Liquid recovery and solid foam recycle / recovery: compositions and methods

Abstract

Methods and systems are provided for recycling waste liquid and solid materials using or including but not limited to halogenated olefin liquid refrigerants, solvents, immersion fluids, and foam formation. Also provided are recovered compositions and components that meet the quality of the AHRI7002019 industry standard.

Description

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims priority to U.S. patent application No. 63 / 402,727, filed on August 31, 2022, the disclosure of which is incorporated herein by reference in its entirety. Technical Field

[0003] The present invention relates to halogenated liquid and foam waste recovery, wherein spent halogenated liquids such as refrigerants, solvents, immersion fluids and foam wastes are recovered by physical and / or chemical processing, converted into high purity components, compositions and products, and optionally rebalanced in composition to meet AHRI_700_2019 quality requirements for reuse and recycling. Background Art

[0004] The popularization of circular economy concept and its adoption of reducing waste have caused remarkable concern.Halogenated olefins, such as hydrochloroolefins (HCO), chlorofluoroolefins (CFO), hydrofluoroolefins (HFO), hydrochlorofluoroolefins (HCFO) have been developed and are currently used to replace chlorofluorocarbons (CFCs), hydrochlorofluorocarbons (HCFCs) and hydrofluorocarbons (HFCs), thereby providing a heat transfer medium with lower global warming potential (GWP) and ozone depletion potential (ODP) properties that needs to be recovered.Halogenated olefins HCO, HFO and HCFO, and fluorinated ethers, such as hydrofluoroethers (HFE), fluoropolyethers (PFPE, HFPE), hydrofluoroolefin ethers (HFOE) and hydrofluorocarbons (HFCs), are collectively referred to as halogenated liquids, also can be used as solvents, blowing agents, foam generation, cleaning and dielectric fluids of electronic devices, which need to be recovered to reduce waste after use.

[0005] Therefore, there remains a need to apply the circular economy concept to all halogenated liquids and provide integrated / comprehensive systems and methods for recycling that will reduce liquid halogenated waste and foam waste, and generate high purity and quality recycled liquids and compositions that meet at least AHRI_700_2019 standards for recycling and use. Summary of the invention

[0006] The present invention relates to integrated recovery methods that process waste (e.g., used, contaminated) halogenated liquids and waste foam wastes and convert them into high-purity liquids, compositions and solids that meet industry standards for reuse and recycling. These waste halogenated liquids and foam wastes are recovered (collected) from various sources, such as systems that circulate heat transfer liquids, storage facilities, abandoned refrigerant sources, foam manufacturing facilities, foam recycling centers, etc. The physical and chemical properties of the waste liquids can be evaluated, and treatments can be selected to remove pollutants, moisture, water, acidity, gases (e.g., air), oils, particulates / solids, stabilizers, etc., and provide high-purity halogenated liquid components and mixtures / blends. For situations where the content of undissolved water in the halogenated liquid is above the saturation point, distillation or decantation can also be used. Water removal may involve the use of molecular sieves or decantation or a combination of the two. Distillation can be used to separate and / or purify liquid mixtures and liquid components of spent halogenated liquids, such as separating R-514A into vinylidene chloride (R-1130) and 1,1,1,4,4,4-hexafluorobut-2-ene (Z-1336mzz).

[0007] Disclosed herein are integrated processes for the recovery and generation of high purity refrigerants, refrigerant blends, solvents, immersion liquids, polymers, including but not limited to the liquids identified in Table 1.

[0008] Table 1

[0009]

[0010]

[0011] Disclosed herein are integrated processes for the recovery and generation of high purity refrigerants, refrigerant blends, solvents, immersion liquids, polymers, including but not limited to the liquids identified in Tables 2, 3, and 4.

[0012] Table 2

[0013]

[0014]

[0015] Table 3

[0016]

[0017]

[0018]

[0019] Table 4

[0020]

[0021]

[0022] Also disclosed herein are methods for compositionally rebalancing and optionally stabilizing compositions including, but not limited to, blends from at least one of HFO-E-1336mzz, HFO-Z-1336mzz, HFO-Z / E1336mzz, HCFO-E-1224yd, HCFO-E-1233zd, HCFO-Z-1233zd, and HCFO-Z-1224yd processed using the disclosed recovery methods. The stabilizer package comprises at least one of an antioxidant, an acid acceptor and a metal stabilizer, wherein the antioxidant is selected from butylated hydroxytoluene, butylated hydroxyanisole, tert-butylhydroquinone, 4-methoxyphenol, 3,4,5-trihydroxybenzoic acid propyl ester, the acid acceptor is selected from butylene oxide, amines and acetaldehyde dimethylhydrazone (ADH), and the metal stabilizer is selected from N,N′-bis(salicylidene)-1,2-propylenediamine, benzotriazole and its derivatives.

[0023] Disclosed herein are integrated systems and methods for refrigerant recovery including, but not limited to, HFO-E-1336mzz, HFO-Z-1336mzz, HFO-Z / E 1336mzz, HCFO-Z-1224yd, HCFO-E-1233zd, R-514A; HFO-E-1336mzz, HFO-Z-1336mzz, HCFO-1233zd, and HCFO-1224yd components and blends.

[0024] Disclosed herein are integrated systems and methods for recovering liquid blend blowing agents including, but not limited to, at least one of E-1336mzz, Z-1336mzz, E-1233zd, and Z-1224yd.

[0025] Disclosed herein are integrated systems and methods for solvent and immersion cooling liquid recovery including but not limited to Vertrel TM Specialty fluids, such as Vertrel XF; Opteon TMSpecialty fluids such as SF10, SF30, SF33, CFX-70, SF79, SF80, SF01, SF05; 3M hydrofluoroethers such as Novec 7100, Novec 7200, Novec 7300, Novec7500, Novec 649, Novec 71DE, Novec 71DA, Novec 72DA, Novec 72DE, Novec 71IPA, Novec 73DE; and Microcare MCF.

[0026] Disclosed herein are integrated systems and methods for converting foam waste into reusable polymers and distillable halogenated vapors for purification.

[0027] In one embodiment disclosed herein, spent halogenated liquids (including but not limited to liquid refrigerants, refrigerant blends, liquid foaming agents, solvents and / or immersion coolants) are collected, evaluated and processed to remove at least one of acidity, oil, particulates / solids, stabilizers and spent stabilizers, and moisture, and separated, and optionally rebalanced in composition to produce high purity, industry-compliant halogenated liquid components and blends for reuse as refrigerants, liquid foaming agents, solvents and / or immersion coolants (fluids).

[0028] In yet another embodiment disclosed herein, one or more unrecovered (waste) chlorofluoroolefin (CFO), hydrochloroolefin (HCO), hydrofluoroolefin (HFO), hydrochlorofluoroolefin (HCFO), hydrofluoroether (HFE), hydrofluoroolefin ether (HFOE), hydrofluoroketone (HFK), fluoroketone (FK) liquids are recovered to produce high purity components and blends.

[0029] In another embodiment disclosed herein, hydrofluoroolefin (HFO) liquid and / or hydrochlorofluoroolefin (HCFO) liquid is recovered.

[0030] In yet another embodiment disclosed herein, hydrofluoroether (HFE) liquid is recovered.

[0031] In yet another embodiment disclosed herein, one or more unrecovered (waste) hydrofluoroolefin (HFO) liquids and / or mixtures of hydrochlorofluoroolefin (HCFO) liquids and hydrofluoroether (HFE) liquids are recovered to produce high purity HFO, HCFO and HFE components and blends.

[0032] In yet another embodiment disclosed herein, a mixture of one or more unrecovered (waste) chlorofluoroolefin (CFO) liquids, hydrochloroolefin liquids (HCO), hydrofluoroolefin (HFO) liquids, hydrochlorofluoroolefin (HCFO) liquids, hydrofluoroether (HFE) liquids, fluoroketone (FK) and hydrofluoroketone (HFK) liquids is recovered to produce high purity CFO, CHO, HFO, HCFO, HFE and HFK components and blends.

[0033] In another embodiment disclosed herein, the refrigerant liquid is recovered.

[0034] In another embodiment disclosed herein, the solvent is recovered.

[0035] In another embodiment disclosed herein, the immersion coolant is recovered.

[0036] In other embodiments herein, one or more of the compounds identified in Table 1 are recovered.

[0037] In other embodiments herein, one or more of the compounds identified in Table 2 are recovered.

[0038] In other embodiments herein, one or more of the compounds identified in Table 3 are recovered.

[0039] In other embodiments herein, one or more of the compounds identified in Table 4 are recovered.

[0040] In another embodiment disclosed herein, the composition of any recovery in the composition of recovery disclosed herein is packaged in a container constructed of any suitable material and design capable of sealing such compositions. The example of a suitable container includes a pressure-resistant container, such as a tank, a filling cylinder, and a second filling cylinder. The container can be constructed of any suitable material such as carbon steel, manganese steel, chromium-molybdenum steel, and other low alloy steels, stainless steel, and in some cases by aluminum alloy. The composition containing refrigerant stored in these containers can be transferred to a heat transfer system and then used as a working fluid.

[0041] In another embodiment of the present invention, spent foam waste is collected and crushed to form processable solids and release trapped vapors. The crushed solids are pelletized and the vapors are collected, separated and purified into reusable components and compositions.

[0042] In one embodiment of the invention, one or more molecular sieve beds are used to remove water, such as water above or below its saturation point (greater than 350 ppm), from halogenated liquids such as refrigerants, solvents, blowing agents, and immersion fluids.

[0043] In another embodiment of the invention, distillation or decantation is used to remove undissolved water above its saturation point from the refrigerant, solvent, blowing agent, trapped vapor and immersion fluid.

[0044] In yet another embodiment of the invention, a refrigerant blend, solvent blend, immersion fluid and / or commercial blend is purified and, for example, separated into its components, such as separating R-514A into dichloroethylene (DCE) and Z-1336mzz.

[0045] Disclosed herein are systems, methods and additives for stabilizing refrigerants, refrigerant blends, liquid blowing agents, solvents, electronic immersion fluids, wherein stabilizers and / or stabilizer packages include, but are not limited to, antioxidants selected from butylated hydroxytoluene (BHT), butylated hydroxyanisole (BHA), tert-butylhydroquinone, 4-methoxyphenol, 3,4,5-trihydroxybenzoic acid propyl ester, acid acceptors (butylene oxide, amines and acetaldehyde dimethylhydrazone (ADH)) and optional metal stabilizers (N,N′-bis(salicylidene)-1,2-propylenediamine, benzotriazole and its derivatives). BRIEF DESCRIPTION OF THE DRAWINGS

[0046] Figure 1 A method and system for recovering unrecovered halogenated liquid according to embodiments of the present invention are shown.

[0047] Figure 2 A method and system for foam waste recycling according to embodiments of the present invention are shown.

[0048] Figure 3 A method and system for foam waste recycling according to another embodiment of the present invention is shown.

[0049] Figure 4 One embodiment of the present invention is shown.

[0050] Figure 5 A system for purifying unrecovered (unpurified) refrigerant liquid is shown.

[0051] Figure 6 A service center system is shown. DETAILED DESCRIPTION

[0052] The present invention relates to integrated recovery methods that process waste (e.g., used, contaminated) halogenated liquids and foam wastes and convert them into high-purity liquids, compositions and solids that meet industry standards for reuse and recycling. The properties of the waste halogenated liquids can be evaluated, and physical / chemical treatments can be selected to clean up the waste halogenated liquids to remove, for example, contaminants, moisture, water, acidity, gases (e.g., air), oils, particulates / solids, stabilizers, etc. For situations where the content of undissolved water is above the saturation point, distillation or decantation can also be used. Water removal may involve the use of molecular sieves, decantation. Distillation can be used to separate and / or purify liquids and liquid components of waste halogenated liquids, such as separating R-514A into dichloroethylene (R-1130) and 1,1,1,4,4,4-hexafluorobut-2-ene (Z-1336mzz).

