WO1999035210A1 - Compositions de decafluoropentane - Google Patents
Compositions de decafluoropentane Download PDFInfo
- Publication number
- WO1999035210A1 WO1999035210A1 PCT/US1998/027732 US9827732W WO9935210A1 WO 1999035210 A1 WO1999035210 A1 WO 1999035210A1 US 9827732 W US9827732 W US 9827732W WO 9935210 A1 WO9935210 A1 WO 9935210A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- composition
- decafluoropentane
- compositions
- weight percent
- propyl bromide
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 162
- RIQRGMUSBYGDBL-UHFFFAOYSA-N 1,1,1,2,2,3,4,5,5,5-decafluoropentane Chemical compound FC(F)(F)C(F)C(F)C(F)(F)C(F)(F)F RIQRGMUSBYGDBL-UHFFFAOYSA-N 0.000 title claims abstract description 46
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 69
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 57
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims abstract description 38
- CYNYIHKIEHGYOZ-UHFFFAOYSA-N 1-bromopropane Chemical compound CCCBr CYNYIHKIEHGYOZ-UHFFFAOYSA-N 0.000 claims abstract description 34
- 239000003380 propellant Substances 0.000 claims abstract description 11
- 238000000034 method Methods 0.000 claims description 20
- 230000008569 process Effects 0.000 claims description 13
- 239000000443 aerosol Substances 0.000 claims description 10
- 238000004140 cleaning Methods 0.000 claims description 10
- 238000005057 refrigeration Methods 0.000 claims description 10
- 238000001704 evaporation Methods 0.000 claims description 9
- 239000004480 active ingredient Substances 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 239000006260 foam Substances 0.000 claims description 6
- 239000004604 Blowing Agent Substances 0.000 claims description 5
- 229920001169 thermoplastic Polymers 0.000 claims description 4
- 239000004416 thermosoftening plastic Substances 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims 2
- 229920001187 thermosetting polymer Polymers 0.000 claims 2
- WUEXFSVOXPGVML-UHFFFAOYSA-N ethanol;pentane Chemical compound CCO.CCCCC WUEXFSVOXPGVML-UHFFFAOYSA-N 0.000 claims 1
- 239000003507 refrigerant Substances 0.000 abstract description 22
- 239000012530 fluid Substances 0.000 abstract description 19
- 239000012459 cleaning agent Substances 0.000 abstract description 15
- 239000003795 chemical substances by application Substances 0.000 abstract description 11
- 238000012546 transfer Methods 0.000 abstract description 7
- 239000002274 desiccant Substances 0.000 abstract description 6
- 239000003989 dielectric material Substances 0.000 abstract description 6
- 238000006073 displacement reaction Methods 0.000 abstract description 6
- 238000006116 polymerization reaction Methods 0.000 abstract description 6
- 239000004814 polyurethane Substances 0.000 abstract description 6
- 229920002635 polyurethane Polymers 0.000 abstract description 6
- 239000003082 abrasive agent Substances 0.000 abstract description 5
- 229920000098 polyolefin Polymers 0.000 abstract 1
- 238000009835 boiling Methods 0.000 description 47
- 229960004592 isopropanol Drugs 0.000 description 15
- 229910052751 metal Inorganic materials 0.000 description 11
- 239000002184 metal Substances 0.000 description 11
- 125000004432 carbon atom Chemical group C* 0.000 description 9
- 230000008859 change Effects 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 9
- 239000002904 solvent Substances 0.000 description 9
- 230000004907 flux Effects 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- 239000000758 substrate Substances 0.000 description 7
- 238000004821 distillation Methods 0.000 description 6
- 150000002430 hydrocarbons Chemical class 0.000 description 6
- 239000012298 atmosphere Substances 0.000 description 5
- 238000005238 degreasing Methods 0.000 description 5
- 230000008020 evaporation Effects 0.000 description 5
- 229930195733 hydrocarbon Natural products 0.000 description 5
- 239000000314 lubricant Substances 0.000 description 5
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 4
- 239000003112 inhibitor Substances 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 230000002411 adverse Effects 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 229910000679 solder Inorganic materials 0.000 description 3
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 2
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- XPDWGBQVDMORPB-UHFFFAOYSA-N Fluoroform Chemical compound FC(F)F XPDWGBQVDMORPB-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 2
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- -1 dimethyl ether) Chemical compound 0.000 description 2
- 238000004817 gas chromatography Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
- 238000012423 maintenance Methods 0.000 description 2
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 229920001568 phenolic resin Polymers 0.000 description 2
- 229920002120 photoresistant polymer Polymers 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 238000007619 statistical method Methods 0.000 description 2
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 2
