US20050211949A1 - Detectable refrigerant compositions and uses thereof - Google Patents
Detectable refrigerant compositions and uses thereof Download PDFInfo
- Publication number
- US20050211949A1 US20050211949A1 US10/984,530 US98453004A US2005211949A1 US 20050211949 A1 US20050211949 A1 US 20050211949A1 US 98453004 A US98453004 A US 98453004A US 2005211949 A1 US2005211949 A1 US 2005211949A1
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- US
- United States
- Prior art keywords
- hfc
- refrigerant
- hfe
- cbrf
- ocf
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
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- 239000003507 refrigerant Substances 0.000 title claims abstract description 99
- 239000000203 mixture Substances 0.000 title claims abstract description 81
- 239000000700 radioactive tracer Substances 0.000 claims abstract description 77
- 238000002512 chemotherapy Methods 0.000 claims abstract description 18
- 238000004378 air conditioning Methods 0.000 claims abstract description 8
- 238000005057 refrigeration Methods 0.000 claims abstract description 7
- 230000006835 compression Effects 0.000 claims abstract description 5
- 238000007906 compression Methods 0.000 claims abstract description 5
- 230000005264 electron capture Effects 0.000 claims abstract description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 62
- 229930195733 hydrocarbon Natural products 0.000 claims description 41
- 239000004215 Carbon black (E152) Substances 0.000 claims description 40
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 36
- NPNPZTNLOVBDOC-UHFFFAOYSA-N 1,1-difluoroethane Chemical compound CC(F)F NPNPZTNLOVBDOC-UHFFFAOYSA-N 0.000 claims description 31
- 150000002430 hydrocarbons Chemical class 0.000 claims description 29
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 28
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 28
- RWRIWBAIICGTTQ-UHFFFAOYSA-N difluoromethane Chemical compound FCF RWRIWBAIICGTTQ-UHFFFAOYSA-N 0.000 claims description 28
- TXEYQDLBPFQVAA-UHFFFAOYSA-N tetrafluoromethane Chemical compound FC(F)(F)F TXEYQDLBPFQVAA-UHFFFAOYSA-N 0.000 claims description 28
- 238000000034 method Methods 0.000 claims description 25
- XPDWGBQVDMORPB-UHFFFAOYSA-N Fluoroform Chemical compound FC(F)F XPDWGBQVDMORPB-UHFFFAOYSA-N 0.000 claims description 24
- OHMHBGPWCHTMQE-UHFFFAOYSA-N 2,2-dichloro-1,1,1-trifluoroethane Chemical compound FC(F)(F)C(Cl)Cl OHMHBGPWCHTMQE-UHFFFAOYSA-N 0.000 claims description 22
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 20
- WXGNWUVNYMJENI-UHFFFAOYSA-N 1,1,2,2-tetrafluoroethane Chemical compound FC(F)C(F)F WXGNWUVNYMJENI-UHFFFAOYSA-N 0.000 claims description 18
- 125000006340 pentafluoro ethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 claims description 18
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 claims description 17
- MWUXSHHQAYIFBG-UHFFFAOYSA-N nitrogen oxide Inorganic materials O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 claims description 16
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 16
- BOUGCJDAQLKBQH-UHFFFAOYSA-N 1-chloro-1,2,2,2-tetrafluoroethane Chemical compound FC(Cl)C(F)(F)F BOUGCJDAQLKBQH-UHFFFAOYSA-N 0.000 claims description 14
- WSNDAYQNZRJGMJ-UHFFFAOYSA-N 2,2,2-trifluoroethanone Chemical group FC(F)(F)[C]=O WSNDAYQNZRJGMJ-UHFFFAOYSA-N 0.000 claims description 14
- VOPWNXZWBYDODV-UHFFFAOYSA-N Chlorodifluoromethane Chemical compound FC(F)Cl VOPWNXZWBYDODV-UHFFFAOYSA-N 0.000 claims description 14
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims description 14
- 229910021529 ammonia Inorganic materials 0.000 claims description 14
- 239000011263 electroactive material Substances 0.000 claims description 14
- 125000006342 heptafluoro i-propyl group Chemical group FC(F)(F)C(F)(*)C(F)(F)F 0.000 claims description 14
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 claims description 14
- 239000001569 carbon dioxide Substances 0.000 claims description 13
- 239000007789 gas Substances 0.000 claims description 13
- UJPMYEOUBPIPHQ-UHFFFAOYSA-N 1,1,1-trifluoroethane Chemical compound CC(F)(F)F UJPMYEOUBPIPHQ-UHFFFAOYSA-N 0.000 claims description 12
- DFUYAWQUODQGFF-UHFFFAOYSA-N 1-ethoxy-1,1,2,2,3,3,4,4,4-nonafluorobutane Chemical compound CCOC(F)(F)C(F)(F)C(F)(F)C(F)(F)F DFUYAWQUODQGFF-UHFFFAOYSA-N 0.000 claims description 12
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 claims description 12
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims description 12
- -1 hydrocarbon amine Chemical class 0.000 claims description 12
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 claims description 12
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 12
- BDJAEZRIGNCQBZ-UHFFFAOYSA-N methylcyclobutane Chemical compound CC1CCC1 BDJAEZRIGNCQBZ-UHFFFAOYSA-N 0.000 claims description 12
- CRSOQBOWXPBRES-UHFFFAOYSA-N neopentane Chemical compound CC(C)(C)C CRSOQBOWXPBRES-UHFFFAOYSA-N 0.000 claims description 12
- GTLACDSXYULKMZ-UHFFFAOYSA-N pentafluoroethane Chemical compound FC(F)C(F)(F)F GTLACDSXYULKMZ-UHFFFAOYSA-N 0.000 claims description 12
- LVGUZGTVOIAKKC-UHFFFAOYSA-N 1,1,1,2-tetrafluoroethane Chemical compound FCC(F)(F)F LVGUZGTVOIAKKC-UHFFFAOYSA-N 0.000 claims description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 10
- GQPLMRYTRLFLPF-UHFFFAOYSA-N Nitrous Oxide Chemical compound [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 claims description 8
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 claims description 8
- UHCBBWUQDAVSMS-UHFFFAOYSA-N fluoroethane Chemical compound CCF UHCBBWUQDAVSMS-UHFFFAOYSA-N 0.000 claims description 8
- QYSGYZVSCZSLHT-UHFFFAOYSA-N octafluoropropane Chemical compound FC(F)(F)C(F)(F)C(F)(F)F QYSGYZVSCZSLHT-UHFFFAOYSA-N 0.000 claims description 8