[0053] In some embodiments, the halogenated liquid of recovery can be reused as a substitute for CFC and the composition containing less desirable HCFC in various applications.For example, the halogenated liquid of the present invention recovery can be used as foaming agent, refrigerant, heating agent, power cycle agent, immersion coolant and cleaning agent.In some embodiments, the halogenated liquid of recovery disclosed herein is packaged in a container of any suitable material and design structure that can seal liquid and / or liquid composition.The example of suitable container comprises pressure-resistant container, such as tank, filling cylinder and second filling cylinder.Container can be constructed by any suitable material such as carbon steel, manganese steel, chromium-molybdenum steel and other low alloy steel, stainless steel and aluminum alloy in some cases.The composition containing refrigerant stored in these containers can be transferred to heat transfer system and then used as working fluid.

[0054] In some embodiments disclosed herein, the liquid refrigerant, liquid blowing agent, solvent and / or immersion coolant (dielectrically compatible heat transfer medium for electronic devices) to be recovered is selected from at least one hydrofluoroolefin (HFO), hydrochlorofluoroolefin (HCFO), hydrofluoroether (HFE), fluoropolyether (PFPE, HFPE) or hydrofluoroolefin ether (HFOE) and hydrofluorocarbon (HFC).

[0055] In some embodiments disclosed herein, liquid refrigerants and / or liquid heat transfer media do not undergo phase changes and may be used in a coolant circuit to remove / transfer heat from a power system, a vehicle, an exhaust system of a vehicle, an internal combustion engine (ICE).

[0056] Hydrofluoroethers (HFEs) are compounds containing carbon, hydrogen and fluorine and also containing ether bonds. Hydrofluoroolefins (HFOs) are compounds containing carbon, hydrogen and fluorine and also containing double bonds. Hydrofluoroolefins (HCFOs) are compounds containing carbon, hydrogen, fluorine and double bonds.

[0057] As used herein, ODP is defined in "Scientific Assessment of Ozone Depletion, 2002", a report of the World Meteorological Association, which is incorporated herein by reference. As used herein, GWP is defined relative to carbon dioxide and a time horizon of more than 100 years, and is defined in the same reference as for ODP mentioned above.

[0058] As used herein, a refrigerant is a compound or mixture of compounds used as a working fluid for carrying heat from a heat source to a heat sink. Such heat transfer compositions may also be used as refrigerants in cycles in which a fluid undergoes a phase change; that is, from a liquid to a gas and back again, or vice versa. Examples of heat transfer systems include, but are not limited to, air conditioners, freezers, refrigerators, heat pumps, water chillers, flooded evaporator coolers, direct expansion chillers, walk-in coolers, high temperature heat pumps, mobile chillers, mobile air conditioning units, electrical storage cooling systems, battery cooling, immersion cooling systems, data center cooling systems, and combinations thereof.

[0059] As used herein, immersion cooling is used to cool electronic devices such as data center servers, insulated gate bipolar transistor (IGBT) devices, telecommunications infrastructure, military electronics, televisions (TVs), mobile phones, monitors, drones, automotive batteries, power systems for electric vehicles (EVs), avionics, power devices, and displays. An immersion cooling system is a heat transfer device in which there is no compressor and the heat transfer medium has suitable dielectric properties. Generally speaking, the object to be cooled is at least partially immersed in (in direct contact with) a heat transfer fluid contained in a container. In some embodiments, the heat transfer fluid may evaporate and condense in the container. In other embodiments, no phase change may be involved.

[0060] Provided herein is an integrated method for recycling foam waste, including but not limited to closed-cell polyurethane foam. As known to those skilled in the art, foam waste is formed from a composition that generally includes one or more components capable of forming foam and a blowing agent. In some embodiments, the blowing agent compound is at least one of E-1336mzz, Z-1336mzz, E-1233zd, and Z-1224yd.

[0061] As used herein, a refrigerant is a compound or mixture (blend) of compounds used as a heat transfer fluid in a cycle wherein the fluid undergoes a phase change from liquid to gas and back to liquid.

[0062] As used herein, the terms "comprises," "including," "having," or any other variations thereof are intended to encompass non-exclusive inclusions. For example, a composition, process, method, article, or device that includes a list of elements need not be limited to only those elements, but may include other elements that are not explicitly listed or that are inherent to such composition, process, method, article, or device. In addition, unless expressly indicated to the contrary, "or" refers to an inclusive or and not an exclusive or. For example, a condition A or B satisfies one of the following conditions: A is true (or exists) and B is false (or does not exist), A is false (or does not exist) and B is true (or exists), and both A and B are true (or exist).

[0063] The transitional phrase "consisting of" excludes any unspecified elements, steps, or ingredients. If in a claim, protection is not included for materials other than those recited, except for impurities normally associated therewith. When the phrase "consisting of" appears in a clause in the body of a claim, rather than immediately following the preamble, it limits only the elements recited in that clause; other elements are not excluded from the claim as a whole.

[0064] The transitional phrase "consisting essentially of" is used to define a composition, method, or process that includes materials, steps, features, components, or elements in addition to those disclosed in the document, provided that these additionally included materials, steps, features, components, or elements do not significantly affect the basic and novel features of the claimed invention, especially the mode of action for achieving any desired result in the method of the invention. The term "consisting essentially of" is intermediate between "comprising" and "consisting of."

[0065] Where the applicant has defined an invention or a portion thereof using open-ended terms such as “comprising,” it should be readily understood that (unless otherwise indicated) the description should be interpreted as also including such inventions using the terms “consisting essentially of” or “consisting of.”

[0066] In addition, the use of "a" or "an" is used to describe elements and components described herein. This is for convenience only and to give a general sense of the scope of the invention. The description should be understood to include one or at least one, and the singular also includes the plural, unless it is obvious that there is another meaning.

[0067] Unless otherwise defined, all technical and scientific terms used herein have the same meanings as those generally understood by those of ordinary skill in the art to which the present invention belongs. Although methods and materials similar to or equivalent to the methods and materials described herein can be used in the practice or testing of embodiments of the present invention, suitable methods and materials are described below. Unless citing a specific paragraph, all publications, patent applications, patents and other references mentioned herein are incorporated herein by reference in their entirety. If a conflict occurs, this specification and the definitions included therein shall prevail. In addition, materials, methods and examples are exemplary only and are not intended to be limiting.

[0068] exist Figure 1 In the drawings, 100 shows a non-limiting example of a method and system for recovering halogenated liquids and / or vapors according to the present invention. The unrecovered liquid is recovered using system 110.

[0069] In one embodiment, the unrecovered (waste) liquid comprises hydrofluoroolefins (HFOs), hydrochlorofluoroolefins (HCFOs), hydrofluoroethers (HFEs) and mixtures and blends, in particular at least one of E-1336mzz, Z-1336mzz, E-1233zd and Z-1224yd and R-514A.

[0070] In another embodiment, the unrecovered (waste) liquids are fluorine and perfluorobutanes, pentanes, hexanes, heptanes and octanes, including but not limited to 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorooctane, 1,1,1,2,2,3,4,5,5,5-decafluoropentane, 1,1,1,3,3-pentafluorobutane, 1,1,2,2,3,3,4-heptafluorocyclopentane and tridecafluorooctane.