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 2
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 2
- LVGUZGTVOIAKKC-UHFFFAOYSA-N 1,1,1,2-tetrafluoroethane Chemical compound FCC(F)(F)F LVGUZGTVOIAKKC-UHFFFAOYSA-N 0.000 description 1
- NPNPZTNLOVBDOC-UHFFFAOYSA-N 1,1-difluoroethane Chemical compound CC(F)F NPNPZTNLOVBDOC-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 238000005411 Van der Waals force Methods 0.000 description 1
- 150000001241 acetals Chemical class 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- AOJDZKCUAATBGE-UHFFFAOYSA-N bromomethane Chemical compound Br[CH2] AOJDZKCUAATBGE-UHFFFAOYSA-N 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000002173 cutting fluid Substances 0.000 description 1
- 239000013527 degreasing agent Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 239000001282 iso-butane Substances 0.000 description 1
- 235000013847 iso-butane Nutrition 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 239000002905 metal composite material Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 125000004971 nitroalkyl group Chemical group 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 150000008301 phosphite esters Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000005437 stratosphere Substances 0.000 description 1
- 239000002352 surface water Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23G—CLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
- C23G5/00—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents
- C23G5/02—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents
- C23G5/028—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents containing halogenated hydrocarbons
- C23G5/02803—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents containing halogenated hydrocarbons containing fluorine
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
- C08J9/12—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent
- C08J9/14—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent organic
- C08J9/143—Halogen containing compounds
- C08J9/144—Halogen containing compounds containing carbon, halogen and hydrogen only
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
- C08J9/12—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent
- C08J9/14—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent organic
- C08J9/149—Mixtures of blowing agents covered by more than one of the groups C08J9/141 - C08J9/143
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
- C09K3/30—Materials not provided for elsewhere for aerosols
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K5/00—Heat-transfer, heat-exchange or heat-storage materials, e.g. refrigerants; Materials for the production of heat or cold by chemical reactions other than by combustion
- C09K5/02—Materials undergoing a change of physical state when used
- C09K5/04—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa
- C09K5/041—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems
- C09K5/044—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems comprising halogenated compounds
- C09K5/045—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems comprising halogenated compounds containing only fluorine as halogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2203/00—Foams characterized by the expanding agent
- C08J2203/14—Saturated hydrocarbons, e.g. butane; Unspecified hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2203/00—Foams characterized by the expanding agent
- C08J2203/14—Saturated hydrocarbons, e.g. butane; Unspecified hydrocarbons
- C08J2203/142—Halogenated saturated hydrocarbons, e.g. H3C-CF3
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2207/00—Foams characterised by their intended use
- C08J2207/04—Aerosol, e.g. polyurethane foam spray
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2205/00—Aspects relating to compounds used in compression type refrigeration systems
- C09K2205/10—Components
- C09K2205/102—Alcohols
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2205/00—Aspects relating to compounds used in compression type refrigeration systems
- C09K2205/10—Components
- C09K2205/12—Hydrocarbons
- C09K2205/122—Halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2205/00—Aspects relating to compounds used in compression type refrigeration systems
- C09K2205/32—The mixture being azeotropic
Definitions
- the present invention relates to azeotropic or azeotrope-like compositions comprising 1,1,1,2,3,4,4,5,5,5-decafluoropentane (HFC-43-10mee), n-propyl bromide, and optionally, an alcohol selected from methanol, ethanol, and isopropanol.
- Fluorinated hydrocarbons have many uses such as cleaning agents or refrigerants.
- fluorinated hydrocarbon compounds include trichlorofluoromethane (CFC-11) and l,l,2-trichloro-l,2,2-trifluoroethane (CFC- 113).
- CFCs and HCFCs are soldered to circuit boards by coating the entire circuit side of the board with flux and thereafter passing the flux-coated board over preheaters and through molten solder.