- LVZWSLJZHVFIQJ-UHFFFAOYSA-N Cyclopropane Chemical compound C1CC1 LVZWSLJZHVFIQJ-UHFFFAOYSA-N 0.000 claims description 7
- 235000013847 iso-butane Nutrition 0.000 claims description 7
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 claims description 7
- 239000001294 propane Substances 0.000 claims description 7
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 7
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 7
- OKIYQFLILPKULA-UHFFFAOYSA-N 1,1,1,2,2,3,3,4,4-nonafluoro-4-methoxybutane Chemical compound COC(F)(F)C(F)(F)C(F)(F)C(F)(F)F OKIYQFLILPKULA-UHFFFAOYSA-N 0.000 claims description 6
- PBIJFSCPEFQXBB-UHFFFAOYSA-N 1,1-dimethylcyclopropane Chemical class CC1(C)CC1 PBIJFSCPEFQXBB-UHFFFAOYSA-N 0.000 claims description 6
- BHNZEZWIUMJCGF-UHFFFAOYSA-N 1-chloro-1,1-difluoroethane Chemical compound CC(F)(F)Cl BHNZEZWIUMJCGF-UHFFFAOYSA-N 0.000 claims description 6
- CYXIKYKBLDZZNW-UHFFFAOYSA-N 2-Chloro-1,1,1-trifluoroethane Chemical compound FC(F)(F)CCl CYXIKYKBLDZZNW-UHFFFAOYSA-N 0.000 claims description 6
- PMPVIKIVABFJJI-UHFFFAOYSA-N Cyclobutane Chemical compound C1CCC1 PMPVIKIVABFJJI-UHFFFAOYSA-N 0.000 claims description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 6
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- DPYMFVXJLLWWEU-UHFFFAOYSA-N desflurane Chemical compound FC(F)OC(F)C(F)(F)F DPYMFVXJLLWWEU-UHFFFAOYSA-N 0.000 claims description 6
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 claims description 6
- VNXBKJFUJUWOCW-UHFFFAOYSA-N methylcyclopropane Chemical compound CC1CC1 VNXBKJFUJUWOCW-UHFFFAOYSA-N 0.000 claims description 6
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 6
- JRHMNRMPVRXNOS-UHFFFAOYSA-N trifluoro(methoxy)methane Chemical compound COC(F)(F)F JRHMNRMPVRXNOS-UHFFFAOYSA-N 0.000 claims description 6
- KFUSEUYYWQURPO-OWOJBTEDSA-N trans-1,2-dichloroethene Chemical group Cl\C=C\Cl KFUSEUYYWQURPO-OWOJBTEDSA-N 0.000 claims description 5
- YFMFNYKEUDLDTL-UHFFFAOYSA-N 1,1,1,2,3,3,3-heptafluoropropane Chemical compound FC(F)(F)C(F)C(F)(F)F YFMFNYKEUDLDTL-UHFFFAOYSA-N 0.000 claims description 4
- NSGXIBWMJZWTPY-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropane Chemical compound FC(F)(F)CC(F)(F)F NSGXIBWMJZWTPY-UHFFFAOYSA-N 0.000 claims description 4
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 4
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical group CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical group CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 4
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 claims description 4
- 229920001774 Perfluoroether Polymers 0.000 claims description 4
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 claims description 4
- GYOLCDNHOFVAAM-UHFFFAOYSA-N bromo(difluoro)methane Chemical compound F[C](F)Br GYOLCDNHOFVAAM-UHFFFAOYSA-N 0.000 claims description 4
- DNJIEGIFACGWOD-UHFFFAOYSA-N ethanethiol Chemical compound CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 claims description 4
- 125000006341 heptafluoro n-propyl group Chemical group FC(F)(F)C(F)(F)C(F)(F)* 0.000 claims description 4
- WMIYKQLTONQJES-UHFFFAOYSA-N hexafluoroethane Chemical compound FC(F)(F)C(F)(F)F WMIYKQLTONQJES-UHFFFAOYSA-N 0.000 claims description 4
- KAVGMUDTWQVPDF-UHFFFAOYSA-N perflubutane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)F KAVGMUDTWQVPDF-UHFFFAOYSA-N 0.000 claims description 4
- 229950003332 perflubutane Drugs 0.000 claims description 4
- 229960004065 perflutren Drugs 0.000 claims description 4
- GETTZEONDQJALK-UHFFFAOYSA-N trifluorotoluene Substances FC(F)(F)C1=CC=CC=C1 GETTZEONDQJALK-UHFFFAOYSA-N 0.000 claims description 4
- 230000001747 exhibiting effect Effects 0.000 claims description 3
- BAVYZALUXZFZLV-UHFFFAOYSA-N mono-methylamine Natural products NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims description 3
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 claims description 2
- XOBKSJJDNFUZPF-UHFFFAOYSA-N Methoxyethane Chemical compound CCOC XOBKSJJDNFUZPF-UHFFFAOYSA-N 0.000 claims description 2
- LIWAQLJGPBVORC-UHFFFAOYSA-N N-ethyl-N-methylamine Natural products CCNC LIWAQLJGPBVORC-UHFFFAOYSA-N 0.000 claims description 2
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N butyric aldehyde Natural products CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 claims description 2
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 claims description 2
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 claims description 2
- 229960003750 ethyl chloride Drugs 0.000 claims description 2
- ULYZAYCEDJDHCC-UHFFFAOYSA-N isopropyl chloride Chemical compound CC(C)Cl ULYZAYCEDJDHCC-UHFFFAOYSA-N 0.000 claims description 2
- 229940073584 methylene chloride Drugs 0.000 claims description 2
- SNMVRZFUUCLYTO-UHFFFAOYSA-N n-propyl chloride Chemical compound CCCCl SNMVRZFUUCLYTO-UHFFFAOYSA-N 0.000 claims description 2
- 239000001272 nitrous oxide Substances 0.000 claims description 2
- 125000006344 nonafluoro n-butyl group Chemical group FC(F)(F)C(F)(F)C(F)(F)C(F)(F)* 0.000 claims description 2
- UXPOJVLZTPGWFX-UHFFFAOYSA-N pentafluoroethyl iodide Chemical compound FC(F)(F)C(F)(F)I UXPOJVLZTPGWFX-UHFFFAOYSA-N 0.000 claims description 2
- VPAYJEUHKVESSD-UHFFFAOYSA-N trifluoroiodomethane Chemical compound FC(F)(F)I VPAYJEUHKVESSD-UHFFFAOYSA-N 0.000 claims description 2
- NBVXSUQYWXRMNV-OUBTZVSYSA-N fluoromethane Chemical group F[13CH3] NBVXSUQYWXRMNV-OUBTZVSYSA-N 0.000 claims 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims 1
- 238000001514 detection method Methods 0.000 description 11
- 230000000052 comparative effect Effects 0.000 description 4
- 239000012808 vapor phase Substances 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 3