[0071] In yet another embodiment, the unrecovered (waste) liquid comprises fluorinated and perfluorinated C4-C7 unsaturated compounds such as 1,1,1,2,3,4,4,4-octafluoro-2-butene (CF3CF=CFCF3); 1,1,2,3,3,4,4,4-octafluoro-1-butene (CF3CF2CF=CF2); 1,1,1,2,4,4,4-heptafluoro-2-butene (CF3CF=CHCF3); 1,2,3,3,4,4,4-heptafluoro-1-butene (CHF=CFCF2CF3); 1,1,1,2,3,4,4-heptafluoro-2-butene (CHF=CFCF2CF3); 1,3,3,3-tetrafluoro-2-(trifluoromethyl)- 1-Propene ((CF3)2C=CHF); 1,1,3,3,4,4,4-heptafluoro-1-butene (CF2=CHCF2CF3); 1,1,2,3,4,4,4-heptafluoro-1-butene (CF2=CFCHFCF3); 1,1,2,3,3,4,4-heptafluoro-1-butene (CF2=CFCF2CHF2); 2,3,3,4,4,4-hexafluoro-1-butene (CF3CF2CF=CH2); 1,3,3,4,4,4-hexafluoro-1-butene (CHF=CHCF2CF3); 1,2,3,4,4,4-hexafluoro-1-butene (CHF=CFCHFCF3); 1,2,3,3,4,4-hexafluoro- 1-Butene (CHF=CFCF2CHF2); 1,1,2,3,4,4-hexafluoro-2-butene (CHF2CF=CFCHF2); 1,1,1,2,3,4-hexafluoro-2-butene (CH2FCF=CFCF3); 1,1,1,2,4,4-hexafluoro-2-butene (CHF2CH=CFCF3); 1,1,1,3,4,4-hexafluoro-2-butene (CF3CH=CFCHF2); 1,1,2,3,3,4-hexafluoro-1-butene (CF2=CFCF2CH2F); 1,1,2,3,4,4-hexafluoro-1-butene (CF2=CFCHFCHF2); 3,3,3-trifluoro-2-(trifluoromethyl) -1-propylene (CH2=C(CF3)2); 1,1,1,2,4-pentafluoro-2-butene (CH2FCH=CFCF3); 1,1,1,3,4-pentafluoro-2-butene (CF3CH=CFCH2F); 3,3,4,4,4-pentafluoro-1-butene (CF3CF2CH=CH2); 1,1,1,4,4-pentafluoro-2-butene (CHF2CH=CHCF3); 1,1,1,2,3-pentafluoro-2-butene (CH3CF=CFCF3); 2,3,3,4,4-pentafluoro-1-butene (CH2=CFCF2CHF2); 1,1,2,4,4-pentafluoro-2-butene (CHF2CF=CHCHF2);1,1,2,3,3-pentafluoro-1-butene (CH3CF2CF=CF2); 1,1,2,3,4-pentafluoro-2-butene (CH2FCF=CFCHF2); 1,1,3,3,3-pentafluoro-2-methyl-1-propene (CF2=C(CF3)(CH3)); 2-(difluoromethyl)-3,3,3-trifluoro-1-propene (CH2=C(CHF2)(CF3)); 2,3,4,4,4-pentafluoro-1-butene (CH2=CFCHFCF3); 1,2,4,4,4-pentafluoro-1-butene (CHF=CFCH2CF3); 1,3,4,4,4-pentafluoro-1-butene (CHF=CHCHFCF3); 1,3, 3,4,4-pentafluoro-1-butene (CHF=CHCF2CHF2); 1,2,3,4,4-pentafluoro-1-butene (CHF=CFCHFCHF2); 3,3,4,4-tetrafluoro-1-butene (CH2=CHCF2CHF2); 1,1-difluoro-2-(difluoromethyl)-1-propene (CF2=C(CHF2)(CH3)); 1,3,3,3-tetrafluoro-2-methyl-1-propene (CHF=C(CF3)(CH3)); 3,3-difluoro-2-(difluoromethyl)-1-propene (CH2=C(CHF2)2); 1,1,1,2-tetrafluoro-2-butene (CF3CF=CHCH3); 1,1,1,3-tetrafluoro-2 -butene (CH3CF=CHCF3); 1,1,1,2,3,4,4,5,5,5-decafluoro-2-pentene (CF3CF=CFCF2CF3); 1,1,2,3,3,4,4,5,5,5-decafluoro-1-pentene (CF2=CFCF2CF2CF3); 1,1,1,4,4,4-hexafluoro-2-(trifluoromethyl)-2-butene ((CF3)2C=CHCF3); 1,1,1,2,4,4,5,5,5-nonafluoro-2-pentene (CF3CF=CHCF2CF3); 1,1,1,3,4,4,5,5,5-nonafluoro-2-pentene (CF3CH=CFCF2CF3); 1,2,3,3,4,4, 5,5,5-nonafluoro-1-pentene (CHF=CFCF2CF2CF3); 1,1,3,3,4,4,5,5,5-nonafluoro-1-pentene (CF2=CHCF2CF2CF3); 1,1,2,3,3,4,4,5,5-nonafluoro-1-pentene (CF2=CFCF2CF2CHF2); 1,1,2,3,4,4,5,5,5-nonafluoro-2-pentene (CHF2CF=CFCF2CF3); 1,1,1,2,3,4,4,5,5-nonafluoro-2-pentene (CF3CF=CFCF2CHF2); 1,1,1,2,3,4,5,5,5-nonafluoro-2-pentene (CF3CF=CFCHFCF3);1,2,3,4,4,4-hexafluoro-3-(trifluoromethyl)-1-butene (CHF=CFCF(CF3)2); 1,1,2,4,4,4-hexafluoro-3-(trifluoromethyl)-1-butene (CF2=CFCH(CF3)2); 1,1,1,4,4,4-hexafluoro-2-(trifluoromethyl)-2-butene (CF3CH=C(CF3)2); 1,1,3,4,4,4-hexafluoro-3-(trifluoromethyl)-1-butene (CF2=CHCF(CF3)2); 2,3,3,4,4,5,5,5-octafluoro-1-pentene (CH2=CFCF2CF2CF3); 1,2,3,3,4,4,5,5-octafluoro-1-pentene (CHF=CF CF2CF2CHF2); 3,3,4,4,4-pentafluoro-2-(trifluoromethyl)-1-butene (CH2=C(CF3)CF2CF3); 1,1,4,4,4-pentafluoro-3-(trifluoromethyl)-1-butene (CF2=CHCH(CF3)2); 1,3,4,4,4-pentafluoro-3-(trifluoromethyl)-1-butene (CHF=CHCF(CF3)2); 1,1,4,4,4-pentafluoro-2-(trifluoromethyl)-1-butene (CF2=C(CF3)CH2CF3); 3,4,4,4-tetrafluoro-3-(trifluoromethyl)-1-butene ((CF3)2CFCH=CH2); 3,3,4,4,4,5,5,5-heptafluoro-1-pentene (CF3CF2CF2CH=CH2); 2,3,3,4,4,5,5-heptafluoro-1-pentene (CH2=CFCF2CF2CHF2); 1,1,3,3,5,5,5-heptafluoro-1-butene (CF2=CHCF2CH2CF3); 1,1,1,2,4,4,4-heptafluoro-3-methyl-2-butene (CF3CF=C(CF3)(CH3)); 2,4,4,4-tetrafluoro-3-(trifluoromethyl)-1-butene (CH2=CFCH(CF3)2); 1,4,4,4-tetrafluoro-3-(trifluoromethyl)-1-butene (CHF=CHCH(CF3)2); 1,1,1,4-tetrafluoro-2-(trifluoromethyl)-2-butene ( CH2FCH=C(CF3)2); 1,1,1,3-tetrafluoro-2-(trifluoromethyl)-2-butene (CH3CF=C(CF3)2); 1,1,1-trifluoro-2-(trifluoromethyl)-2-butene ((CF3)2C=CHCH3); 3,4,4,5,5,5-hexafluoro-2-pentene (CF3CF2CF=CHCH3); 1,1,1,4,4,4-hexafluoro-2-methyl-2-butene (CF3C(CH3)=CHCF3); 3,3,4,5,5,5-hexafluoro-1-pentene (CH2=CHCF2CHFCF3); 4,4,4-trifluoro-2-(trifluoromethyl)-1-butene (CH2=C(CF3)CH2CF3);1,1,2,3,3,4,4,5,5,6,6,6-dodecafluoro-1-hexene (CF3(CF2)3CF=CF2); 1,1,1,2,2,3,4,5,5,6,6,6-dodecafluoro-3-hexene (CF3CF2CF=CFCF2CF3); 1,1,1,4,4,4-hexafluoro-2,3-bis(trifluoromethyl)-2-butene ((CF3)2C=C(CF3)2); 1,1,1,2,3,4,5,5,5-nonafluoro-4-(trifluoromethyl)-2-pentene ((CF3)2CFCF=CFCF3); 1,1,1,4,4,5,5,5-octafluoro-2-(trifluoromethyl)-2-pentene ((CF3)2C= CHC2F5); 1,1,1,3,4,5,5,5-octafluoro-4-(trifluoromethyl)-2-pentene ((CF3)2CFCF=CHCF3); 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene (CF3CF2CF2CF2CH=CH2); 4,4,4-trifluoro-3,3-bis(trifluoromethyl)-1-butene (CH2=CHC(CF3)3); 1,1,1,4,4,4-hexafluoro-3-methyl-2-(trifluoromethyl)-2-butene ((CF3)2C=C(CH3)(CF3)); 2,3,3,5,5,5-hexafluoro-4-(trifluoromethyl)-1-pentene (CH2=CFCF2CH(CF3) 2); 1,1,1,2,4,4,5,5,5-nonafluoro-3-methyl-2-pentene (CF3CF=C(CH3)CF2CF3); 1,1,1,5,5,5-hexafluoro-4-(trifluoromethyl)-2-pentene (CF3CH=CHCH(CF3)2); 3,4,4,5,5,6,6,6-octafluoro-2-hexene (CF3CF2CF2CF=CHCH3); 3,3,4,4,5,5,6,6-octafluoro-1-hexene (CH2=CHCF2CF2CF2CHF2); 1,1,1,4,4-pentafluoro-2-(trifluoromethyl)-2-pentene ((CF3)2C=CHCF2CH3); 4,4,5,5,5-pentafluoro -2-(trifluoromethyl)-1-pentene (CH2=C(CF3)CH2C2F5); 3,3,4,4,5,5,5-heptafluoro-2-methyl-1-pentene (CF3CF2CF2C(CH3)=CH2); 4,4,5,5,6,6,6-heptafluoro-2-hexene (CF3CF2CF2CH=CHCH3); 4,4,5,5,6,6,6-heptafluoro-1-hexene (CH2=CHCH2CF2C2F5); 1,1,1,2,2,3,4-heptafluoro-3-hexene (CF3CF2CF=CFC2H5); 4,5,5,5-tetrafluoro-4-(trifluoromethyl)-1-pentene (CH2=CHCH2CF(CF3)2);1,1,1,2,5,5,5-heptafluoro-4-methyl-2-pentene (CF3CF=CHCH(CF3)(CH3)); 1,1,1,3-tetrafluoro-2-(trifluoromethyl)-2-pentene ((CF3)2C=CFC2H5); 1,1,1,2,3,4,4,5,5,6,6,7,7,7-tetradecafluoro-2-heptene (CF3CF=CFCF2CF2C2F5); 1,1,1,2,2,3,4,5,5,6,6,7,7,7-tetradecafluoro-3-heptene (CF3CF2CF=CFCF2C2F5); ,7,7,7-tridecafluoro-2-heptene (CF3CH=CFCF2CF2C2F5); 1,1,1,2,4,4,5,5,6,6,7,7,7-tridecafluoro-2-heptene (CF3CF=CHCF2CF2C2F5); 1,1,1,2,2,4,5,5,6,6,7,7,7-tridecafluoro-3-heptene (CF3CF2CH=CFCF2C2F5); 1,1,1,2,2,3,5,5,6,6,7,7,7-tridecafluoro-3-heptene (CF3CF2CF=CHCF2C2F5) alone or mixed with other HFO, HCFO and HFC compounds. ;

[0072] In another embodiment, the unrecovered (waste) solvent includes, but is not limited to, saturated or unsaturated compounds containing only carbon, fluorine and hydrogen atoms, wherein the number of carbons is from 4 to 10. Specific examples include tridecafluorooctane, decafluoropentane, pentafluorobutane, heptafluorocyclopentane, pentafluoroheptane and hexafluorobutene.

[0073] In yet another embodiment, unrecovered (spent) halogenated liquids, such as immersion coolants and solvents include, for example, Z-1,1,1,4,4,4-hexafluoro-2-butene, 1,3,4,4,4-pentafluoro-3-trifluoromethyl-1-butene, 1,1,1,4,4,5,5,5-octafluoro-2-pentene, perfluorobutyl methyl ether, perfluorobutyl ethyl ether, perfluoroisopropyl methyl ether, perfluoroethyl isopropyl ketone, heptafluorocyclopentane, and E-1,1,1-trifluoro-3-chloro-2-propene, alone or in combination with the fluoroethers disclosed in U.S. Pat. No. 9,840,685 B2, the disclosure of which is incorporated herein by reference in its entirety, and in combination with methyl perfluoroheptene ether (MPHE) and trans-1,2-dichloroethylene or the composition of U.S. Pat. No. 9,428,717 B2, the disclosure of which is incorporated herein by reference in its entirety.

[0074] In yet another embodiment, the unrecovered (waste) liquid may comprise any of the immersion cooling liquids disclosed in U.S. Patent Application Publication No. 2020 / 0178414, the disclosure of which is incorporated herein by reference in its entirety.

[0075] In yet another embodiment, the unrecovered (waste) liquid may comprise any of the following: (a) formula CF3(CF2) x CF=CFCF(OR)(CF2) y CF3, CF3(CF2) x C(OR)=CFCF2(CF2) y CF3, CF3CF=CFCF(OR)(CF2) x (CF2) y CF3, CF3(CF2) x CF=C(OR)CF2(CF2) y CF3 compounds or mixtures thereof, wherein R may be CH3, C2H5 or mixtures thereof, and wherein x and y are independently 0, 1, 2 or 3, and wherein x+y=0, 1, 2 or 3; (b) formula CF3(CF2) x CF=CFCF(OR)(CF2) y CF3, CF3(CF2) x C(OR)=CFCF2(CF2) y CF3, CF3CF=CFCF(OR)(CF2) x (CF2) y CF3, CF3(CF2) x CF=C(OR)CF2(CF2) yCF3 compounds and mixtures thereof; wherein x and y are independently 0, 1, 2, 3 or 4, and wherein x + y = 0, 1, 2, 3 or 4; and wherein R is 2,2,3,3-tetrafluoro-1-propyl, 2,2,3,3,3-pentafluoro-1-propyl, 2,2,2-trifluoro-1-ethyl, 2,2,3,3,4,4,5,5-octafluoro-1-pentyl or 1,1,1,3,3,3-hexafluoro-2-propyl; and (c) mixtures of compounds from (a) and (b), including but not limited to 5-methoxyperfluoro-3-heptene, 3-methoxyperfluoro- At least one of cis- and trans-2-methoxyperfluoro-2-octene, 2-methoxyperfluoro-3-octene, or a mixture thereof; 4-methoxyperfluoro-2-pentene, 2-methoxyperfluoro-2-pentene, 3-methoxyperfluoro-2-pentene, 2-methoxyperfluoro-3-pentene, or a mixture thereof; and at least one of cis- and trans-2-methoxyperfluoro-2-octene, 2-methoxyperfluoro-3-octene, or a mixture thereof disclosed in U.S. Pat. No. 10,287,469 B2, the disclosure of which is incorporated herein by reference in its entirety.

[0076] The amount and type of halogenated liquid to be recovered and described herein are transferred from the recovery / collection system 110, and where appropriate, the liquid is analyzed and its amount is determined in the station or system 120 to detect and measure impurities, including but not limited to NAG (non-absorbable gas), acid, solid, water and / or high boiling point residue content. Unrecovered halogenated liquids, such as refrigerants, liquid foaming agents, solvents, immersion cooling fluids, are analyzed using analytical techniques such as GC-FID, GC-TCD, GC-MS, FTIR, Goetz Bub, Karl Fischer, Byk-Garner Color and various other analytical methods to determine and optionally confirm the identity of the unrecovered halogenated liquid. Generally speaking, organic product analysis involves gas chromatography (GC / MS) or liquid chromatography.

