 57.1 / 42.9 1.030 (14.68) 101 1.030 (14.68) 101 0.0 70/30 1.094 (14.56) 100 1.007 (14.35) 99 1.4 80/20 0.991 (14.12) 97 0.928 (13.22) 91 6.4 83/17 0.973 (13.86) 96 0.885 (12.61) 87 9.0 84/16 0.965 (13.75) 95 0.868 (12.37) 85 10.0 0/60 1.023 (14.57) 100 1.004 (14.30) 99 1.9 30/73 1.012 (14.42) 99 0.930 (13.25) 91 8.1 29/71 1.01 1 (14.40) 99 0.919 (13.09) 90 9.1 28/72 1,009 (14.37) 99 0.907 (12.92) 89 10.1 The results show that different isomers of C4F9OCH3 provide equivalent efficacy at the azeotropic and escape points.

EXAMPLE 5 Efficiency of Refrigerants The following table shows the effectiveness of several refrigerants. The data is based on the following conditions.

Evaporator temperature 4.4 ° C (40.0 ° F) Condenser temperature 43.3 ° C (110.0 ° F) Subcooling 5.6 ° C (10.0 ° F) Return gas temperature 23.9 ° C (75.0 ° C) The efficiency of the compressor is 70% The cooling capacity is based on a compressor with a fixed displacement of 106.75 cubic centimeters (3.5 cubic feet) per minute and 70% volumetric efficiency.

The capacity is proposed which means the change in the enthalpy of the refrigerant in the evaporator per pound of the circulating refrigerant, that is, the heat removed by the refrigerant in the evaporator for time. The coefficient of efficiency (COP) is proposed which means the ratio of the capacity to the work of the compressor. This is a measure of the energy efficiency of the refrigerant.

Pressure Pressure of Desc. of the Evaporator Condenser Compressor Capacity kq / cm2 (Psia) kPa kq / cm2 (Psia) kPa CC) (° F) COP Btu / min. kW C4F9OCH3 / cyclopentane 1/99 0.182 (2.6) 18 0.835 (11.9) 82 68.7 155.6 4.24 '16 .3 0.29 99/1 0.112 (1.6) 11 0.617 (8.8) 61 55.3 131.5 4.01 10.3 0.18 C F9? CH3 / cyclohexane 1/99 0.049 (0.7) 5 0.294 (4.2) 29 65.9 150.7 4.28 5.3 0.09 99/1 0.105 (1.5) 10 0.589 (8.4) 58 55.2 131.4 3.94 9.7 0.17 C4F9? CH3 / cyclopentane / acetone 98/1/1 0.126 (1.8) 12 0.681 (9.7) 67 55.6 132.1 4.15 12.0 0.21 1/98/1 0.182 (2.6) 18 0.842 (12.0) 83 68.8 155.9 4.25 16.4 0.29 1/1/98 0.133 (1.9) 13 0.674 (9.6) 66 94.7 202.4 4.73 14.7 0.26 C4F9OCH3 / cyclohexane / acetone 98/1/1 0.119 (1.7) 12 0.653 (9.3) 64 55.5 131.9 4.12 11.4 0.20 1/98/1 0.056 (0.8) 6 0.301 (4.3) 30 66.2 151.2 4.29 5.5 0.10 1/1/98 0.133 (1.9) 13 0.667 (9.5) 66 94.6 202.3 4.73 14.6 0.26 C4F9OCH3 / trans-1,2-DCE / cyclopentane 98/1/1 0.119 (1.7) 12 0.667 (9.5) 66 55.4 131.7 4.13 11.6 0.20 1/98/1 0.196 (2.8) 19 0.919 (13.1) 90 109.4 229.0 4.60 20.1 0.35 1/1/98 0.182 (2.6) 18 0.842 (12.0) 83 68.8 155.8 4.24 16.4 0.29 C4F9OCH3 / trans-1,2-DCE / cyclopentane / methanol 97/1/1/1 0.133 (1.9) 13 0.730 (10.4) 72 57.2 134.9 4.19 12.9 0.23 1/97/1/1 0.203 (2.9) 20 0.968 (13.8) 95 110.6 231.0 4.57 21.0 0.37 1/1/97/1 0.189 (2.7) 19 0.877 (12.5) 86 72.3 162.2 4.23 17.0 0.30 88/1/1/10 0.182 (2.6) 18 0.990 (14.1) 97 70.9 159.6 4.27 18.2 0.32 EXAMPLE 6 Several circuit boards printed on one side were coated with Alpha 611F RMA rosin flux, then activated by heating to 165 ° C for two minutes. The flux was removed from the plates in a boiling solution of 55.0 weight percent C4F9OCH3, 25.0 weight percent trans-dichloroethylene, 14.0 weight percent cyclopentane and 6.0 weight percent methanol. The cleaning cycle consisted of 2 minutes of immersion in the boiling solution followed by 30 seconds of drying time in the steam. After cleaning, the plates showed no visible residues remaining on them.