- the flux cleans the conductive metal parts and promotes solder fusion, but leave residues on the circuit boards that must be removed with a cleaning agent.
- Fluorinated hydrocarbons are also useful cleaning agents in vapor degreasing operations.
- cleaning agents should have a low boiling point, nonfiammability, low toxicity, and high solvency power so that flux and flux- residues can be removed without damaging the substrate being cleaned.
- cleaning agents that include a fluorinated hydrocarbon be azeotropic or azeotrope-like so that they do not tend to fractionate upon boiling or evaporation. If the cleaning agent is not azeotropic or azeotrope-like, the more volatile components of the cleaning agent will evaporate, and the cleaning agent may become flammable or may have less-desirable solvency properties, such as lower rosin flux solvency and lower inertness toward the electrical components being cleaned.
- the azeotropic or azeotrope-like property is also desirable in vapor degreasing operations because the cleaning agent is generally redistilled and reused for final rinse cleaning.
- Replacements for CFCs may also be used as refrigerants.
- a refrigerant In refrigeration applications, a refrigerant is often lost during operation through leaks in shaft seals, hose connections, soldered joints and broken lines. In addition, the refrigerant may be released to the atmosphere during maintenance procedures on refrigeration equipment. If the refrigerant is not a pure component or an azeotropic or azeotrope-like composition, the refrigerant composition may change when leaked or discharged to the atmosphere from the refrigeration equipment, which may cause the refrigerant to become flammable or to have poor refrigeration performance.
- Replacements for CFCs and HCFCs may also find use as heat transfer media to transfer heat from a heat source to a heat sink, blowing agents in the manufacture of closed-cell polyurethane, phenolic and thermoplastic foams, as propellants in aerosols, gaseous dielectrics, fire extinguishing agents, power cycle working fluids such as for heat pumps, inert media for polymerization reactions, fluids for removing particulates from metal surfaces, as carrier fluids that may be used, for example, to place a fine film of lubricant on metal parts, as buffing abrasive agents to remove buffing abrasive compounds from polished surfaces such as metal, as displacement drying agents for removing water, such as from jewelry or metal parts, as resist developers in conventional circuit manufacturing techniques including chlorine-type developing agents, or as strippers for photoresists when used with, for example, a chlorohydrocarbon such as 1.1,1- trichloroethane or trichloroethylene. Accordingly, it has been found that
- 1,1, 1,2,3,4,4,5,5, 5-decafluoropentane, n-propyl bromide, and optionally an alcohol such as methanol, ethanol or isopropanol have a lower ozone depletion potential and are suitable cleaning agents, displacement drying agents, refrigerants, heat transfer media, expansion agents for polyoleflns and polyurethanes, aerosol propellants, gaseous dielectrics, power cycle working fluids, fire extinguishing agents, polymerization media, particulate removal fluids, carrier fluids, and buffing abrasive agents.
- 1,1,1,2,3,4,4,5,5,5-decafluoropentane 1,1,1,2,3,4,4,5,5,5-decafluoropentane, n-propyl bromide, and optionally an alcohol such as methanol, ethanol or isopropanol.
- the present invention also relates to the following binary compositions: a first component, 1,1, 1,2,3,4,4,5, 5, 5-decafluoropentane and a second component, n-propyl bromide.
- the present invention also relates to the following ternary compositions:
- compositions are useful as cleaning agents, refrigerants, displacement drying agents, expansion agents for polyoleflns and polyurethanes, aerosol propellants. heat transfer media, gaseous dielectrics, power cycle working fluids, polymerization media, particulate removal fluids, fire extinguishants. carrier fluids, and buffing abrasive agents. Further, the invention relates to the discovery of binary azeotropic or azeotrope-like compositions comprising effective amounts of these components to form an azeotropic or azeotrope-like composition.
- the present invention relates to compositions of 1,1 , 1,2,3 ,4,4,5,5, 5-decafluoropentane, n-propyl bromide, and optionally an alcohol such as methanol, ethanol or isopropanol
- the present invention also relates to the discovery of binary compositions of 1,1, 1,2,3,4,4,5.5, 5-decafluoropentane and n-propyl bromide; and ternary compositions of 1,1,1,2,3,4,4,5,5,5-decafluoropentane, n-propyl bromide and methanol, ethanol, or isopropanol.