[0077] The concentration of non-condensable gases (NCG) or non-absorbable gases (NAG) may be varied or altered to obtain a concentration of less than 1.5% by volume at 25°C according to AHRI 700, preferably less than 0.9% by volume at 25°C according to AHRI 700. NAGs typically comprise air (which typically consists of 78% nitrogen, 21% oxygen, and about 1% argon) accumulated in the gas phase of the refrigerant, where the solubility of air in the liquid phase is very low. While it may be important to reduce the total amount of NAG contained in the liquid, it is generally more desirable to reduce the oxygen-containing portion of the NAG in preference to the nitrogen portion. In certain circumstances, the oxygen-containing portion may increase the propensity of certain olefins to decompose or form undesirable polymeric materials. NCG can be detected using one of an infrared sensor, a UV sensor, a NIR sensor, an ion mobility or plasma chromatograph, gas chromatography, refractometry, mass spectrometry, a high temperature thick film sensor, a thin film field effect sensor, a pellistor sensor, a Taguchi sensor, and a quartz microbalance sensor, as disclosed in U.S. Patent 2008 / 0069177, the entire text of which is incorporated herein by reference.

[0078] The unrecovered liquid component or composition, even if provided by the customer, can be analyzed as described above to evaluate the physical and chemical properties of the unrecovered liquid composition, and the purity is checked to see how it compares to the industry standard of AHRI-700. Based on the analytical (test) results from the weighing and testing station, i.e., system 120, a first or primary purification will be performed using a distillation column (adsorption / desorption and cryogenic cooling and / or other separation technology) in system 130, and the first stage purified liquid will be re-analyzed and re-checked for purity. The first or primary purification system will optionally include a column with an absorbent / adsorbent to remove inhibitors and / or stabilizers from the unrecovered liquid composition disclosed herein. The column (not shown) can be located upstream or downstream of the distillation component of system 130. When silica gel or other molecular sieve materials are used as the medium for removing inhibitors and / or stabilizers, the unrecovered liquid can be passed through a silica gel bed, and the "partial" recovered product without inhibitors is transferred to one or more distillation columns to separate and isolate the various liquid components as appropriate. Then, if the primary purification does not provide a treated product that complies with AHRI-700, the treated product is transferred from system 130 to system 140 for further processing, including targeted purification for NAG (purge station), water (distillation / desiccant dryer), solids (filter), acidic (alkali bath), high boiling residue / chloride (distillation), and re-analyzed in a weighing and testing station, and re-checked for purity to verify purity and industry compliance in system 140. A NAG reduction station (not shown) can contact the partially recovered liquid composition with a reducing agent (such as a metal powder) that can react with oxygen or other oxidizable components of the unrecovered liquid composition. In one embodiment, the reducing agent can include iron powder. Processing at the NAG reduction station can result in a reduction in the concentration of one or more components of the partially recovered liquid composition to less than one or more predetermined thresholds.

[0079] The recovered liquid component from 130 or 140 is then mixed with additional fresh / natural / high purity liquid components in system 150 to provide a reconstituted, compositionally rebalanced and recovered liquid, such as a refrigerant, solvent, immersion coolant, foaming agent, composition, that meets the AHRI 700-19 standard in system 150. Tracers, stabilizers and conventional additives are added in system 160 and a final purity check is then performed so that the recovered and reconstituted liquid meets the AHRI 700-19 requirements. Each system 110, 120, 130, 140, 150 and 160 includes components for receiving and transferring liquid compositions between upstream and downstream systems, such as flow lines, valves, pumps, controls, etc. (not shown).

[0080] In another embodiment, NAG is separated from the refrigerant using a membrane positioned so that NAG can pass through the membrane and is removed while the refrigerant does not pass through the membrane.

[0081] exist Figure 2 In, system 200 shows a non-limiting example of a system and method for foam waste recovery. Foam waste, including but not limited to rigid polyurethane, is delivered, collected, classified and weighed in recovery system 210, and then after classification and weighing, transferred to treatment system 220, to physically reduce the size of foam waste to a suitable size by crushing or other techniques. When foam waste includes closed cells, rigid polyurethane foam, foam blowing agent and air are retained in the hole. When rigid foam is crushed, crushed or shredded, blowing agent and air will be released. The released blowing agent includes but is not limited to the combination of HFC and / or HFO components selected from HFC-134a, HFC-245fa, HFC-365mfc, HFC-227ea, HCFO1233zd (E), HCFO-1224yd (Z), HFO-1336mzz (E) and HFO-1336mzz (Z). Hydrocarbons can also be included, such as (cyclopentane, isopentane, normal pentane). Generally, the released cell gas will be composed of 50% to 99.5% by volume air with the balance being HFC and / or HFO. The concentration may vary depending on the amount of blowing agent used to create the foam, the amount lost to the atmosphere during the life of the foam, the amount of air that penetrates the foam during its life, and the amount of air introduced during the recovery and / or recycling process, and the efficiency of the foam crushing.

[0082] Since the processing zone is usually operated under reduced pressure, a vapor stream is formed and sent from system 240 or a dedicated distillation system (not shown) to one of the purification systems 130 and / or 140. Preferably, the cell gas composition will be known before processing, since recovery of the blowing agent will be a simpler approach for pure HFC or HFO / air mixtures. However, since the integrated recovery system includes a test station for identifying the components of the product to be recovered, the vapor removed during crushing can be analyzed before purification. The crushed and / or granulated foam waste from system 220 is collected and stored.

[0083] exist Figure 3In the process, the foam waste is fed (partially or completely) under vacuum into a process where the foam will be crushed and pulverized under vacuum, and the vapor stream is sent to a distillation process for liquid recovery. The solids are sent to a granulator for subsequent recycling. Once the foam is pulverized, the remaining solid portion is no longer foam, it is polyurethane solids. These solids can be recycled, pelletized or compressed and incinerated for fuel value, used as concrete filler, or can be recycled through glycolysis to chemically reduce the solids to liquid polyols, which can be used again to make another polyurethane foam.

[0084] Since the crushing process is performed under vacuum, excess air is minimized and distillation will primarily separate CO2, 1336mzzZ / E, 1233zdE, 1224ydZ and / or air. The vapor stream from the pulverizer is sent to a container containing a liquid (e.g., 1336mzzZ or 1233zdE). By bubbling the vapor through the liquid, gas absorption can capture the blowing agent, which is then sent to the distillation operation of system 130 or 140 for purification.

[0085] Figure 4 A non-limiting example of a service center 400 is shown that includes one or more systems 110, 120, 130, 140, 150 and 160 that can be connected to a mobile delivery vehicle 420 to charge with recycled refrigerant / refrigerant blend from system 410 via line 412, or to recharge with refrigerant or refrigerant blend that has been processed in system 410 via line 412, and optionally to remove waste refrigerant from vehicle 420 via line 422 for processing in system 410.

[0086] Figure 5 A system 500 is shown for purifying unrecovered (unpurified) refrigerant liquid from a mixture of N chemically distinct liquids collected in step 1 unit 510, the system containing unpurified liquid mixture Liquid 1, Liquid 2, ... Liquid N. In step 2: the liquid components of the liquid mixture are separated via a separation method such as distillation. In step 3: the unpurified separated liquid may require further processing, such as additional distillation removal of NAG, etc. In step 4: the purified liquid components of step 4 are compared to industry quality standards and involve removal of moisture, solids, volatile impurities. In step 5: additives and / or tracer components are introduced into each purified individual component. In step 6: the separated, purified, added components can be mixed into other blends or used as pure components.

[0087] Figure 6 A service center system 600 is shown, in which a service center system such as Figure 5The system shown in FIG. 1 has a source of recovered / reblended refrigerant 610 connected to a refrigerant circuit 650 of a delivery vehicle (not shown), which generally includes, in sequence, a charging valve 612, an expansion device 614, a heat exchange 620, a compressor 630, a heat exchange 640, and flow lines 613, 615, 622, 631, and 641. The recovered / reblended refrigerant 610 is charged via a line 611 in fluid communication with the charging valve 612, which charges the refrigerant circuit 650 when opened.

[0088] One embodiment disclosed herein includes a system having a closed supply of recovered / reblended refrigerant, a refrigerant circuit including at least one charging valve and a compressor, and a transfer line capable of controllably connecting the closed supply of recovered / reblended refrigerant to the charging valve of the circuit. Another embodiment disclosed herein includes a purification system, a closed supply of purified refrigerant that receives product from a purification system, and a refrigerant circuit including at least one charging valve and a compressor, and a transfer line capable of controllably connecting the closed supply of recovered / reblended refrigerant to the charging valve.

[0089] Additional Implementations

[0090] A method embodiment, comprising: a) treating foam waste and / or spent halogenated liquid to produce recycled foam polymer or recycled halogenated liquid, wherein the foam waste or spent halogenated liquid is selected from one of refrigerants and refrigerant blends, blowing agents, solvents and immersion coolants, and b) collecting or packaging the halogenated liquid component and foam waste. Prior to step a), the waste or spent halogenated liquid is recovered from various sources, such as systems that circulate heat transfer liquids, storage facilities, and sources of discarded refrigerants.

[0091] A process embodiment wherein the spent halogenated liquid of a) is treated and comprises at least one of chlorofluoroolefins (CFO), hydrochloroolefins (HCO), hydrofluoroolefins (HFO), hydrochlorofluoroolefins (HCFO), hydrofluoroethers (HFE), hydrofluoroolefin ethers (HFOE), hydrofluoroketones (HFK), fluoroketones (FK), or wherein a) is a foam waste treated by crushing.

[0092] A process embodiment wherein the foam waste and / or spent halogenated liquid of a) is: (i) collected from unrecovered foam waste or unrecovered halogenated liquid prior to treatment in a).

[0093] A process embodiment wherein the unrecovered halogenated liquid of a) is analyzed prior to a) to determine the composition of the unrecovered halogenated liquid and the presence and identity of any contaminants.

[0094] A process embodiment wherein the physical and chemical properties of the unrecovered halogenated liquid are determined prior to a).

[0095] A method embodiment wherein the treating of a) comprises physical and chemical treatment.

[0096] A process embodiment wherein the treating of a) comprises at least one of water removal, contaminant removal, and distillation.

[0097] A method embodiment, the method embodiment includes at least one of the following: a1) unrecovered halogenated liquid is selected from chlorofluoroolefins (CFO), hydrochloroolefins (HCO), hydrofluoroolefins (HFO), hydrochlorofluoroolefins (HCFO), hydrofluoroethers (HFE), hydrofluoroolefin ethers (HFOE), fluoroketones (FK), hydrofluoroketones (HFK) and mixtures of two or more thereof, a2) optionally identifying the contaminants of a1); a3) selecting a physical and / or chemical treatment based on a1) and optionally a2); a4) treating the contaminants using the physical and / or chemical treatment selected in step a3); a5) comparing the purity of the at least partially recovered halogenated liquid of a3) with industry standards; a6) optionally, further treating the portion of the unrecovered halogenated liquid of a3) to produce a fully recovered halogenated liquid; a7) optionally comparing the purity of the at least partially recovered halogenated liquid of a5) with industry standards; a8) optionally, rebalancing the composition of the partially recovered halogenated liquid or the fully recovered halogenated liquid to become a product that meets industry requirements; and a9) collecting or packaging the product of a8).

[0098] A method embodiment wherein the waste waste of a) comprises a halogenated hydrocarbon generated foam, and ab) the foam is crushed under vacuum to produce a crushed foam and a vapor stream, and the vapor stream is removed from the crushed foam.

[0099] A process embodiment in which the crushed foam of ab) is separated and granulated.

[0100] A process embodiment wherein the spent halogenated liquid of a) or the unrecovered halogenated liquid of a1) is selected from one of HFO-E / Z-1336mzz, HCFO-Z-1224yd, HCFO-E-1233zd, R-514A (an olefin blend composed of cis-1,1,1,4,4,4-hexafluorobut-2-ene (R-1336mzz(Z)) and trans-1,2-dichloroethylene (R-1130(E))), HFO-Z / E 1336mzz blend, liquid HFC-245fa and Vertrel XF.

[0101] A process embodiment wherein the spent halogenated liquid of a) or the unrecovered halogenated liquid of a1) is selected from one of VertrelXF, SF10, SF79, SF80, SF01, SF05, SF30, SF33, F33E, F22E and F44E (see Tables 1 to 4).