EXAMPLE 7 Samples of chamber deposits containing a polymer of carbon, fluorine, hydrogen and possibly other atoms were soaked in a solution of 85.0 weight percent C4F9OCH3, 5.0 weight percent cyclohexane and 10.0 weight percent acetone for one hour. The solid deposits softened and appeared to become similar to the gel. The softened deposits were then mechanically removed leaving a clean surface. The novel compositions of this invention, which include the azeotropic or an azeotropic mixture-like compositions, can be used as cleaning agents, for example, printed circuit boards, electronic. It is preferred that the cleaning agents are azeotropic or similar to an azeotropic mixture because in the steam degreasing operations, the cleaning agent is generally redistilled and reused for the final rinse cleaning. The novel compositions can also be used as displacement desiccants to remove water from surfaces and as cleaning solvents. The novel compositions of this invention, which include azeotropic compositions or similar to an azeotropic mixture, can be used to produce refrigeration by condensing the compositions and then evaporating the condensed product in the vicinity of a body to be cooled. The novel compositions can also be used to produce heat by condensing the refrigerant in the vicinity of the body to be heated and then evaporating the refrigerant. The novel compositions of this invention are particularly suitable for replacing compounds that can affect the ozone layer, including R-113 and R-ll. In addition to the cleaning and cooling applications, the constant or substantially constant boiling, novel boiling compositions of the invention are also useful as aerosol impellers, heat transfer media, gaseous dielectrics, fire extinguishing agents, blowing agents, polyolefins and polyurethanes and working fluids of the energy cycle.

ADDITIONAL COMPOUNDS Other components, such as aliphatic hydrocarbons having a boiling point of about 0 to 100 ° C, hydrofluorocarbon-alkanes having a boiling point of about 0 to 100 ° C, hydrofluoropropanes having a boiling point of between about 0 to 100 ° C, hydrocarbon esters having a boiling point between about 0 to 100 ° C, hydrochlorofluorocarbons having a boiling point between about 0 to 100 ° C, hydrofluorocarbons having a boiling point of about 0 to 100 ° C , hydrochlorocarbons having a boiling point between about 0 to 100 ° C, chlorocarbons and perfluorinated compounds, can be added in small amounts to the azeotropic or azeotrope-like compositions described above without substantially changing the properties thereof, including the constant boiling behavior of the composic ions. Additives such as lubricants, corrosion inhibitors, surfactants, stabilizers, dyes and other suitable materials can be added to the novel compositions of the invention for a variety of purposes with the proviso that they do not have an adverse influence on the composition for their intended application. . Preferred lubricants include esters having a molecular weight greater than 250.

It is noted that in relation to this date, the best method known to the applicant to carry out the aforementioned invention, is that which is clear from the present description of the invention.

Having described the invention as above, the content of the following claims is claimed as property.

Claims (20)

1. A composition, characterized in that it comprises nonafluoromethoxybutane and cyclopentane, nonafluoromethoxybutane and cyclohexane; nonafluoromethoxybutane, cyclopentane and acetone, nonafluoromethoxybutane, cyclohexane and acetone, nonafluoromethoxybutane, trans-1,2-dichloroethylene and cyclopentane; and nonafluoromethoxybutane, trans-1,2-dichloroethylene, cyclopentane and methanol.

