JP6097299B2 - ブロモフルオロカーボン組成物 - Google Patents
ブロモフルオロカーボン組成物 Download PDFInfo
- Publication number
- JP6097299B2 JP6097299B2 JP2014534794A JP2014534794A JP6097299B2 JP 6097299 B2 JP6097299 B2 JP 6097299B2 JP 2014534794 A JP2014534794 A JP 2014534794A JP 2014534794 A JP2014534794 A JP 2014534794A JP 6097299 B2 JP6097299 B2 JP 6097299B2
- Authority
- JP
- Japan
- Prior art keywords
- composition
- butyl
- bromo
- tert
- trifluoropropene
- 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.)
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- 239000000203 mixture Substances 0.000 title claims description 97
- ZJCFOZHHYJVNNP-UHFFFAOYSA-N F[C]Br Chemical compound F[C]Br ZJCFOZHHYJVNNP-UHFFFAOYSA-N 0.000 title description 3
- QKBKGNDTLQFSEU-UHFFFAOYSA-N 2-bromo-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)C(Br)=C QKBKGNDTLQFSEU-UHFFFAOYSA-N 0.000 claims description 44
- 239000002184 metal Substances 0.000 claims description 30
- 229910052751 metal Inorganic materials 0.000 claims description 30
- ZWAJLVLEBYIOTI-UHFFFAOYSA-N cyclohexene oxide Chemical compound C1CCCC2OC21 ZWAJLVLEBYIOTI-UHFFFAOYSA-N 0.000 claims description 21
- FLLRQABPKFCXSO-UHFFFAOYSA-N 2,5-ditert-butyl-4-methoxyphenol Chemical compound COC1=CC(C(C)(C)C)=C(O)C=C1C(C)(C)C FLLRQABPKFCXSO-UHFFFAOYSA-N 0.000 claims description 14
- 125000005907 alkyl ester group Chemical group 0.000 claims description 14
- FWFSEYBSWVRWGL-UHFFFAOYSA-N cyclohexene oxide Natural products O=C1CCCC=C1 FWFSEYBSWVRWGL-UHFFFAOYSA-N 0.000 claims description 14
- 239000003963 antioxidant agent Substances 0.000 claims description 13
- 230000003078 antioxidant effect Effects 0.000 claims description 13
- GJEZBVHHZQAEDB-UHFFFAOYSA-N 6-oxabicyclo[3.1.0]hexane Chemical compound C1CCC2OC21 GJEZBVHHZQAEDB-UHFFFAOYSA-N 0.000 claims description 12
- 229910001369 Brass Inorganic materials 0.000 claims description 12
- 239000010951 brass Substances 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 12
- 229910000975 Carbon steel Inorganic materials 0.000 claims description 8
- 239000010962 carbon steel Substances 0.000 claims description 8
- USGYMDAUQBQWFU-UHFFFAOYSA-N 1,2,5,6-diepoxycyclooctane Chemical compound C1CC2OC2CCC2OC12 USGYMDAUQBQWFU-UHFFFAOYSA-N 0.000 claims description 6
- 229910000831 Steel Inorganic materials 0.000 claims description 5
- 239000010959 steel Substances 0.000 claims description 5
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 4
- 230000000087 stabilizing effect Effects 0.000 claims description 3
- TUIPXCHDPHFLRU-UHFFFAOYSA-N 2-tert-butyl-3-(4-hydroxyphenyl)-4,4-dimethylpent-2-enoic acid Chemical compound CC(C)(C)C(C(O)=O)=C(C(C)(C)C)C1=CC=C(O)C=C1 TUIPXCHDPHFLRU-UHFFFAOYSA-N 0.000 claims description 2
- 229910052782 aluminium Inorganic materials 0.000 claims description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 2
- 229910001220 stainless steel Inorganic materials 0.000 claims description 2
- 239000010935 stainless steel Substances 0.000 claims description 2
- 229930005346 hydroxycinnamic acid Natural products 0.000 claims 4
- 235000010359 hydroxycinnamic acids Nutrition 0.000 claims 4
- NGSWKAQJJWESNS-ZZXKWVIFSA-N trans-4-coumaric acid Chemical compound OC(=O)\C=C\C1=CC=C(O)C=C1 NGSWKAQJJWESNS-ZZXKWVIFSA-N 0.000 claims 4