[0102] A process embodiment wherein the spent halogenated liquid of a) or the unrecovered halogenated liquid of a1) is selected from a halogenated liquid comprising one of a hydrofluoroether (HFE) and a hydrofluoroolefin ether (HFOE).

[0103] A process embodiment wherein the spent halogenated liquid of a) or the unrecovered halogenated liquid of a1) is a hydrofluoroether (HFE) and comprises one of Novec 7100, Novec 7200, Novec 7300, Novec 7500, Novec 71DE, Novec 71DA, Novec 72DA, Novec 72DE, Novec 71IPA and Novec 73DE (see Table 1).

[0104] A process embodiment wherein the spent halogenated liquid of a) or the unrecovered halogenated liquid of a1) comprises chlorofluoroolefin (CFO), hydrochloroolefin (HCO), hydrochlorofluoroolefin (HCFO), fluoroketone (FK) or hydrofluoroketone (HFK).

[0105] A process embodiment wherein the spent halogenated liquid of a) or the unrecovered halogenated liquid of a1) is recovered and the tracer is added to at least one of the partially recovered halogenated liquid or the fully recovered halogenated liquid.

[0106] A method embodiment in which the spent halogenated liquid of a) or the unrecovered halogenated liquid of a1) is recovered, a stabilizer package is added to at least one of the partially recovered halogenated liquid or the fully recovered halogenated liquid, and includes at least one antioxidant, at least one acid acceptor and at least one metal stabilizer, wherein the antioxidant is selected from butylated hydroxytoluene, butylated hydroxyanisole, tert-butylhydroquinone, 4-methoxyphenol, 3,4,5-trihydroxybenzoic acid propyl ester, the acid acceptor is selected from butylene oxide, amines and acetaldehyde dimethylhydrazone (ADH), and the metal stabilizer is selected from N,N′-bis(salicylidene)-1,2-propylenediamine, benzotriazole and its derivatives.

[0107] A process embodiment wherein the spent halogenated liquid of a) or the unrecovered halogenated liquid of a1) comprises HFO-E / Z-1336mzz and HFO-Z / E 1336mzz blends.

[0108] A process embodiment wherein the spent halogenated liquid of a) or the unrecovered halogenated liquid of a1) comprises HCFO-E / Z-1224yd.

[0109] A process embodiment wherein the spent halogenated liquid of a) or the unrecovered halogenated liquid of a1) comprises HCFO-E / Z-1233zd.

[0110] A process embodiment wherein the spent halogenated liquid of a) or the unrecovered halogenated liquid of a1) comprises cis-1,1,1,4,4,4-hexafluorobut-2-ene (R-1336mzz(Z)) and trans-1,2-dichloroethylene (R-1130(E)).

[0111] A process embodiment wherein the spent halogenated liquid of a) or the unrecovered halogenated liquid of a1) comprises VertrelXF (1,1,1,2,3,4,4,5,5,5-decafluoropentane).

[0112] A process embodiment wherein the spent halogenated liquid of a) or the unrecovered halogenated liquid of a1) comprises one of: an MPHE (Opteon TM SF10); a blend containing 94% trans-1,2-dichloroethylene, 5% MPHE, and 1% Vertrel XF (1,1,1,2,3,4,4,5,5,5-decafluoropentane) (Opteon TM SF79); a blend containing 94% trans-1,2-dichloroethylene, 5% MPHE, and 1% Z-1336mzz (Opteon TM SF80); a blend containing 98.4% Z-1336mzz and 1.6% ethanol (Opteon TM SF01); a blend containing 60% Z-1336mzz, 25% MPHE, and 15% ethanol (Opteon TM SF05); a blend containing 75% Z-1336mzz and 25% trans-1,2-dichloroethylene (Opteon TM SF30); (Z)-1,1,1,4,4,4-hexafluoro-2-butene (Opteon TM SF33); 1,1,1,2,2,3,3,6,6,7,7,8,8,8-tetradecafluoro-4-octene (F33E); 1,1,1,2,2,5,5,6,6,6-decafluorohex-3-ene (F22E); and 1,1,1,2,2,3,3,4,4,7,7,8,8,9,9,10,10,10-octadec-5-ene (F44E).

[0113] A process embodiment wherein the spent halogenated liquid of a) or the unrecovered halogenated liquid of a1) comprises chlorofluoroolefins.

[0114] A process embodiment wherein the spent halogenated liquid of a) or the unrecovered halogenated liquid of a1) comprises hydrofluoroketone (HFK).

[0115] Composition embodiments for partial or complete recovery of spent halogenated liquid of a) or unrecovered halogenated liquid of a1).

[0116] A system or method for using an embodiment, the system or method comprising one or more of the following:

[0117] - Unrecovered liquid recycling stations;

[0118] - Waste foam collection stations;

[0119] - a weighing / dosing and testing station including an analytical system for determining the physical and chemical properties of an unrecovered liquid selected from one of the following: HFO-E / Z-1336mzz; HCFO-E / Z-1224yd; HCFO-E / Z-1233zd; R-514A (an olefin blend consisting of cis-1,1,1,4,4,4-hexafluorobut-2-ene (R-1336mzz(Z)) and trans-1,2-dichloroethylene (R-1130(E))); HFO-Z / E 1336mzz blend; liquid HFC-245fa; 1,1,1,2,3,4,4,5,5,5-decafluoropentane (Vertrel XF); MPHE (Opteon TM SF10); a blend containing 94% trans-1,2-dichloroethylene, 5% MPHE, and 1% Vertrel XF (1,1,1,2,3,4,4,5,5,5-decafluoropentane) (Opteon TM SF79); a blend containing 94% trans-1,2-dichloroethylene, 5% MPHE, and 1% Z-1336mzz (Opteon TM SF80); a blend containing 98.4% Z-1336mzz and 1.6% ethanol (Opteon TM SF01); a blend containing 60% Z-1336mzz, 25% MPHE, and 15% ethanol (Opteon TM SF05); a blend containing 75% Z-1336mzz and 25% trans-1,2-dichloroethylene (Opteon TM SF30); (Z)-1,1,1,4,4,4-hexafluoro-2-butene (Opteon TMSF33); 1,1,1,2,2,3,3,6,6,7,7,8,8,8-tetradecafluoro-4-octene (F33E); 1,1,1,2,2,5,5,6,6,6-decafluorohex-3-ene (F22E); and 1,1,1,2,2,3,3,4,4,7,7,8,8,9,9,10,10,10-octadec-5-ene (F44E);

[0120] - a waste foam treatment station comprising at least one crusher, at least one solids classifier, at least one granulator with steam separation;

[0121] - a first purification system and a first transfer line, wherein the first purification system is used to receive and process the unrecovered liquid from the weighing test station and the vapor from the waste foam treatment station;

[0122] - a second purification system and a second transfer line, wherein the second purification system is used to receive and process the liquid from the first purification system;

[0123] - a target refrigerant system in fluid communication with the first and second transfer lines to receive processed liquid from the first and second purification systems for adjusting the content of a recovered liquid component to a target refrigerant content of the AHRI 700 standard after purification at the first and second purification stations, the target refrigerant system comprising a blending station to provide a recovered liquid blend component that complies with the AHRI 700 standard;

[0124] - a stabilizer package dispensing station for adding an effective amount of a stabilizer package comprising at least one antioxidant, at least one acid acceptor and at least one metal stabilizer; and

[0125] - A purity check station for checking the purity of the unrecovered liquid before purification, after the first purification treatment and / or the second purification treatment, and the purity of at least one first processed product, and determining whether the first processed product meets or exceeds the AHRI 700 standard.

[0126] A system or method for using an embodiment wherein the weighing and testing station comprises a scale or at least one of a GC-FID, GC-TCD, GC-MS, FTIR, Goetz Bub, Karl Fischer, and Byk-Garner Color detector.

[0127] A system or method for using an embodiment wherein the weighing and testing station comprises one of an infrared sensor, a UV sensor, a NIR sensor, an ion mobility or plasma chromatograph, a gas chromatography, a refractometer, a mass spectrometer, a high temperature thick film sensor, a thin film field effect sensor, a pellistor sensor, a Taguchi sensor, and a quartz microbalance sensor.

[0128] A system or method of using an embodiment wherein the weighing and testing station comprises a scale, a GC-MS, and a Taguchi sensor.

[0129] A system or method of using an embodiment wherein at least one of the first purification system and the second purification system comprises one of a distillation column and an adsorption / desorption column and a cryogenic cooler.

[0130] A system or method of using an embodiment wherein at least one of the first purification system and the second purification system comprises an NCG purge unit, a water distillation or desiccant dryer unit, a solid filtration unit, and one of an acidic neutralizer and a high distillation residue column.

[0131] A method of using an embodiment, the method using the following to exchange heat: (a) formula CF3 (CF2) x CF=CFCF(OR)(CF2) y CF3, CF3(CF2) x C(OR)=CFCF2(CF2) y CF3, CF3CF=CFCF(OR)(CF2) x (CF2) y CF3, CF3(CF2) x CF=C(OR)CF2(CF2) y A composition of CF3 or a mixture thereof, wherein R may be CH3, C2H5 or a mixture thereof, and wherein x and y are independently 0, 1, 2 or 3, and wherein x+y=0, 1, 2 or 3; or (b) the formula CF3(CF2) x CF=CFCF(OR)(CF2) y CF3, CF3(CF2) x C(OR)=CFCF2(CF2) y CF3, CF3CF=CFCF(OR)(CF2) x (CF2) y CF3, CF3(CF2) x CF=C(OR)CF2(CF2) yCF3 compounds and mixtures thereof; wherein x and y are independently 0, 1, 2, 3 or 4, and wherein x + y = 0, 1, 2, 3 or 4; and wherein R is 2,2,3,3-tetrafluoro-1-propyl, 2,2,3,3,3-pentafluoro-1-propyl, 2,2,2-trifluoro-1-ethyl, 2,2,3,3,4,4,5,5-octafluoro-1-pentyl or 1,1,1,3,3,3-hexafluoro-2-propyl; and (c) a mixture of compounds from (a) and (b), comprising The invention also includes but is not limited to 5-methoxyperfluoro-3-heptene, 3-methoxyperfluoro-3-heptene, 4-methoxyperfluoro-2-heptene, 3-methoxyperfluoro-2-heptene or a mixture thereof; 4-methoxyperfluoro-2-pentene, 2-methoxyperfluoro-2-pentene, 3-methoxyperfluoro-2-pentene, 2-methoxyperfluoro-3-pentene or a mixture thereof; and at least one of cis- and trans-2-methoxyperfluoro-2-octene, 2-methoxyperfluoro-3-octene or a mixture thereof.

[0132] A method of using an embodiment of the present invention, wherein the method uses the following to exchange heat: a recovered hydrofluoroether (HFE), such as methoxy-nonafluorobutane (Novec TM 7100); Ethoxy-nonafluorobutane (Novec TM 7200); 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane (Novec TM 7300); 3-ethoxy-1,1,1,2,3,4,4,5,5,6,6,6-dodecafluoro-2-(trifluoromethyl)hexane (Novec TM 7500); dodecafluoro-2-methylpentan-3-one (Novec TM 649); a blend containing 50% methyl nonafluorobutyl ether and 50% trans-1,2-dichloroethylene (Novec TM 71DE); a blend containing 52.7% methyl nonafluorobutyl ether, 44.6% trans-1,2-dichloroethylene, and 2.7% ethanol (Novec TM 71DA); a blend containing 10% methyl nonafluorobutyl ether, 20% ethyl nonafluorobutyl ether, 68% trans-1,2-dichloroethylene, and 2% isopropanol (Novec TM 72DA); a blend containing 10% methyl nonafluorobutyl ether, 20% ethyl nonafluorobutyl ether and 70% trans-1,2-dichloroethylene (Novec TM 72DE); a blend containing 95.5% methyl nonafluorobutyl ether and 4.5% isopropanol (Novec TM71IPA), and / or a blend comprising 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane and trans-1,2-dichloroethylene (Novec TM 73DE).