- 241000392928 Parachromis friedrichsthalii Species 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 238000010792 warming Methods 0.000 description 2
- UKDOTCFNLHHKOF-FGRDZWBJSA-N (z)-1-chloroprop-1-ene;(z)-1,2-dichloroethene Chemical group C\C=C/Cl.Cl\C=C/Cl UKDOTCFNLHHKOF-FGRDZWBJSA-N 0.000 description 1
- 239000004604 Blowing Agent Substances 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- KYKAJFCTULSVSH-UHFFFAOYSA-N chloro(fluoro)methane Chemical compound F[C]Cl KYKAJFCTULSVSH-UHFFFAOYSA-N 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 230000000779 depleting effect Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 230000029058 respiratory gaseous exchange Effects 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
Classifications
-
- 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
-
- 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
-
- 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
-
- 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
-
- 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
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01M—TESTING STATIC OR DYNAMIC BALANCE OF MACHINES OR STRUCTURES; TESTING OF STRUCTURES OR APPARATUS, NOT OTHERWISE PROVIDED FOR
- G01M3/00—Investigating fluid-tightness of structures
- G01M3/02—Investigating fluid-tightness of structures by using fluid or vacuum
- G01M3/04—Investigating fluid-tightness of structures by using fluid or vacuum by detecting the presence of fluid at the leakage point
- G01M3/20—Investigating fluid-tightness of structures by using fluid or vacuum by detecting the presence of fluid at the leakage point using special tracer materials, e.g. dye, fluorescent material, radioactive material
- G01M3/22—Investigating fluid-tightness of structures by using fluid or vacuum by detecting the presence of fluid at the leakage point using special tracer materials, e.g. dye, fluorescent material, radioactive material for pipes, cables or tubes; for pipe joints or seals; for valves; for welds; for containers, e.g. radiators
- G01M3/226—Investigating fluid-tightness of structures by using fluid or vacuum by detecting the presence of fluid at the leakage point using special tracer materials, e.g. dye, fluorescent material, radioactive material for pipes, cables or tubes; for pipe joints or seals; for valves; for welds; for containers, e.g. radiators for containers, e.g. radiators
- G01M3/228—Investigating fluid-tightness of structures by using fluid or vacuum by detecting the presence of fluid at the leakage point using special tracer materials, e.g. dye, fluorescent material, radioactive material for pipes, cables or tubes; for pipe joints or seals; for valves; for welds; for containers, e.g. radiators for containers, e.g. radiators for radiators
Definitions
- the present invention relates to detectable refrigerant compositions having tracers that are useful in vapor compression refrigeration systems.
- the detectable tracers permit detection of the composition upon leaking.
- HFC-134a 1,1,1,2-tetrafluoroethane
- CFC chlorofluorocarbon
- Refrigeration and air conditioning industry solutions include designing essentially leak-free hydrofluorocarbon-based refrigeration systems, as well as possibly transitioning from higher GWP to lower GWP refrigerants, including certain hydrofluorocarbons (e.g., 1,1-difluoroethane (HFC-152a)) and hydrocarbons as well as compounds such as carbon dioxide, ammonia, and dimethyl ether.
- hydrofluorocarbons e.g., 1,1-difluoroethane (HFC-152a)
- hydrocarbons as well as compounds such as carbon dioxide, ammonia, and dimethyl ether.
- the solution involves carbon dioxide used as a refrigerant
- detection differentiating from background (atmospheric) carbon dioxide concentration (which may vary, e.g., in a sealed space depending on occupant respiration, efficiency of combustion and emission control apparatus, etc.), and quantifying leaking carbon dioxide refrigerant is a difficult problem to solve with current apparatus and methods.
- background atmospheric
- HFC-152a 1,1-difluoroethane
- detection differentiating from background 1,1-difluoroethane concentration (which may be separately present due to usage of HFC-152a as aerosol propellant and polymer foam blowing agent), and quantifying leaking 1,1-difluoroethane refrigerant is a difficult problem to solve with currently available apparatus and methods.
- Some current detectors are also less sensitive to hydrofluorocarbons and have more difficulty detecting HFC leaks than compounds containing chlorine.
- compositions of the present invention meet the industry needs.
- a detectable refrigerant composition comprising: at least one refrigerant selected from the group consisting of: hydrofluorocarbon, hydrochlorofluorocarbon, perfluorocarbon, hydrofluorocarbon ether, perfluorocarbon ether, hydrocarbon, carbon dioxide, ammonia, and dimethyl ether, and an effective amount of a tracer wherein said tracer is different from said refrigerant.
- a further disclosure is a method for analyzing at least one gas component in the detectable refrigerant composition of claim the present invention, said method comprising: providing an array of at least two chemo/electro-active materials, each chemo/electro-active material exhibiting a different electrical response characteristic upon exposure to the individual gas component in said refrigerant than each other chemo/electro-active material; exposing said array to said refrigerant-composition; determining an electrical response of each chemo/electro-active material upon exposure of said array to said refrigerant; and analyzing the individual gas component from the electrical response values.