- the present invention also relates to the discovery of azeotropic or azeotrope-like compositions comprising effective amounts of 1 ,1 , 1 ,2,3,4,4, 5, 5,5-decafluoropentane and n-propyl bromide, or
- compositions of the present invention can be used as cleaning agents, displacement drying agents, refrigerants, expansion agents for polyoleflns and polyurethanes, aerosol propellants, heat transfer media, gaseous dielectrics, fire extinguishants, power cycle working fluids, polymerization media, particulate removal fluids, carrier fluids, and buffing abrasive agents.
- the compositions of the present invention are expected to have low ozone depletion and low global warming.
- compositions of the present invention include the following:
- azeotropic composition is meant a constant boiling liquid admixture of two or more substances that behaves as a single substance.
- azeotropic composition One way to characterize an azeotropic composition is that the vapor produced by partial evaporation or distillation of the liquid has the same composition as the liquid from which it was evaporated or distilled, that is, the admixture distills/refluxes without compositional change.
- Constant boiling compositions are characterized as azeotropic because they exhibit either a maximum or minimum boiling point, as compared with that of the non-azeotropic mixtures of the same components.
- azeotrope-like composition is meant a constant boiling, or substantially constant boiling, liquid admixture of two or more substances that behaves as a single substance.
- azeotrope-like composition One way to characterize an azeotrope-like composition 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 admixture distills/refluxes without substantial composition change.
- Another way to characterize an azeotrope-like composition is that the bubble point vapor pressure and the dew point vapor pressure of the composition at a particular temperature are substantially the same.
- a composition is azeotrope-like if, after 50 weight percent of the composition is removed such as by evaporation or boiling off, the difference in vapor pressure between the original composition and the composition remaining after 50 weight percent of the original composition has been removed is less than 10 percent, when measured in absolute units.
- absolute units it is meant measurements of pressure,e.g., 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 azeotrope is present, there is little difference in vapor pressure between the original composition and the composition remaining after 50 weight percent of the original composition has been removed.
- n-propyl bromide and at least one alcohol selected from the group consisting of methanol, ethanol. and isopropanol, such that after 50 weight percent of an original composition is evaporated or boiled off to produce a remaining composition, the difference in the vapor pressure between the original composition and the remaining composition is 10 percent or less.
- compositions that are azeotropic there is usually some range of compositions around the azeotrope point that, for a maximum boiling azeotrope, have boiling points at a particular pressure higher than the pure components of the composition at that pressure and have vapor pressures at a particular temperature lower than the pure components of the composition at that temperature, and that, for a minimum boiling azeotrope, have boiling points at a particular pressure lower than the pure components of the composition at that pressure and have vapor pressures at a particular temperature higher than the pure components of the composition at that temperature.
- Boiling temperatures and vapor pressures above or below that of the pure components are caused by unexpected intermolecular forces between and among the molecules of the compositions, which can be a combination of repulsive and attractive forces such as van der Waals forces and hydrogen bonding.
- compositions that have 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 compositions that have a change in vapor pressure of less than about 10% when 50 weight percent of the composition is evaporated.
- compositions that have maximum or minimum boiling temperatures at a particular pressure, or maximum or minimum vapor pressures at a particular temperature are broader than the range of compositions that have a change in vapor pressure of less than about 10% when 50 weight percent of the composition is evaporated, the unexpected intermolecular forces are nonetheless believed important in that the refrigerant compositions having those forces that are not substantially constant boiling may exhibit unexpected increases in the capacity or efficiency versus the components of the refrigerant composition.
- the components of the compositions of this invention have the following vapor pressures:
- compositions of this invention comprise the following at the temperature specified:
- HFC-43- 1 Omee/nPBr/ethanol 25 60-90/5-30/2-10 70-85/10-25/2-8
- effective amount is defined as the amount of each component of the inventive compositions which, when combined. results in the formation of an azeotropic or azeotrope-like composition.
- This definition includes the amounts of each component, which amounts may vary depending on the pressure applied to the composition so long as the azeotropic or azeotrope-like compositions continue to exist at the different pressures, but with possible different boiling points.