[0133] A method of using an embodiment uses recycled hydrofluoroketone (HFK) to exchange heat, including but not limited to trifluoroacetone, dodecafluoro-2-methylpentan-3-one (Novec 649).

[0134] A method of using an embodiment, the method exchanging heat with a recovered fluid selected from the group consisting of: HFO-E / Z-1336mzz; HCFO-E / Z-1224yd; HCFO-E / Z1233zd; R-514A (an olefin blend consisting of cis-1,1,1,4,4,4-hexafluorobut-2-ene (R-1336mzz(Z)) and trans-1,2-dichloroethylene (R-1130(E))); HFO-Z / E1336mzz blend; liquid HFC-245fa; 1,1,1,2,3,4,4,5,5,5-decafluoropentane (Vertrel XF); MPHE (Opteon™ SF10); a 100% 100% 100% 100% 100% 200% 100% 200% 300% 50% 40% 50% 60% 70% 80% 90% 100% 200% 50% 70% 80% 90% 100% A blend of 94% trans-1,2-dichloroethylene, 5% MPHE and 1% Z-1336mzz (Opteon™ SF80); a blend of 98.4% Z-1336mzz and 1.6% ethanol (Opteon™ SF01); a blend of 60% Z-1336mzz, 25% MPHE and 15% ethanol (Opteon™ SF05); a blend of 75% Z-1336mzz and 25% trans-1,2-dichloroethylene (Opteon™ SF30); (Z)-1,1,1,4,4,4-hexafluoro-2-butene (Opteon™ SF40); and a blend of 1,1,1,2,3,4,4,4-hexafluoro-2-butene (Opteon™ SF51). SF33); 1,1,1,2,2,3,3,6,6,7,7,8,8,8-tetradecafluoro-4-octene (F33E); 1,1,1,2,2,5,5,6,6,6-decafluorohex-3-ene (F22E); and 1,1,1,2,2,3,3,4,4,7,7,8,8,9,9,10,10,10-octadec-5-ene (F44E).

[0135] A method of using an embodiment, the method using the following to exchange heat: recovered fluorinated and perfluorinated C4-C7 unsaturated compounds, such as 1,1,1,2,3,4,4,4-octafluoro-2-butene (CF3CF=CFCF3); 1,1,2,3,3,4,4,4-octafluoro-1-butene (CF3CF2CF=CF2); 1,1,1,2,4,4,4-heptafluoro-2-butene (CF3CF=CHCF3); 1,2,3,3,4,4,4-heptafluoro-1-butene (CHF=CFCF2CF3); 1,1,1,2,3,4,4-heptafluoro-2-butene (CHF2CF=CFCF3); 1,3,3,3-tetrafluoro-2-( trifluoromethyl)-1-propylene ((CF3)2C=CHF); 1,1,3,3,4,4,4-heptafluoro-1-butene (CF2=CHCF2CF3); 1,1,2,3,4,4,4-heptafluoro-1-butene (CF2=CFCHFCF3); 1,1,2,3,3,4,4-heptafluoro-1-butene (CF2=CFCF2CHF2); 2,3,3,4,4,4-hexafluoro-1-butene (CF3CF2CF=CH2); 1,3,3,4,4,4-hexafluoro-1-butene (CHF=CHCF2CF3); 1,2,3,3,4,4,4-hexafluoro-1-butene (CHF=CFCHFCF3); 1,2,3,3,4,4 -hexafluoro-1-butene (CHF=CFCF2CHF2); 1,1,2,3,4,4-hexafluoro-2-butene (CHF2CF=CFCHF2); 1,1,1,2,3,4-hexafluoro-2-butene (CH2FCF=CFCF3); 1,1,1,2,4,4-hexafluoro-2-butene (CHF2CH=CFCF3); 1,1,1,3,4,4-hexafluoro-2-butene (CF3CH=CFCHF2); 1,1,2,3,3,4-hexafluoro-1-butene (CF2=CFCF2CH2F); 1,1,2,3,4,4-hexafluoro-1-butene (CF2=CFCHFCHF2); 3,3,3-trifluoro-2-(trifluoromethane 1,1,1,2,4-pentafluoro-2-butene (CH2=C(CF3)2); 1,1,1,2,4-pentafluoro-2-butene (CH2FCH=CFCF3); 1,1,1,3,4-pentafluoro-2-butene (CF3CH=CFCH2F); 3,3,4,4,4-pentafluoro-1-butene (CF3CF2CH=CH2); 1,1,1,4,4-pentafluoro-2-butene (CHF2CH=CHCF3); 1,1,1,2,3-pentafluoro-2-butene (CH3CF=CFCF3); 2,3,3,4,4-pentafluoro-1-butene (CH2=CFCF2CHF2); 1,1,2,4,4-pentafluoro-2-butene (CHF2CF=CHCHF2);1,1,2,3,3-pentafluoro-1-butene (CH3CF2CF=CF2); 1,1,2,3,4-pentafluoro-2-butene (CH2FCF=CFCHF2); 1,1,3,3,3-pentafluoro-2-methyl-1-propene (CF2=C(CF3)(CH3)); 2-(difluoromethyl)-3,3,3-trifluoro-1-propene (CH2=C(CHF2)(CF3)); 2,3,4,4,4-pentafluoro-1-butene (CH2=CFCHFCF3); 1,2,4,4,4-pentafluoro-1-butene (CHF=CFCH2CF3); 1,3,4,4,4-pentafluoro-1-butene (CHF=CHCHFCF3); 1,3, 3,4,4-pentafluoro-1-butene (CHF=CHCF2CHF2); 1,2,3,4,4-pentafluoro-1-butene (CHF=CFCHFCHF2); 3,3,4,4-tetrafluoro-1-butene (CH2=CHCF2CHF2); 1,1-difluoro-2-(difluoromethyl)-1-propene (CF2=C(CHF2)(CH3)); 1,3,3,3-tetrafluoro-2-methyl-1-propene (CHF=C(CF3)(CH3)); 3,3-difluoro-2-(difluoromethyl)-1-propene (CH2=C(CHF2)2); 1,1,1,2-tetrafluoro-2-butene (CF3CF=CHCH3); 1,1,1,3-tetrafluoro-2 -butene (CH3CF=CHCF3); 1,1,1,2,3,4,4,5,5,5-decafluoro-2-pentene (CF3CF=CFCF2CF3); 1,1,2,3,3,4,4,5,5,5-decafluoro-1-pentene (CF2=CFCF2CF2CF3); 1,1,1,4,4,4-hexafluoro-2-(trifluoromethyl)-2-butene ((CF3)2C=CHCF3); 1,1,1,2,4,4,5,5,5-nonafluoro-2-pentene (CF3CF=CHCF2CF3); 1,1,1,3,4,4,5,5,5-nonafluoro-2-pentene (CF3CH=CFCF2CF3); 1,2,3,3,4,4, 5,5,5-nonafluoro-1-pentene (CHF=CFCF2CF2CF3); 1,1,3,3,4,4,5,5,5-nonafluoro-1-pentene (CF2=CHCF2CF2CF3); 1,1,2,3,3,4,4,5,5-nonafluoro-1-pentene (CF2=CFCF2CF2CHF2); 1,1,2,3,4,4,5,5,5-nonafluoro-2-pentene (CHF2CF=CFCF2CF3); 1,1,1,2,3,4,4,5,5-nonafluoro-2-pentene (CF3CF=CFCF2CHF2); 1,1,1,2,3,4,5,5,5-nonafluoro-2-pentene (CF3CF=CFCHFCF3);1,2,3,4,4,4-hexafluoro-3-(trifluoromethyl)-1-butene (CHF=CFCF(CF3)2); 1,1,2,4,4,4-hexafluoro-3-(trifluoromethyl)-1-butene (CF2=CFCH(CF3)2); 1,1,1,4,4,4-hexafluoro-2-(trifluoromethyl)-2-butene (CF3CH=C(CF3)2); 1,1,3,4,4,4-hexafluoro-3-(trifluoromethyl)-1-butene (CF2=CHCF(CF3)2); 2,3,3,4,4,5,5,5-octafluoro-1-pentene (CH2=CFCF2CF2CF3); 1,2,3,3,4,4,5,5-octafluoro-1-pentene (CHF=CF CF2CF2CHF2); 3,3,4,4,4-pentafluoro-2-(trifluoromethyl)-1-butene (CH2=C(CF3)CF2CF3); 1,1,4,4,4-pentafluoro-3-(trifluoromethyl)-1-butene (CF2=CHCH(CF3)2); 1,3,4,4,4-pentafluoro-3-(trifluoromethyl)-1-butene (CHF=CHCF(CF3)2); 1,1,4,4,4-pentafluoro-2-(trifluoromethyl)-1-butene (CF2=C(CF3)CH2CF3); 3,4,4,4-tetrafluoro-3-(trifluoromethyl)-1-butene ((CF3)2CFCH=CH2); 3,3,4,4,4,5,5,5-heptafluoro-1-pentene (CF3CF2CF2CH=CH2); 2,3,3,4,4,5,5-heptafluoro-1-pentene (CH2=CFCF2CF2CHF2); 1,1,3,3,5,5,5-heptafluoro-1-butene (CF2=CHCF2CH2CF3); 1,1,1,2,4,4,4-heptafluoro-3-methyl-2-butene (CF3CF=C(CF3)(CH3)); 2,4,4,4-tetrafluoro-3-(trifluoromethyl)-1-butene (CH2=CFCH(CF3)2); 1,4,4,4-tetrafluoro-3-(trifluoromethyl)-1-butene (CHF=CHCH(CF3)2); 1,1,1,4-tetrafluoro-2-(trifluoromethyl)-2-butene ( CH2FCH=C(CF3)2); 1,1,1,3-tetrafluoro-2-(trifluoromethyl)-2-butene (CH3CF=C(CF3)2); 1,1,1-trifluoro-2-(trifluoromethyl)-2-butene ((CF3)2C=CHCH3); 3,4,4,5,5,5-hexafluoro-2-pentene (CF3CF2CF=CHCH3); 1,1,1,4,4,4-hexafluoro-2-methyl-2-butene (CF3C(CH3)=CHCF3); 3,3,4,5,5,5-hexafluoro-1-pentene (CH2=CHCF2CHFCF3); 4,4,4-trifluoro-2-(trifluoromethyl)-1-butene (CH2=C(CF3)CH2CF3);1,1,2,3,3,4,4,5,5,6,6,6-dodecafluoro-1-hexene (CF3(CF2)3CF=CF2); 1,1,1,2,2,3,4,5,5,6,6,6-dodecafluoro-3-hexene (CF3CF2CF=CFCF2CF3); 1,1,1,4,4,4-hexafluoro-2,3-bis(trifluoromethyl)-2-butene ((CF3)2C=C(CF3)2); 1,1,1,2,3,4,5,5,5-nonafluoro-4-(trifluoromethyl)-2-pentene ((CF3)2CFCF=CFCF3); 1,1,1,4,4,5,5,5-octafluoro-2-(trifluoromethyl)-2-pentene ((CF3)2C= CHC2F5); 1,1,1,3,4,5,5,5-octafluoro-4-(trifluoromethyl)-2-pentene ((CF3)2CFCF=CHCF3); 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene (CF3CF2CF2CF2CH=CH2); 4,4,4-trifluoro-3,3-bis(trifluoromethyl)-1-butene (CH2=CHC(CF3)3); 1,1,1,4,4,4-hexafluoro-3-methyl-2-(trifluoromethyl)-2-butene ((CF3)2C=C(CH3)(CF3)); 2,3,3,5,5,5-hexafluoro-4-(trifluoromethyl)-1-pentene (CH2=CFCF2CH(CF3) 2); 1,1,1,2,4,4,5,5,5-nonafluoro-3-methyl-2-pentene (CF3CF=C(CH3)CF2CF3); 1,1,1,5,5,5-hexafluoro-4-(trifluoromethyl)-2-pentene (CF3CH=CHCH(CF3)2); 3,4,4,5,5,6,6,6-octafluoro-2-hexene (CF3CF2CF2CF=CHCH3); 3,3,4,4,5,5,6,6-octafluoro-1-hexene (CH2=CHCF2CF2CF2CHF2); 1,1,1,4,4-pentafluoro-2-(trifluoromethyl)-2-pentene ((CF3)2C=CHCF2CH3); 4,4,5,5,5-pentafluoro -2-(trifluoromethyl)-1-pentene (CH2=C(CF3)CH2C2F5); 3,3,4,4,5,5,5-heptafluoro-2-methyl-1-pentene (CF3CF2CF2C(CH3)=CH2); 4,4,5,5,6,6,6-heptafluoro-2-hexene (CF3CF2CF2CH=CHCH3); 4,4,5,5,6,6,6-heptafluoro-1-hexene (CH2=CHCH2CF2C2F5); 1,1,1,2,2,3,4-heptafluoro-3-hexene (CF3CF2CF=CFC2H5); 4,5,5,5-tetrafluoro-4-(trifluoromethyl)-1-pentene (CH2=CHCH2CF(CF3)2);1,1,1,2,5,5,5-heptafluoro-4-methyl-2-pentene (CF3CF=CHCH(CF3)(CH3)); 1,1,1,3-tetrafluoro-2-(trifluoromethyl)-2-pentene ((CF3)2C=CFC2H5); 1,1,1,2,3,4,4,5,5,6,6,7,7,7-tetradecafluoro-2-heptene (CF3CF=CFCF2CF2C2F5); 1,1,1,2,2,3,4,5,5,6,6,7,7,7-tetradecafluoro-3-heptene (CF3CF2CF=CFCF2C2F5); ,7,7,7-tridecafluoro-2-heptene (CF3CH=CFCF2CF2C2F5); 1,1,1,2,4,4,5,5,6,6,7,7,7-tridecafluoro-2-heptene (CF3CF=CHCF2CF2C2F5); 1,1,1,2,2,4,5,5,6,6,7,7,7-tridecafluoro-3-heptene (CF3CF2CH=CFCF2C2F5); 1,1,1,2,2,3,5,5,6,6,7,7,7-tridecafluoro-3-heptene (CF3CF2CF=CHCF2C2F5) alone or mixed with other HFO, HCFO and HFC compounds. ;