2. Effective amounts of the following compounds to form an azeotropic composition or similar to an azeotropic mixture: nonafluoromethoxybutane and cyclopentane, nonafluoromethoxybutane and cyclohexane; nonafluoromethoxybutane, cyclopentane and acetone, nonafluoromethoxybutane, cyclohexane and acetone, nonafluoromethoxybutane, trans-1,2-, -chloroethylene and cyclopentane; and nonafluoromethoxybutane, trans-1,2-dichloroethylene, cyclopentane and methanol.

3. The azeotropic composition or similar to an azeotropic mixture according to claim 2, characterized in that the composition comprises: 29-83 weight percent of nonafluoromethoxybutane and 17-71 weight percent of cyclopentane; 59-99 weight percent nonafluoromethoxybutane and 1-41 weight percent cydohexane; 1-82 weight percent nonafluoromethoxybutane, 17-85 weight percent cyclopentane and 1-59 weight percent acetone; 1-98 per cent by weight of nonafluoromethoxybutane, 1-60 weight percent of cyclohexane and 1-98 weight percent of acetone; 40-75 weight percent nonafluoromethoxybutane, 1-59 weight percent trans-1,2-dichloroethylene and 1-59 weight percent cyclopentane; or 40-70 weight percent nonafluoromethoxybutane, 15-50 weight percent trans-1,2-dichloroethylene, 1-25 weight percent cyclopentane and 1-10 weight percent methanol.

4. The azeotropic composition or similar to an azeotropic mixture according to claim 2, characterized in that the composition comprises: 45-83 weight percent of nonafluoromethoxybutane and 17-55 weight percent of cyclopetane; 70-99 weight percent nonafluoromethoxybutane and 1-30 weight percent cyclohexane; 60-82 weight percent nonafluoromethoxybutane, 17-30 weight percent cyclopentane and 1-30 acetone; 60-99 weight percent nonafluoromethoxybutane, 1-40 weight percent cyclohexane and 1-40 weight percent acetone; 50-75 weight percent nonafluoromethoxybutane, 1-40 weight percent trans-1,2-dichloroethane and 1-30 cyclopentane; or 40-60 weight percent nonafluoromethoxybutane, 20-40 weight percent trans-1,2-dichloroethylene, 5-20 weight percent cyclopentane, and 1-8 weight percent methanol.

5. A process for producing refrigeration, characterized in that it comprises condensing a composition of claim 1, and then evaporating the composition in the vicinity of the body to be cooled.

6. A process for producing refrigeration, characterized in that it comprises condensing a composition of claim 2, and then evaporating the composition in the vicinity of the body to be cooled.

7. A process for producing refrigeration, characterized in that it comprises condensing a composition of claim 3, and then evaporating the composition in the vicinity of the body to be cooled.

8. A process for producing refrigeration, characterized in that it comprises condensing a composition of claim 4, and then evaporating the composition in the vicinity of the body to be cooled.

9. A process for atomizing a fluid, characterized in that it comprises using a composition of claim 1 as an aerosol impeller.

10. A process for atomizing a fluid, characterized in that it comprises using a composition of claim 2 as an aerosol impeller.

11. A process for atomizing a fluid, characterized in that it comprises using a composition of claim 3 as an aerosol impeller.

12. A process for atomizing a fluid, characterized in that it comprises using a composition of claim 4 as an aerosol impeller.

13. A process for cleaning a solid surface, characterized in that it comprises treating the surface with a composition of claim 1.

14. A process for cleaning a solid surface, characterized in that it comprises treating the surface with a composition of claim 2.

15. A process for cleaning a solid surface, characterized in that it comprises treating the surface with a composition of claim 3.

16. A process for cleaning a solid surface, characterized in that it comprises treating the surface with a composition of claim 4.

17. A process for transferring heat from a heat source to a heat sink with a composition of claim 1.

18. A process for transferring heat from a heat source to a heat sink with a composition of claim 2.

19. A process for transferring heat from a heat source to a heat sink with a composition of claim 3.

20. A process for transferring heat from a heat source to a heat sink with a composition of claim 4.