- effective amount includes the amounts, such as may be expressed in weight percentages, of each component of the compositions of the instant invention which form azeotropic or azeotrope-like compositions at temperatures or pressures other than as described herein.
- azeotropic or constant-boiling is intended to mean also essentially azeotropic or essentially-constant boiling.
- included within the meaning of these terms are not only the true azeotropes described above, but also other compositions containing the same components in different proportions, which are true azeotropes at other temperatures and pressures, as well as those equivalent compositions which are part of the same azeotropic system and are azeotrope-like in their properties.
- compositions which contain the same components as the azeotrope, which will not only exhibit essentially equivalent properties for refrigeration and other applications, but which will also exhibit essentially equivalent properties to the true azeotropic composition in terms of constant boiling characteristics or tendency not to segregate or fractionate on boiling.
- composition can be defined as an azeotrope of A, B, C (and
- composition can be defined as a particular weight percent relationship or mole percent relationship of A, B, C (and D%), while recognizing that such specific values point out only one particular relationship and that in actuality, a series of such relationships, represented by A, B, C (and D%) actually exist for a given azeotrope, varied by the influence of pressure.
- An azeotrope of A. B, C (and D%) can be characterized by defining the compositions as an azeotrope characterized by a boiling point at a given pressure, thus giving identifying 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 azeotrope or azeotrope-like compositions of the present invention can be prepared by any convenient method including mixing or combining the desired amounts of components.
- a preferred method is to weigh the desired component amounts and thereafter combine them in an appropriate container.
- the present inventive compositions may include one alcohol selected from the group consisting of methanol, ethanol, n-propanol. and isopropanol which may comprise a mixture of alcohol together with impurities such as water or second alcohol in amounts less than about 5 wt% of the amount of alcohol. Presence of such impurities in such amounts does not substantially alter the physical properties defined earlier for the present azeotrope-like compositions.
- Inhibitors may be added to the present azeotrope-like compositions to inhibit decomposition of the compositions; react with undesirable decomposition products of the compositions; and/or prevent corrosion of metal surfaces.
- At least one of the following classes of inhibitors may be employed in the present inventive compositions: alkanols having 4 to 7 carbon atoms, nitroalkanes having 1 to 3 carbon atoms, preferably nitromethane (CH 3 NO 2 ), 1 ,2- epoxyalkanes having 2 to 7 carbon atoms, phosphite esters having 12 to 30 carbon atoms, ethers having 3 or 4 carbon atoms, unsaturated compounds having 4 to 6 carbon atoms, acetals having 4 to 7 carbon atoms, ketones having 3 to 5 carbon atoms, and amines having 6 to 8 carbon atoms.
- Other suitable inhibitors will readily occur to those of average skill in this field.
- the azeotrope-like compositions of the present invention have low ozone-depletion potentials and are expected to decompose almost completely, prior to reaching the stratosphere.
- the present invention is further related to processes for vapor phase degreasing and solvent cleaning using the present compositions.
- Such vapor degreasing processes comprise contacting a substrate to be cleaned, e.g., residue contaminated, silicon-metal composite electronic circuit boards, metal (e.g. stainless steel) fabricated parts and the like, with the vapors of a boiling present composition. Vapors condensing on the substrate provide clean distilled composition which rinses away flux or other residue. Evaporation of cleaning composition from the substrate leaves behind no residue.
- the present solvent cleaning processes comprise contacting a substrate to be cleaned with liquid present composition and then removal of the substrate from the composition.
- a vapor degreaser For difficult to remove soils where elevated temperature is necessary to improve the cleaning action of the solvent, or for large volume assembly line operations where the cleaning of substrates must be done efficiently and quickly, the conventional operation of a vapor degreaser consists of immersing the part to be cleaned in a sump of boiling solvent which removes the bulk of the soil, thereafter immersing the part in a sump containing freshly distilled solvent near room temperature, and finally exposing the part to solvent vapors over the boiling sump which condense on the cleaned part. In addition, the part can also be sprayed with distilled solvent before final rinsing.
- Vapor degreasers suitable in the above-described processes are well known in the art. For example, Sherliker et al. in U.S. patent number 3,085,918, disclose such suitable vapor degreasers comprising a boiling sump, a clean sump, a water separator, and other ancillary equipment.