[0136] A method of using an embodiment, the method exchanging heat with a recovered fluid selected from the group consisting of: 1,1,1,2,3,4,4,5,5,5-decafluoropentane (Vertrel XF); MPHE (Opteon™ SF10); a blend comprising 94% trans-1,2-dichloroethylene, 5% MPHE, and 1% Vertrel XF (1,1,1,2,3,4,4,5,5,5-decafluoropentane) (Opteon™ SF79); a blend comprising 94% trans-1,2-dichloroethylene, 5% MPHE, and 1% Z-1336mzz (Opteon™ SF80); a blend comprising 98.4% Z-1336mzz and 1.6% ethanol (Opteon™ SF01); a blend comprising 60% Z-1336mzz, 25% MPHE, and 15% ethanol (Opteon™ SF02); SF05); a blend containing 75% Z-1336mzz and 25% trans-1,2-dichloroethylene (Opteon™ SF30); (Z)-1,1,1,4,4,4-hexafluoro-2-butene (Opteon™ SF33); 1,1,1,2,2,3,3,6,6,7,7,8,8,8-tetradecafluoro-4-octene (F33E); 1,1,1,2,2,5,5,6,6,6-decafluorohex-3-ene (F22E); and 1,1,1,2,2,3,3,4,4,7,7,8,8,9,9,10,10,10-octadec-5-ene (F44E).

[0137] A method of using an embodiment uses recovered fluoroketone (FK) or hydrofluoroketone (HF) to exchange heat.

[0138] A method of using an embodiment of a recovered halogenated liquid selected from one of hydrofluoroolefins (HFO), hydrochlorofluoroolefins (HCFO), hydrofluoroethers (HFE), hydrofluoroolefin ethers (HFOE) as an aerosol propellant, refrigerant, cleaning agent, expansion agent for thermoplastic and thermoset foams, heat transfer medium, liquid dielectric, power cycle working fluid, polymerization medium, particulate removal fluid, carrier fluid, polishing abrasive and displacement desiccant for heat exchange.

[0139] A heat exchange embodiment includes charging a system with a working fluid selected from at least one of recycled hydrofluoroolefins (HFO), hydrochlorofluoroolefins (HCFO), hydrofluoroethers (HFE), and hydrofluoroolefin ethers (HFOE) and circulating the working fluid.

[0140] A cooling embodiment, the cooling embodiment cooling comprises directly contacting the electronic component with at least one recovered hydrofluoroolefin (HFO), hydrochlorofluoroolefin (HCFO), hydrofluoroether (HFE), hydrofluoroolefin ether ether (HFOE).

[0141] A heat exchange embodiment includes charging a system with a working fluid selected from at least one of recycled fluoroketone (FK) or hydrofluoroketone (HFK) and circulating the working fluid.

[0142] A cooling embodiment wherein cooling comprises directly contacting the electronic component with at least one of a recycled fluoroketone (FK) or a hydrofluoroketone (HFK).

[0143] A process embodiment comprising using at least one recovered hydrofluoroolefin (HFO), hydrochlorofluoroolefin (HCFO), hydrofluoroether (HFE), hydrofluoroolefin ether (HFOE) for refrigeration, air conditioning, heating, heat transfer, conversion of heat to mechanical work in a power cycle, as a foam blowing agent, as a solvent, or for preventing or quenching an electrical discharge.

[0144] A process embodiment comprising using at least one recovered hydrofluoroolefin (HFO), hydrochlorofluoroolefin (HCFO), hydrofluoroether (HFE), hydrofluoroolefin ether (HFOE), hydrofluoroketone (HFK) with a refrigerant component, an air conditioning component, a heating component, a heat transfer component, a working fluid component, a blowing agent component, a solvent component, or a dielectric component.

[0145] A process embodiment comprising using at least one recovered fluoroketone (FK) or hydrofluoroketone (HFK) for refrigeration, air conditioning, heating, heat transfer, conversion of heat to mechanical work in a power cycle, as a foam blowing agent, as a solvent, or for preventing or quenching electrical discharges.

[0146] A process embodiment includes using at least one recovered fluoroketone (FK) or hydrofluoroketone (HFK) with a refrigerant component, an air conditioning component, a heating component, a heat transfer component, a working fluid component, a blowing agent component, a solvent component, or a dielectric component.

[0147] An embodiment of the composition comprising one or more recovered compounds and the compound that has been recovered is one of the compounds listed in Table 1, optionally containing a tracer.

[0148] An embodiment of the composition comprising one or more recovered compounds and the compound that has been recovered is one of the compounds listed in Table 2, optionally containing a tracer.

[0149] An embodiment of a composition comprising one or more recovered compounds and a compound that has been recovered is one of the compounds listed in Table 3, optionally containing a tracer.

[0150] An embodiment of a composition comprising one or more recovered compounds and a compound that has been recovered is one of the compounds listed in Table 4, optionally containing a tracer.

[0151] In some embodiments, for any of the composition and method embodiments disclosed herein, HFO-E / Z-1336mzz comprises HFO-E 1336mzz, HFO-Z 1336mzz, and a mixture of HFO-E 1336mzz and HFO-Z 1336mzz; HFO-E / Z-1224yd comprises HFO-E1336mzz, HFO-Z 1224yd, and a mixture of HFO-E 1224yd and HFO-Z1224yd; and HCFO-E / Z-1233zd comprises HCFO-E-1233zd, HCFO-Z-1233zd, and a mixture of HCFO-E-1233zd and HCFO-Z-1233zd.

[0152] Although certain aspects, embodiments and principles have been described above, it should be understood that this description is exemplary only and not limiting of the present invention or the appended claims. The aforementioned various aspects, embodiments and principles can be used alone or in combination with each other.

Claims

1. A method, comprising: a) treating foam waste and / or spent halogenated liquid to produce recycled foam polymer or recycled halogenated liquid, wherein the foam waste or spent halogenated liquid is selected from the group consisting of refrigerants, refrigerant blends, blowing agents, solvents and immersion coolants, and b) collecting or packaging the recovered foam polymer or recovered halogenated liquid.

2. The method of claim 1, wherein the spent halogenated liquid is treated and comprises at least one of a hydrochloroolefin (HCO), a hydrofluoroolefin (HFO), a hydrochlorofluoroolefin (HCFO), a hydrofluoroether (HFE), a hydrofluoroolefin ether (HFOE), a chlorofluoroolefin (CFO), a fluoroketone, or a hydrofluoroketone (HFK).

3. The method according to claim 1, wherein the foam waste is processed by crushing.

4. The method according to any one of claims 1 to 3, wherein the foam waste and / or spent halogenated liquid is collected from unrecovered foam waste or unrecovered halogenated liquid prior to a).

5. The method of claim 4, wherein prior to a) the unrecovered halogenated liquid is analyzed to determine the composition of the unrecovered halogenated liquid and the presence and identity of any contaminants.

6. The method of claim 4, wherein the physical and chemical properties of the unrecovered halogenated liquid are determined prior to a).

7. The method of claim 5, wherein said treatment of said foam waste and / or spent halogenated liquid comprises physical and chemical treatments.

8. The method of claim 5, wherein the processing of foam waste and / or spent halogenated liquid comprises at least one of moisture removal, contaminant removal, and distillation.

9. A method comprising the steps of: a) identifying an unrecovered halogenated liquid selected from the group consisting of hydrochloroolefins (HCO), hydrofluoroolefins (HFO), hydrochlorofluoroolefins (HCFO), hydrofluoroethers (HFE), hydrofluoroolefin ethers (HFOE), hydrofluoroketones (HFK) and mixtures of two or more thereof, b) optionally identifying contaminants in said unrecovered halogenated liquid of step a), c) selecting a physical and / or chemical treatment based on step a) and optionally step b), c) treating said unrecovered halogenated liquid of steps a) and b) using said physical and / or chemical treatment selected in step c) to produce at least partially recovered halogenated liquid, d) comparing the purity of the at least partially recovered halogenated liquid of step c) with industry standards, e) optionally, further processing the partially unrecovered halogenated liquid of step c) to produce fully recovered halogenated liquid, f) optionally comparing said purity of said at least partially recovered halogenated liquid of step e) with an industry standard, g) optionally, rebalancing the partially recovered halogenated liquid or the fully recovered halogenated liquid compositionally to produce a product that meets industry requirements; and h) collecting or packaging the product of step g).

10. The method of claim 1, wherein the foam waste comprises a halogenated hydrocarbon generated foam that is crushed under vacuum to produce a crushed foam and a vapor stream.

11. The method of claim 10, wherein a vapor stream is removed from the crushed foam.

12. The method according to claim 11, wherein the crushed foam is separated and granulated.

13. The process according to any one of claims 1 to 9, wherein the halogenated liquid is selected from the group consisting of E 1,2-dichloroethylene, HFO-E / Z-1336mzz, HCFO-E / Z-1224yd, HCFO-E / Z-1233zd, R-514A (HCO+HFO) olefin blend consisting of cis-1,1,1,4,4,4-hexafluorobut-2-ene and (R-1336mzz(Z)) and trans-1,2-dichloroethylene (R-1130(E)), HFO-Z / E 1336mzz blends, liquid HFC-245fa and 1,1,1,2,3,4,4,5,5,5-decafluoropentane.

14. The method of any one of claims 1 to 9, wherein the halogenated liquid comprises a liquid selected from the group consisting of: 1,1,1,2,3,4,4,5,5,5-decafluoropentane; MPHE; a blend comprising 94% trans-1,2-dichloroethylene, 5% MPHE, and 1% 1,1,1,2,3,4,4,5,5,5-decafluoropentane; a blend comprising 94% trans-1,2-dichloroethylene, 5% MPHE, and 1% Z-1 a blend comprising 98.4% Z-1336mzz and 1.6% ethanol; a blend comprising 60% Z-1336mzz, 25% MPHE and 15% ethanol; a blend comprising 75% Z-1336mzz and 25% trans-1,2-dichloroethylene; (Z)-1,1,1,4,4,4-hexafluoro-2-butene; 1,1,1,4,5,5,5-heptafluoro-4-(trifluoromethyl)pent-2-ene; 1,1,1,2,2,3,3,6,6,7,7,8,8,8-tetradecafluoro-4-octene; 1,1,1,2,2,5,5,6,6,6-decafluorohex-3-ene; and 1,1,1,2,2,3,3,4,4,7,7,8,8,9,9,10,10,10-octadec-5-ene.