- Another disclosure is a detectable refrigerant composition, wherein said refrigerant is at least one member selected from the group consisting of hydrofluorocarbon, hydrochlorofluorocarbon, perfluorocarbon, hydrofluorocarbon ether, perfluorocarbon ether, hydrocarbon, carbon dioxide, ammonia, and dimethyl ether, and an effective amount of a tracer, to produce a detectable refrigerant composition or to improve the detectability of refrigerant composition, wherein said refrigerant composition is in a vessel, exterior of said vessel having a means for detecting said tracer in said refrigerant-tracer combination.
- the present invention relates in part to a detectable refrigerant composition
- a detectable refrigerant composition comprising at least one refrigerant, and an effective amount of a tracer wherein said tracer is different from said refrigerant.
- Refrigerant of the present invention is preferred to have a normal boiling point of about 80° C. or less.
- the refrigerant of the present invention is at least one refrigerant selected from the group consisting of hydrofluorocarbon, hydrochlorofluorocarbon, perfluorocarbon, hydrofluorocarbon ether, perfluorocarbon ether, hydrocarbon, carbon dioxide, ammonia, and dimethyl ether.
- Representative hydrofluorocarbon refrigerants include fluoromethane (HFC-41), difluoromethane (HFC-32), trifluoromethane (HFC-23), fluoroethane (HFC-161), 1,1-difluoroethane (HFC-152a), 1,1,1-trifluoroethane (HFC-143a), 1,1,1,2-tetrafluoroethane (HFC-134a), 1,1,2,2-tetrafluoroethane (HFC-134) and 1,1,1,2,2-pentafluoroethane (HFC-125).
- fluoromethane HFC-41
- difluoromethane HFC-32
- trifluoromethane HFC-23
- fluoroethane HFC-161
- 1,1-difluoroethane HFC-152a
- 1,1,1-trifluoroethane HFC-143a
- 1,1,1,2-tetrafluoroethanethane H
- hydrochlorofluorocarbon refrigerants include chlorodifluoromethane (HCFC-22), 2-chloro-1,1,1-trifluoroethane (HCFC-123), 2-chloro-1,1,1,2-tetrafluoroethane (HCFC-124) and 1-chloro-1,1-difluoroethane (HCFC-142b).
- perfluorocarbon refrigerants include tetrafluoromethane (PFC-14), hexafluoroethane (PFC-116), octafluoropropane (PFC-218) and decafluorobutane (PFC-31-10).
- Representative hydrofluorocarbon ether refrigerants include CF 3 OCHF 2 (HFE-125), CF 3 OCH 3 (HFE-143a), CF 3 OCH 2 F (HFE-134a), CHF 2 OCHF 2 (HFC-134), cyclo-(CF 2 CF 2 CF 2 O—) (HFE-c216), CF 3 CF 2 OCH 3 (HFE-245cbEbg), CHF 2 OCHFCF 3 (HFE-236eaEbg), CHF 2 CF 2 OCH 3 (HFE-254cb2), C 4 F 9 OCH 3 (HFE-7100) and C 4 F 9 OC 2 H 5 (HFE-7200).
- Representative perfluorocarbon ether refrigerants include CF 3 OCF 3 , CF 3 OC 2 F 5 , C 2 F 5 OC 2 F 5 and CF 3 OCF(CF 3 )CF(CF 3 )OCF 3 .
- Representative hydrocarbon refrigerants include methane, ethane, propane, cyclopropane, propylene, n-butane, cyclobutane, 2-methylpropane, methylcyclopropane, n-pentane, cyclopentane, 2-methylbutane, methylcyclobutane, 2,2-dimethylpropane and dimethylcyclopropane isomers.
- Another aspect of the present invention is wherein said refrigerant composition is in a vessel, exterior of said vessel having either a mobile, transportable, hand-held or stationary means for detecting said tracer in said refrigerant-tracer combination.
- the tracer is at least one member selected from the group consisting of C 1-5 hydrofluorocarbon, C 1-2 hydrochlorofluorocarbon, C 1-4 hydrochlorocarbon, C 2-6 fluoroether, C 1-5 hydrocarbon, C 1-3 hydrocarbon alcohol, C 1-3 hydrocarbon amine, C 1-3 hydrocarbon mercaptan, C 1-4 hydrocarbon ether, C 3-4 hydrocarbon ketone, C 3-4 bromofluoroketone, C 2-4 hydrocarbon aldehyde, 1,1,1-trifluorotoluene, p-chloro-1,1,1-trifluorotoluene, sulfur dioxide, nitrogen oxide, ethanolamine, ammonia, perfluoromethyl iodide, and perfluoroethyl iodide.
- Representative hydrofluorocarbon tracer compositions of the present invention include fluoromethane (HFC-41), difluoromethane (HFC-32), trifluoromethane (HFC-23), fluoroethane (HFC-161), 1,1-difluoroethane (HFC-152a), 1,1,1-trifluoroethane (HFC-143a), 1,1,1,2-tetrafluoroethane (HFC-134a), 1,1,2,2-tetrafluoroethane (HFC-134), 1,1,1,2,2-pentafluoroethane (HFC-125), 1,1,1,3,3,3-hexafluoropropane (HFC-236fa), 1,1,1,2,3,3,3-heptafluoropropane (HFC-227ea), and 1,1,2,2,3,3,4,4,-octafluorobutane (HFC-338 pcc).
- fluoromethane HFC-41
- hydrochlorofluorocarbon tracer compositions of the present invention include chlorodifluoromethane (HCFC-22), 2-chloro-1,1,1-trifluoroethane (HCFC-123), 2-chloro-1,1,1,2-tetrafluoroethane (HCFC-124) and 1-chloro-1,1-difluoroethane (HCFC-142b).
- hydrochlorocarbon tracer compositions of the present invention include methyl chloride, methylene chloride, ethyl chloride, trans-1,2-dichloroethylene, 1-propyl chloride and 2-propyl chloride.