- the azeotrope-like compositions of the present invention permit easy recovery and re-use of the solvent from vapor defluxing and degreasing processes because of their substantially constant boiling nature.
- the azeotrope-like compositions of the present invention can be used in cleaning processes such as those described in U.S. patent number 3.881 ,949..
- the present compositions may also be used as refrigerants.
- refrigerant In refrigeration processes, a refrigerant is often lost during operation through leaks in shaft seals, hose connections, solder joints, and broken lines.
- refrigerant may be released to the atmosphere during maintenance procedures on refrigeration equipment. Accordingly, if a mixture of compounds is to be employed as refrigerant, it is desirable to use an azeotrope-like composition.
- Some non-azeotropic compositions may also be used as refrigerants, but they have the disadvantage of changing composition, or fractionating, when a portion of the refrigerant charge is leaked or discharged to the atmosphere.
- the present invention is further directed to refrigeration processes comprising condensing the present composition, and thereafter evaporating it, in the vicinity of a body to be cooled.
- still another aspect of the present invention is a method for heating which comprises condensing the present composition in the vicinity of a body to be heated and thereafter evaporating the refrigerant.
- the present invention may also find use in the manufacture of close-cell polyurethane, phenolic and thermoplastic foams.
- Insulating foams require blowing agents not only to foam the polymer, but more importantly to utilize the low vapor thermal conductivity of the blowing agents, which is an important characteristic for insulation value.
- Aerosol compositions generally comprise an active ingredient and a propellant, wherein the propellant is a compound such as hydrofluorocarbons (e.g., trifluoromethane, 1,1-difluoroethane, 1,1,1,2- tetrafluoroethane), ether (e.g., dimethyl ether), hydrocarbons (e.g., propane, butane, iso-butane), or mixtures thereof. All such aerosol products utilize the pressure of a propellant gas or a mixture of propellant gases to expel the active ingredients from an aerosol container.
- the propellant is a compound such as hydrofluorocarbons (e.g., trifluoromethane, 1,1-difluoroethane, 1,1,1,2- tetrafluoroethane), ether (e.g., dimethyl ether), hydrocarbons (e.g., propane, butane, iso-butane), or mixtures thereof. All such aerosol products utilize the pressure of a
- aerosols employ liquified gases which vaporize and provide the pressure to propel the active ingredients when the valve on the aerosol container is opened.
- Such aerosol compositions containing the present azeotrope-like composition are useful as industrial products such as cleaners, lubricants, and mold release agents; and automotive products such as cleaners and polishes.
- the present compositions may also find utility as heat transfer media, gaseous dielectrics, fire extinguishing agents, power cycle working fluids such as for heat pumps, inert media for polymerization reactions, fluids for removing particulates from metal surfaces, and as carrier fluids that may be used, for example, to place a fine film of lubricant on metal parts.
- compositions may also find utility as buffing abrasive detergents to remove buffing abrasive compounds from polished surfaces such as metal, as displacement drying agents for removing surface water such as from jewelry or metal parts, as resist-developers in conventional circuit manufacturing techniques employing chlorine-type developing agents, and as strippers for photoresists when used with, for example, a chlorohydrocarbon such as 1,1,1-trichloroethane or trichloroethylene.
- the mixtures are useful as resist developers, where chlorine-type developers would be used, and as resist stripping agents with the addition of appropriate halocarbons.
- nPBr is n-propyl bromide
- HFC-43-10mee is 1,1,1,2,3,4,4,5,5,5-decafluoropentane.
- EXAMPLE 2 A solution containing 75.8 weight percent HFC-43-10mee, 17.6 weight percent n-propyl bromide and 6.6 weight percent methanol was prepared in a suitable container and mixed thoroughly. The solution was distilled in a five plate Oldershaw distillation column using a 10:1 reflux to take-off ratio. Head and pot temperatures were read directly to 1°C. The pressure was 758.38 mmHg. Distillate compositions were determined by gas chromatography. Results obtained are summarized in Table 2. TABLE 2
- EXAMPLE 3 A phase study shows the following compositions are azeotropic at the temperature specified. It also shows composition can vary with temperature.