15. The method of any one of claims 1 to 9, wherein the halogenated liquid comprises one of a hydrofluoroether (HFE) and a hydrofluoroolefin ether (HFOE).

16. The method of any one of claims 15, wherein the hydrofluoroether (HFE) comprises a liquid selected from the group consisting of: methoxy-nonafluorobutane; ethoxy-nonafluorobutane; 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane; 3-ethoxy-1,1,1,2,3,4,4,5,5,6,6,6-dodecafluoro-2-(trifluoromethyl)hexane; a blend comprising 50% methyl nonafluorobutyl ether and 50% trans-1,2-dichloroethylene; a blend comprising 52.7% methyl nonafluorobutyl ether, 44.6 % trans-1,2-dichloroethylene and 2.7% ethanol; a blend comprising 10% methyl nonafluorobutyl ether, 20% ethyl nonafluorobutyl ether, 68% trans-1,2-dichloroethylene, and 2% isopropanol; a blend comprising 10% methyl nonafluorobutyl ether, 20% ethyl nonafluorobutyl ether, and 70% trans-1,2-dichloroethylene; a blend comprising 95.5% methyl nonafluorobutyl ether and 4.5% isopropanol; and / or a blend comprising 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane and trans-1,2-dichloroethylene.

17. The method of any one of claims 1 to 9 and 13 to 16, wherein a tracer is added to at least one of the partially recovered halogenated liquid or the fully recovered halogenated liquid.

18. The method of any one of claims 1 to 9 and 13 to 16, wherein a stabilizer package is added to at least one of the partially recovered halogenated liquid or the fully recovered halogenated liquid and comprises at least one antioxidant, at least one acid acceptor and at least one metal stabilizer, wherein the antioxidant is selected from the group consisting of butylated hydroxytoluene, butylated hydroxyanisole, tert-butylhydroquinone, 4-methoxyphenol, 3,4,5-trihydroxybenzoic acid propyl ester, the acid acceptor is selected from butylene oxide, amines and acetaldehyde dimethylhydrazone (ADH), and the metal stabilizer is selected from N,N′-bis(salicylidene)-1,2-propylenediamine, benzotriazole and its derivatives.

19. The process of any one of claims 1 to 9 and 13 to 16, wherein one of the spent halogenated liquid and the unrecovered halogenated liquid comprises a HFO-E / Z-1336mzz and a HFO-Z / E 1336mzz blend.

20. The process of any one of claims 1 to 9 and 13 to 16, wherein one of the spent halogenated liquid and the unrecovered halogenated liquid comprises HCFO-E / Z-1224yd.

21. The process of any one of claims 1 to 9 and 13 to 16, wherein one of the spent halogenated liquid and the unrecovered halogenated liquid comprises HCFO-E / Z-1233zd.

22. The process of any one of claims 1 to 9 and 13 to 16, wherein one of the spent halogenated liquid and the unrecovered halogenated liquid comprises cis-1,1,1,4,4,4-hexafluorobut-2-ene (R-1336mzz(Z)) and trans-1,2-dichloroethylene (R-1130(E)).

23. The method of claim 5, wherein the unrecovered halogenated liquid is analyzed using at least one analytical technique selected from the group consisting of GC-FID, GC-TCD, GC-MS, FTIR, GoetzBub, Karl Fischer, Byk-Garner Color, and wherein the contaminants include one or more of acidity, moisture, and NAG.

24. The method of claim 9, wherein the testing of step b) comprises GC-MS or FTIR, and wherein the testing is for acidity, moisture, and NAG content.

25. The method of claim 24, wherein the NAG test involves using one of an infrared sensor, a UV sensor, a NIR sensor, an ion mobility or plasma chromatograph, a gas chromatography, a refractometry, a mass spectrometry, a high temperature thick film sensor, a thin film field effect sensor, a pellistor sensor, a Taguchi sensor, and a quartz microbalance sensor.

26. The method of claim 1 or claim 9, wherein the treatment comprises at least one treatment selected from the group consisting of distillation, adsorption, desorption, cryogenic cooling, water removal by distillation and / or drying with a desiccant, solid filtration, acid neutralization, and high boiling residue / chloride distillation.

27. The partially recovered composition or fully recovered composition of claim 13.

28. The partially recovered composition or fully recovered composition of claim 14.

29. The partially recovered composition or fully recovered composition of claim 15.

30. The partially recovered composition or fully recovered composition of claim 16.

31. An integrated system, comprising one or more of the following: - Unrecovered liquid recycling stations; - Waste foam collection stations; - a weighing and testing station comprising an analytical system for determining the physical and chemical properties of the unrecovered liquid, the unrecovered liquid being selected from the group consisting of: HFO-E / Z-1336mzz; HCFO-1224yd; HCFO-1233zd; R-514A (an olefin blend consisting of cis-1,1,1,4,4,4-hexafluorobut-2-ene (R-1336mzz(Z)) and trans-1,2-dichloroethylene (R-1130(E))); HFO-Z / E133 6mzz blend; liquid HFC-245fa; 1,1,1,2,3,4,4,5,5,5-decafluoropentane; MPHE; a blend containing 94% trans-1,2-dichloroethylene, 5% MPHE, and 1% 1,1,1,2,3,4,4,5,5,5-decafluoropentane; a blend containing 94% trans-1,2-dichloroethylene, 5% MPHE, and 1% Z-1336mzz; a blend containing 98.4% Z-1336mzz and 1.6% ethanol; a blend containing 60% Z-1336mzz, 25% A blend of MPHE and 15% ethanol; a blend containing 75% Z-1336mzz and 25% trans-1,2-dichloroethylene; (Z)-1,1,1,4,4,4-hexafluoro-2-butene; 1,1,1,4,5,5,5-heptafluoro-4-(trifluoromethyl)pent-2-ene; 1,1,1,2,2,3,3,6,6,7,7,8,8,8-tetradecafluoro-4-octene; 1,1,1,2,2,5,5,6,6,6-decafluorohex-3-ene; and 1,1,1,2,2,3,3,4,4,7,7,8,8,9,9,10,10,10-octadec-5-ene; - a waste foam treatment station comprising at least one crusher, at least one solids classifier, at least one granulator with steam separation; - a first purification system and a first transfer line, wherein the first purification system is used to receive and process the unrecovered liquid from the weighing test station and the vapor from the waste foam treatment station; - a second purification system and a second transfer line, wherein the second purification system is used to receive and process the liquid from the first purification system; - a target refrigerant system in fluid communication with the first and second transfer lines to receive processed liquid from the first and second purification systems for adjusting the content of a recovered liquid component to a target refrigerant content of the AHRI 700 standard after purification at the first and second purification stations, the target refrigerant system comprising a blending station to provide a recovered liquid blend component that complies with the AHRI 700 standard; - a stabilizer package dispensing station for adding an effective amount of a stabilizer package comprising at least one antioxidant, at least one acid acceptor and at least one metal stabilizer; and - A purity check station for checking the purity of the unrecovered liquid before purification, after the first purification treatment and / or the second purification treatment, and the purity of at least one first processed product, and determining whether the first processed product meets or exceeds the AHRI 700 standard.

32. The system of claim 31, wherein the weighing and testing station comprises a scale and at least one of a GC-FID, GC-TCD, GC-MS, FTIR, Goetz Bub, Karl Fischer, and Byk-Garner Color detector.

33. The system of claim 31 , wherein the weighing and testing station comprises one of an infrared sensor, a UV sensor, a NIR sensor, an ion mobility or plasma chromatograph, a gas chromatography, a refractometry, a mass spectrometry, a high temperature thick film sensor, a thin film field effect sensor, a pellistor sensor, a Taguchi sensor, and a quartz microbalance sensor.

34. The system of claim 31 , wherein the weighing and testing station comprises a scale, a GC-MS, and a Taguchi sensor.

35. The system of claim 31, wherein at least one of the first purification system and the second purification system comprises one of a distillation column and an adsorption / desorption column and a cryogenic cooler.

36. The system of claim 31, wherein at least one of the first purification system and the second purification system comprises an NCG purge unit, a water distillation or desiccant dryer unit, a solid filtration unit, and at least one of an acid neutralizer and a high distillation residue column.

37. A method of exchanging heat, the method comprising circulating a recovered halogenated liquid according to any one of claims 1 to 30 and transferring heat to and from the recovered halogenated liquid.

38. A method of heat exchange using the recovered halogenated liquid according to any one of claims 1 to 30 as an aerosol propellant, refrigerant, cleaning agent, expansion agent for thermoplastic and thermoset foams, heat transfer medium, liquid dielectric, power cycle working fluid, polymerization medium, particulate removal fluid, carrier fluid, polishing abrasive and displacement desiccant.

39. A method of exchanging heat, the method comprising charging a system with a working fluid selected from at least one of recycled hydrofluoroolefins (HFO), hydrochlorofluoroolefins (HCFO), hydrofluoroethers (HFE), and hydrofluoroolefin ethers (HFOE) and circulating the working fluid.

40. A method of cooling an electronic component, the method comprising directly contacting the component with at least one of a recovered hydrofluoroolefin (HFO), a hydrochlorofluoroolefin (HCFO), a hydrochloroolefin (HCO), a hydrofluoroether (HFE), a hydrofluoroolefin ether (HFOE).

41. A method comprising using the recovered halogenated composition according to any one of claims 1 to 30 for refrigeration, air conditioning, heating, heat transfer, converting heat into mechanical work in a power cycle, as a foam blowing agent, as a solvent, or for preventing or quenching electrical discharges.

42. A method comprising using the recovered halogenated composition of any one of claims 1 to 30 with a refrigerant component, an air conditioning component, a heating component, a heat transfer component, a working fluid component, a blowing agent component, a solvent component or a dielectric component.

43. The method of any one of claims 1, 10, 11 and 12, wherein the foam waste is polyurethane foam, which is crushed, pelletized and chemically converted back to liquid polyol.

44. The system of claim 31, wherein the waste foam processing station is adapted to one of crush and pelletize the polyurethane foam for subsequent use or recycling into liquid polyol.

45. At least one of a container and a tank filled with the recovered composition of any one of claims 17 or 27 to 30.

46. ​​The method of any one of claims 1 to 9, wherein the halogenated liquid comprises one or more of a fluoroketone (FK) and / or a hydrofluoroketone (HFK).

47. The method of any one of claims 1 to 9, wherein the halogenated liquid comprises one or more fluoroketones.

48. The method of claim 47, wherein the fluoroketone comprises dodecafluoro-2-methylpentan-3-one.

49. A composition comprising at least one recovered compound, wherein the at least one recovered compound is selected from one of Table 1, Table 2, Table 3, or Table 4, and comprises one or more tracers.

50. The composition of claim 49, wherein the at least one recovered compound is selected from Table 2.

51. The composition of claim 49, wherein the at least one recovered compound is selected from Table 1.

52. The composition of claim 49, wherein the at least one recovered compound is selected from Table 3.

53. The composition of claim 49, wherein the at least one recovered compound is selected from Table 4.

54. A system comprising a closed supply of recovered / reblended refrigerant, a refrigerant circuit including at least one charging valve and a compressor, and a transfer line controllably connecting the closed supply of recovered / reblended refrigerant to the charging valve.

55. A system comprising a purification system, a closed supply of recovered / reblended refrigerant connected to the system, a refrigerant circuit including at least one charging valve and a compressor, and a transfer line capable of controllably connecting the closed supply of recovered / reblended refrigerant to the charging valve.

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