- Representative fluoroether tracer compositions of the present invention include CF 3 OCHF 2 (HFE-125), CF 3 OCH 3 (HFE-143a), CF 3 OCH 2 F (HFE-134a), CHF 2 OCHF 2 (HFC-134), cyclo-(CF 2 CF 2 CF 2 O—) (HFE-c216), CF 3 CF 2 OCH 3 (HFE-245cbEbg), CHF 2 OCHFCF 3 (HFE-236eaEbg); C 4 F 9 OCH 3 (HFE-7100) and C 4 F 9 OC 2 H 5 (HFE-7200).
- Representative hydrocarbon tracer compositions of the present invention include methane, ethane, propane, cyclopropane, propylene, n-butane, cyclobutane, 2-methylpropane, methylcyclopropane, n-pentane, cyclopentane, 2-methylbutane, methylcyclobutane, 2,2-dimethylpropane and dimethylcyclopropane isomers.
- hydrocarbon alcohol tracer compositions of the present invention methanol, ethanol, 1-propanol and 2-propanol.
- hydrocarbon amine tracer compositions of the present invention are methyl amine or ethyl amine,
- a representative hydrocarbon mercaptan tracer composition of the present invention is ethyl mercaptan.
- hydrocarbon ether tracer compositions of the present invention include dimethyl ether, ethyl methyl ether and diethyl ether.
- hydrocarbon ketone tracer compositions of the present invention include propanone and butanone,
- bromofluoroketone tracer compositions of the present invention are selected from the group consisting of CF 3 C(O)CBrFCF 2 CF 3 ; CF 3 C(O)CF 2 CF 2 CBrF 2 ; CBrF 2 C(O)CF(CF 3 ) 2 ; CF 3 C(O)CBr(CF 3 ) 2 ; CBrF 2 CF 2 C(O)CF 2 CF 3 ; CF 3 CBrFC(O)CF 2 CF 3 ; CF 3 CBrFC(O)CF 2 CF 2 CF 3 ; CF 3 CF 2 C(O)CBrFCF 2 CF 3 ; CF 3 CF 2 C(O)CF 2 CF 2 CBrF 2 ; CF 3 C(O)CBr(CF 3 )CF 2 CF 3 ; CF 3 C(O)CBrFCF 3 ; CF 3 C(O)CBrFCF 3 ; CF 3 C(O
- hydrocarbon aldehyde tracer compositions of the present invention are acetaldehyde or propionaldehyde.
- Additional tracer compositions of the present invention include sulfur dioxide, and a nitrogen oxide selected from nitric oxide or nitrous oxide.
- effective amount of tracer is meant an amount of at least one tracer component that when combined with refrigerants of the present will result in a detectable refrigerant-tracer mixture.
- the effective amount of tracer is preferably sufficient to allow for accurate, reproducible, and optionally quantifiable detection of a refrigerant leak.
- An effective amount of tracer is generally from about 0.001 to about 5 weight percent of tracer, and more preferably from about 0.01 to about 1 weight percent of tracer, based on the total weight of refrigerant and tracer.
- the tracer of the present invention has a vapor pressure (neat) at 25° C. of generally from about 0.01 to about 500 times, preferably from about 1 to about 300 times, the vapor pressure at 25° C. of said refrigerant (neat).
- Tracer is preferably selected for a given refrigerant such that it may be accurately and reproducibly detected in the presence of background gases using an appropriate means for detecting said tracer.
- refrigerant and tracer form a low boiling (maximum pressure) azeotropic or azeotrope-like mixture.
- a low boiling (maximum pressure) azeotropic or azeotrope-like mixture is preferred in the instance where refrigerant and an effective amount of tracer, under temperature and pressure conditions where a vessel containing said mixture is leaking, allow for accurate detection of a refrigerant leak, via detection of tracer.
- Preferred refrigerants are the relatively low GWP compounds difluoromethane (HFC-32), 1,1-difluoroethane (HFC-152a), propane, cyclopropane, propylene, n-butane, 2-methylpropane, carbon dioxide, ammonia, and dimethyl ether.
- the tracers include ammonia, nitric oxide, 2-chloro-1,1,1,2-tetrafluoroethane (HCFC-124), 1,1,1,2-tetrafluoroethane (HFC-134a) and dimethyl ether.
- the refrigerant is 1,1-difluoroethane (HFC-152a)
- the tracer is preferably selected from at least one of ammonia, nitric oxide or dimethyl ether
- the means for detecting tracer is preferably a chemo/electro-active array detector, corona discharge detector, heated electrochemical detector or heated diode detector.
- the present invention also relates to a method of using the refrigerant composition of the present invention to detect its presence wherein said refrigerant is at least one member selected from the group consisting of hydrofluorocarbon, hydrochlorofluorocarbon, perfluorocarbon, hydrofluorocarbon ether, perfluorocarbon ether, hydrocarbon, carbon dioxide, ammonia, and dimethyl ether, said method comprising providing a detector having a means for detecting said tracer in the vicinity of said refrigerant composition.
- the method described herein may be used to detect leaks in a vapor compression refrigeration or air conditioning system or heat pump system.
- the detection is carried out by a means for detecting said tracer, wherein in the absence of the tracer component would not be detectable, or at best difficult to detect, or unreliably detectable.
- the means for detecting said tracer is selected from the group consisting of a chemo/electro-active array detector, corona discharge detector, heated diode detector, heated electrochemical detector, photoionization detector, infra red detector, ultrasonic detector and an electron capture detector.
- the present invention also relates to a method for analyzing at least one gas component in the detectable refrigerant composition of the present invention, said method comprising: providing an array of at least two chemo/electro-active materials, each chemo/electro-active material exhibiting a different electrical response characteristic upon exposure to the individual gas component in said refrigerant than each other chemo/electro-active material; exposing said array to said refrigerant-composition; determining an electrical response of each chemo/electro-active material upon exposure of said array to said refrigerant; and analyzing the individual gas component from the electrical response values.
- the method described herein optionally may further comprise determining a value for the temperature of said refrigerant composition independently of the determination of the electrical responses of the chemo/electro-active materials; optionally, digitizing the electrical responses and the temperature value, so as to permit calculation of a value from the digitized electrical responses and temperature value, and optionally, analyzing the gas component.