- HFC-43-1 Omee/nPBr/methanol 79.0/16.6/4.4 25 6.92 (47.7)
- HFC-43- 1 Omee/nPBr/ethanol 79.3/18.1/2.6 25 6.07 (41.9) 80.7/15.8/3.5 45.8 14.7 (101.3)
- EXAMPLE 5 Several single sided circuit boards are coated with Alpha 61 IF RMA rosin flux, then activated by heating to 165°C for two minutes. The boards are defluxed using a rinse at room temperature of azeotropic mixtures shown in Table 3. The boards cleaned in each azeotropic mixture have no visible residue remaining thereon.
- 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 compositions.
- Additives such as lubricants, corrosion inhibitors, surfactants, stabilizers, dyes and other appropriate materials may be added to the novel compositions of the invention for a variety of purposes provide they do not have an adverse influence on the composition for its intended application.
- Preferred lubricants include esters having a molecular weight greater than 250.
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Abstract
Compositions de 1,1,1,2,3,4,4,5,5,5-décafluoropentane et de bromure de n-propyle, ou de 1,1,1,2,3,4,4,5,5,5-décafluoropentane, de bromure de n-propyle et d'un alcool tel que le méthanol, l'éthanol et l'isopropanol. Ces compositions sont utiles comme agents de nettoyage, comme agents dessicatifs à déplacement, comme agents réfrigérants, comme supports de transfert thermique, comme agents d'expansion pour les polyoléfines et les polyuréthanes, comme propulsifs, comme diélectriques gazeux, comme extincteurs, comme fluides d'impulsion motrice, comme milieux de polymérisation, comme fluides d'élimination des matières particulaires, comme fluides de transport et comme agents abrasifs de polissage.
Priority Applications (1)
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AU20193/99A AU2019399A (en) | 1998-01-02 | 1998-12-31 | Decafluoropentane compositions |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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US7036598P | 1998-01-02 | 1998-01-02 | |
US60/070,365 | 1998-01-02 |
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WO1999035210A1 true WO1999035210A1 (fr) | 1999-07-15 |
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PCT/US1998/027732 WO1999035210A1 (fr) | 1998-01-02 | 1998-12-31 | Compositions de decafluoropentane |
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Cited By (4)
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US6048833A (en) * | 1998-07-09 | 2000-04-11 | Great Lakes Chemical Corporation | Azeotrope and azeotrope-like compositions of 1-bromopropane and highly fluorinated hydrocarbons |
EP0994929A1 (fr) * | 1997-07-09 | 2000-04-26 | Great Lakes Chemical Corporation | Compositions azeotropes, et du type azeotrope, de 1-bromopropane et d'hydrocarbures a haute teneur en fluor |
US6291416B1 (en) * | 1999-04-22 | 2001-09-18 | Atofina | Cleaning or drying compositions based on F36mfc, CHzCLz, CH3OH and 43-10mee |
US9321810B2 (en) | 2006-11-10 | 2016-04-26 | Cara Therapeutics, Inc. | Uses of kappa opioid synthetic peptide amides |
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JPH05124990A (ja) * | 1991-10-30 | 1993-05-21 | Du Pont Mitsui Fluorochem Co Ltd | 共沸様組成物 |
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Cited By (5)
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EP0994929A1 (fr) * | 1997-07-09 | 2000-04-26 | Great Lakes Chemical Corporation | Compositions azeotropes, et du type azeotrope, de 1-bromopropane et d'hydrocarbures a haute teneur en fluor |
EP0994929A4 (fr) * | 1997-07-09 | 2001-02-21 | Great Lakes Chemical Corp | Compositions azeotropes, et du type azeotrope, de 1-bromopropane et d'hydrocarbures a haute teneur en fluor |
US6048833A (en) * | 1998-07-09 | 2000-04-11 | Great Lakes Chemical Corporation | Azeotrope and azeotrope-like compositions of 1-bromopropane and highly fluorinated hydrocarbons |
US6291416B1 (en) * | 1999-04-22 | 2001-09-18 | Atofina | Cleaning or drying compositions based on F36mfc, CHzCLz, CH3OH and 43-10mee |
US9321810B2 (en) | 2006-11-10 | 2016-04-26 | Cara Therapeutics, Inc. | Uses of kappa opioid synthetic peptide amides |
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