- Suitable array detectors are described in U.S. patent application Ser. No. 09/977,791, filed Oct. 15, 2001, published U.S. 2002-121,440 and U.S. patent application Ser. No. 10/1117,472, filed Apr. 5, 2002, both incorporated herein by reference.
- Representative means for detecting tracer include a corona discharge detector as disclosed in U.S. Pat. No. 6,333,632, U.S. Pat. No. 4,609,875 and U.S. Pat. No. 4,488,118, all of which are incorporated herein by reference.
- Representative means for detecting tracer include a heated diode detector as disclosed in U.S. Pat. No. 5,932,176, herein incorporated by reference.
- Representative means for detecting tracer include a heated electrochemical sensor as disclosed in U.S. Pat. No. 4,400,260, herein incorporated by reference.
- Representative means for detecting tracer include a photoionization detector as disclosed in U.S. Pat. No. 5,393,979, herein incorporated by reference.
- Representative means for detecting tracer include an ultrasonic detector as disclosed in European patent publication EP 0 319 133 A2, herein incorporated by reference.
- Representative means for detecting tracer include infra red detectors as disclosed in U.S. Pat. No. 5,528,792 and U.S. Pat. No. 6,373,056, both incorporated herein by reference.
- Representative means for detecting tracer further include electron capture detectors.
- the present invention involves a method for detecting refrigerant leaking from a vessel.
- vessel any sealed vessel containing refrigerant, including but not limited to, lab and commercial scale cylinders, railroad and tractor-trailer tank cars, piping, and vapor compression refrigeration and air conditioning (AC) apparatus and associated piping and storage containers that may be found in stationary (e.g., home or commercial AC) or mobile (e.g., automobile, train, boat, airplane) installations.
- stationary e.g., home or commercial AC
- mobile e.g., automobile, train, boat, airplane
- compositions of the present invention were prepared a suitable container. Comparative compositions that did not contain tracer compositions were also prepared. Compositions were then leaked in the vapor phase in the presence of a hand-held Ritchie Yellow Jacket® Accuprobe® heated electrochemical detector. The digital readout scale was 0 (for no detection) to 9 (for maximum detection). Results are shown below. Detector Digital Composition Reading CO 2 0 CO 2 /0.05 wt % trans- 8 1,2-dichloroethylene CO 2 /0.1 wt % HFC- 5 152a The data show that addition of tracer enables the detector to detect a CO2 leak, whereas it was unable to detect the leak without tracer present.
- compositions of the present invention were prepared in a suitable container. Comparative compositions that did not contain tracer compositions were also prepared. Compositions were then leaked in the vapor phase in the presence of a hand-held TIF Instruments 5650 corona discharge halogen leak detector and the detector reading was recorded based on number of red lights illuminated. Results are shown below. Detector Reading Composition (number of red lights) HFC-134a 2 HFC-134a/0.1 wt % 4 trans-1,2- dichloroethylene CO2 2 CO2/0.1 wt % HFC- 5 152a The data show that addition of tracer improves the ability of the detector to detect an HFC-134a or CO 2 refrigerant leak.
- compositions of the present were prepared in a suitable container. Comparative compositions that did not contain tracer compositions were also prepared. Compositions were then leaked in the vapor phase in the presence of a hand-held Ritchie Yellow Jacket® Accuprobe® heated electrochemical detector. The digital readout scale was 0 for no detection to 9 for maximum detection. Results are shown below. Detector Digital Composition Reading HFC-152a 1 HFC-152a/0.03 4 wt % trans-1,2- dichloroethylene HFC-152a/0.1 wt % 4 HCFC-22 The data show that addition of tracer improves the ability of the detector to detect an HFC-152a refrigerant leak.
- compositions of the present were prepared in a suitable container. Comparative compositions that did not contain tracer compositions were also prepared. Compositions were then leaked in the vapor phase in the presence of a hand-held TIF Instruments 5650 corona discharge halogen leak detector and the detector reading was recorded based on number of red lights illuminated. Results are shown below.
- Detector Reading Composition (number of red lights) HFC-152a 0 HFC-152a/0.03 wt % 6 trans-1,2- dichloroethylene HFC-152a/0.1% 6 HCFC-22 The data show that addition of tracer enables the detector to detect presence of an HFC-152a leak, whereas it was unable to detect the leak without tracer present.
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Priority Applications (13)
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| US10/984,530 US20050211949A1 (en) | 2003-11-13 | 2004-11-09 | Detectable refrigerant compositions and uses thereof |
| JP2006539959A JP2007512396A (ja) | 2003-11-13 | 2004-11-12 | 検出可能な冷媒組成物およびその使用 |
| BRPI0415805-9A BRPI0415805A (pt) | 2003-11-13 | 2004-11-12 | composições detectáveis refrigerantes, método de uso da composição de refrigerante e método para analisar pelo menos um componente de gás na composição detectável refrigerante |
| CA2543979A CA2543979C (en) | 2003-11-13 | 2004-11-12 | Detectable refrigerant compositions and uses thereof |
| KR1020067009253A KR101227269B1 (ko) | 2003-11-13 | 2004-11-12 | 검출가능한 냉매 조성물 및 그의 용도 |
| AU2004291895A AU2004291895B2 (en) | 2003-11-13 | 2004-11-12 | Detectable refrigerant compositions and uses thereof |
| KR1020127001511A KR20120025617A (ko) | 2003-11-13 | 2004-11-12 | 검출가능한 냉매 조성물 및 그의 용도 |
| ARP040104179A AR048659A1 (es) | 2003-11-13 | 2004-11-12 | Composiciones refrigerantes detectables y usos de las mismas |
| RU2006120449/04A RU2006120449A (ru) | 2003-11-13 | 2004-11-12 | Обнаруживаемые охлаждающие композиции и их применение |
| CN2004800335071A CN1882671B (zh) | 2003-11-13 | 2004-11-12 | 可检测制冷剂组合物及其应用 |
| NO20062742A NO20062742L (no) | 2003-11-13 | 2006-06-13 | Paviselige kjolemiddelsammensetninger og anvendelser derav |
| US12/414,022 US7779668B2 (en) | 2003-11-13 | 2009-03-30 | Detectable refrigerant compositions and uses thereof |
| US12/820,678 US20100251803A1 (en) | 2003-11-13 | 2010-06-22 | Detectable refrigerant compositions and uses thereof |
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| US12/820,678 Abandoned US20100251803A1 (en) | 2003-11-13 | 2010-06-22 | Detectable refrigerant compositions and uses thereof |
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| US12/820,678 Abandoned US20100251803A1 (en) | 2003-11-13 | 2010-06-22 | Detectable refrigerant compositions and uses thereof |
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| US (3) | US20050211949A1 (https=) |
| EP (1) | EP1682628B1 (https=) |
| JP (1) | JP2007512396A (https=) |
| KR (2) | KR101227269B1 (https=) |
| CN (1) | CN1882671B (https=) |
| AR (1) | AR048659A1 (https=) |
| AU (1) | AU2004291895B2 (https=) |
| BR (1) | BRPI0415805A (https=) |
| CA (1) | CA2543979C (https=) |
| NO (1) | NO20062742L (https=) |
| PL (1) | PL1682628T3 (https=) |
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| US8692037B2 (en) | 2008-05-07 | 2014-04-08 | E I Du Pont De Nemours And Company | Compositions comprising 1,1,1,2,3-pentafluoropropane or 2,3,3,3-tetrafluoropropene |
| US11312890B2 (en) | 2008-05-07 | 2022-04-26 | The Chemours Company Fc, Llc | Compositions comprising 2,3-dichloro-1,1,1 -trifluoropropane, 2-chloro-1,1,1 -trifluoropropene, 2-chloro-1,1,1,2-tetrafluoropropane or 2,3,3,3-tetrafluoropropene |
| US8333902B2 (en) | 2008-05-07 | 2012-12-18 | E I Du Pont De Nemours And Company | Compositions comprising 1,1,1,2,3-pentafluoropropane or 2,3,3,3- tetrafluoropropene |
| US8147709B2 (en) | 2008-05-07 | 2012-04-03 | E. I. Du Pont De Nemours And Company | Compositions comprising 3,3,3-trifluoropropyne |
| US9486657B2 (en) | 2008-05-07 | 2016-11-08 | The Chemours Company Fc, Llc | Compositions comprising 2,3-dichloro-1,1,1-trifluoropropane, 2-chloro-1,1,1-trifluoropropene, 2-chloro-1,1,1,2-tetrafluoropropane or 2,3,3,3-tetrafluoropropene |
| US10214669B2 (en) | 2008-05-07 | 2019-02-26 | The Chemours Company Fc, Llc | Compositions comprising 2,3-dichloro-1,1,1-trifluoropropane, 2-chloro-1,1,1-trifluoropropene, 2-chloro-1,1,1,2-tetrafluoropropane or 2,3,3,3-tetrafluoropropene |
| USRE47862E1 (en) | 2008-05-07 | 2020-02-18 | The Chemours Company Fc, Llc | Compositions comprising 1,1,1,2,3-pentafluoropropane or 2,3,3,3-tetrafluoropropene |
| US11512239B2 (en) | 2008-05-07 | 2022-11-29 | The Chemours Company Fc, Llc | Compositions comprising 2,3-dichloro-1,1,1-trifluoropropane, 2-chloro-1,1,1-trifluoropropene, 2-chloro-1,1,1,2-tetrafluoropropane or 2,3,3,3-tetrafluoropropene |
| US20090278075A1 (en) * | 2008-05-07 | 2009-11-12 | E. I. Du Pont De Nemours And Company | Compositions comprising 1,1,1,2,3-pentafluoropropane or 2,3,3,3- tetrafluoropropene |
| US8877086B2 (en) | 2008-05-07 | 2014-11-04 | E I Du Pont De Nemours And Company | Compositions comprising 2,3-dichloro-1,1,1-trifluoropropane, 2-chloro-1,1,1-trifluoropropene, 2-chloro-1,1,1,2-tetrafluoropropane or 2,3,3,3-tetrafluoropropene |
| US10584270B2 (en) | 2008-05-07 | 2020-03-10 | The Chemours Company Fc, Llc | Compositions comprising 2,3-dichloro-1,1,1-trifluoropropane, 2-chloro-1,1,1-trifluoropropene, 2-chloro-1,1,1,2-tetrafluoropropane or 2,3,3,3-tetrafluoropropene |
| US11001738B2 (en) | 2008-05-07 | 2021-05-11 | The Chemours Company Fc, Llc | Compositions comprising 2,3-dichloro-1,1,1-trifluoropropane, 2-chloro-1,1,1-trifluoropropene, 2-chloro-1,1,1,2-tetrafluoropropane or 2,3,3,3-tetrafluoropropene |
| US8147710B2 (en) | 2008-10-10 | 2012-04-03 | E. I. Du Pont De Nemours And Company | Compositions comprising 2,3,3,3-tetrafluoropropene, 2-chloro-2,3,3,3-tetrafluoropropanol, 2-chloro-2,3,3,3-tetrafluoro-propyl acetate or zinc (2-chloro-2,3,3,3-tetrafluoropropoxy) chloride |
| US20100090156A1 (en) * | 2008-10-10 | 2010-04-15 | E. I. Du Pont De Nemours And Company | Compositions comprising 2,3,3,3-tetrafluoropropene, 2-chloro-2,3,3,3-tetrafluoropropanol, 2-chloro-2,3,3,3-tetrafluoro-propyl acetate or zinc (2-chloro-2,3,3,3-tetrafluoropropoxy) chloride |
| US8518294B2 (en) | 2008-10-10 | 2013-08-27 | E I Du Pont De Nemours And Company | Compositions comprising 2,3,3,3-tetrafluoropropene, 2-chloro-2,3,3,3-tetrafluoropropanol, 2-chloro-2,3,3,3-tetrafluoro-propyl acetate or zinc (2-chloro-2,3,3,3-tetrafluoropropdxy) chloride |
| WO2010049569A1 (es) * | 2008-10-31 | 2010-05-06 | Eads Construcciones Aeronauticas, S.A | Métodos y sistemas para realizar análisis de estanqueidad en depósitos de fluidos |
| US9943717B2 (en) | 2009-12-22 | 2018-04-17 | The Chemours Company Fc, Llc | Compositions comprising 2,3,3,3-tetrafluoropropene, 1,1,2,3-tetra-chloropropene, 2-chloro-3,3,3-trifluoropropene, or 2-chloro-1,1,1,2-tetrafluoropropane |
| US11596824B2 (en) | 2009-12-22 | 2023-03-07 | The Chemours Company Fc, Llc | Compositions comprising 2,3,3,3-tetrafluoropropene, 1,1,2,3-tetra-chloropropene, 2-chloro-3,3,3-trifluoropropene, or 2-chloro-1,1,1,2-tetrafluoropropane |
| US12145015B2 (en) | 2009-12-22 | 2024-11-19 | The Chemours Company Fc, Llc | Compositions comprising 2,3,3,3-tetrafluoropropene, 1,1,2,3-tetra-chloropropene, 2-chloro-3,3,3-trifluoropropene, or 2-chloro-1,1,1,2-tetrafluoropropane |
| US12023536B2 (en) | 2009-12-22 | 2024-07-02 | The Chemours Company Fc, Llc | Compositions comprising 2,3,3,3-tetrafluoropropene, 1,1,2,3 tetrachloropropene, 2-chloro-3,3,3-trifluoropropene, or 2-chloro-1,1,1,2-tetrafluoropropane |
| US11331525B2 (en) | 2009-12-22 | 2022-05-17 | The Chemours Company Fc, Llc | Compositions comprising 2,3,3,3-tetrafluoropropene, 1,1,2,3-tetra-chloropropene, 2-chloro-3,3,3-trifluoropropene, or 2-chloro-1,1,1,2-tetrafluoropropane |
| US9308408B2 (en) | 2009-12-22 | 2016-04-12 | The Chemours Company Fc, Llc | Compositions comprising 2,3,3,3-tetrafluoropropene, 1,1,2,3-tetra-chloropropene, 2-chloro-3,3,3-trifluoropropene, or 2-chloro-1,1,1,2-tetrafluoropropane |
| US9051500B2 (en) | 2009-12-22 | 2015-06-09 | E I Du Pont De Nemours And Company | Compositions comprising 2,3,3,3-tetrafluoropropene, 1,1,2,3-tetra-chloropropene, 2-chloro-3,3,3-trifluoropropene, or 2-chloro-1,1,1,2-tetrafluoropropane |
| US10688329B2 (en) | 2009-12-22 | 2020-06-23 | The Chemours Company Fc, Llc | Compositions comprising 2,3,3,3-tetrafluoropropene, 1,1,2,3-tetra-chloropropene, 2-chloro-3,3,3-trifluoropropene, or 2-chloro-1,1,1,2-tetrafluoropropane |
| US20150185193A1 (en) * | 2010-08-27 | 2015-07-02 | Empire Technology Development Llc | Hydrofluorocarbon detection device |
| US9835605B2 (en) * | 2010-08-27 | 2017-12-05 | Empire Technology Development Llc | Hydrofluorocarbon detection device |
| US20140150492A1 (en) * | 2012-12-04 | 2014-06-05 | Conocophillips Company | Use of alternate refrigerants in optimized cascade process |
| US20160137897A1 (en) * | 2013-06-21 | 2016-05-19 | Zhejiang Lantian Environmental Protection Hi-Tech Co. Ltd. | Mixed refrigerant |
| DE102014104110A1 (de) * | 2014-03-25 | 2015-10-01 | Technische Universität Dresden | Arbeitsstoffgemisch für Vorrichtungen zum Wärmetransport und Verfahren zum Betreiben eines Kältemittelkreislaufes der Vorrichtung |
| JP2018529936A (ja) * | 2015-07-28 | 2018-10-11 | キャリア コーポレイションCarrier Corporation | 冷媒分析器及び冷媒分析器の使用方法 |
| US10151663B2 (en) | 2015-09-15 | 2018-12-11 | Emerson Climate Technologies, Inc. | Leak detector sensor systems using tag-sensitized refrigerants |
| US11802700B2 (en) | 2017-04-06 | 2023-10-31 | Carrier Corporation | Moderate-to-low global warming potential value refrigerant leak detection |
| WO2022046826A1 (en) * | 2020-08-28 | 2022-03-03 | Kla Corporation | Coolant microleak sensor for a vacuum system |
Also Published As
| Publication number | Publication date |
|---|---|
| BRPI0415805A (pt) | 2006-12-26 |
| CN1882671A (zh) | 2006-12-20 |
| EP1682628A1 (en) | 2006-07-26 |
| JP2007512396A (ja) | 2007-05-17 |
| AU2004291895B2 (en) | 2011-05-26 |
| AR048659A1 (es) | 2006-05-17 |
| EP1682628B1 (en) | 2012-10-17 |
| CN1882671B (zh) | 2013-03-27 |
| CA2543979C (en) | 2012-10-16 |
| KR20070012621A (ko) | 2007-01-26 |
| CA2543979A1 (en) | 2005-06-02 |
| US20100251803A1 (en) | 2010-10-07 |
| AU2004291895A1 (en) | 2005-06-02 |
| NO20062742L (no) | 2006-08-09 |
| KR101227269B1 (ko) | 2013-01-28 |
| KR20120025617A (ko) | 2012-03-15 |
| RU2006120449A (ru) | 2007-12-27 |
| PL1682628T3 (pl) | 2013-03-29 |
| US20090189077A1 (en) | 2009-07-30 |
| US7779668B2 (en) | 2010-08-24 |
| WO2005049759A1 (en) | 2005-06-02 |
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| AS | Assignment |
Owner name: E. I. DU PONT DE NEMOURS AND COMPANY, DELAWARE Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:BIVENS, DONALD BERNARD;LECK, THOMAS J.;MCFARLAND, MACK;AND OTHERS;REEL/FRAME:016205/0981;SIGNING DATES FROM 20050310 TO 20050608 |
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| STCB | Information on status: application discontinuation |
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