- STPISLRSWUGLAO-UHFFFAOYSA-N 9,10-dioxatricyclo[6.1.1.01,8]decane Chemical compound C1CCCCCC23OC21O3 STPISLRSWUGLAO-UHFFFAOYSA-N 0.000 claims 3
- NGSWKAQJJWESNS-UHFFFAOYSA-N 4-coumaric acid Chemical compound OC(=O)C=CC1=CC=C(O)C=C1 NGSWKAQJJWESNS-UHFFFAOYSA-N 0.000 claims 2
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 claims 2
- QHDHNVFIKWGRJR-UHFFFAOYSA-N 1-cyclohexenol Chemical compound OC1=CCCCC1 QHDHNVFIKWGRJR-UHFFFAOYSA-N 0.000 claims 1
- PQANGXXSEABURG-UHFFFAOYSA-N cyclohexenol Natural products OC1CCCC=C1 PQANGXXSEABURG-UHFFFAOYSA-N 0.000 claims 1
- 238000009736 wetting Methods 0.000 claims 1
- 239000003381 stabilizer Substances 0.000 description 23
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 23
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- 239000002253 acid Substances 0.000 description 15
- LOWMYOWHQMKBTM-UHFFFAOYSA-N 1-butylsulfinylbutane Chemical compound CCCCS(=O)CCCC LOWMYOWHQMKBTM-UHFFFAOYSA-N 0.000 description 13
- 239000008346 aqueous phase Substances 0.000 description 11
- 150000008282 halocarbons Chemical class 0.000 description 11
- 150000001875 compounds Chemical class 0.000 description 10
- 239000011261 inert gas Substances 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- 150000002924 oxiranes Chemical class 0.000 description 9
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- ZWAJLVLEBYIOTI-OLQVQODUSA-N (1s,6r)-7-oxabicyclo[4.1.0]heptane Chemical compound C1CCC[C@@H]2O[C@@H]21 ZWAJLVLEBYIOTI-OLQVQODUSA-N 0.000 description 7
- 238000004128 high performance liquid chromatography Methods 0.000 description 7
- 239000011550 stock solution Substances 0.000 description 7
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000002516 radical scavenger Substances 0.000 description 5
- 230000002000 scavenging effect Effects 0.000 description 5
- HVHZEKKZMFRULH-UHFFFAOYSA-N 2,6-ditert-butyl-4-methylpyridine Chemical compound CC1=CC(C(C)(C)C)=NC(C(C)(C)C)=C1 HVHZEKKZMFRULH-UHFFFAOYSA-N 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 4
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 238000011109 contamination Methods 0.000 description 4
- 238000005260 corrosion Methods 0.000 description 4
- 230000007797 corrosion Effects 0.000 description 4
- 239000008367 deionised water Substances 0.000 description 4
- 229910021641 deionized water Inorganic materials 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 230000007774 longterm Effects 0.000 description 4
- 238000002845 discoloration Methods 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 239000003380 propellant Substances 0.000 description 3
- 238000005057 refrigeration Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- YKCSDXORPSTWAR-UHFFFAOYSA-N 3-[bromo(difluoro)methyl]-3,4,4,4-tetrafluorobut-1-ene Chemical compound FC(F)(F)C(F)(C=C)C(F)(F)Br YKCSDXORPSTWAR-UHFFFAOYSA-N 0.000 description 2
- FRVWTAHTVVUDFK-UHFFFAOYSA-N 3-bromo-1,1,3,3-tetrafluoroprop-1-ene Chemical compound FC(F)=CC(F)(F)Br FRVWTAHTVVUDFK-UHFFFAOYSA-N 0.000 description 2
- GDDNTTHUKVNJRA-UHFFFAOYSA-N 3-bromo-3,3-difluoroprop-1-ene Chemical compound FC(F)(Br)C=C GDDNTTHUKVNJRA-UHFFFAOYSA-N 0.000 description 2
- GVCWGFZDSIWLMO-UHFFFAOYSA-N 4-bromo-3,3,4,4-tetrafluorobut-1-ene Chemical compound FC(F)(Br)C(F)(F)C=C GVCWGFZDSIWLMO-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 239000001273 butane Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- RIZMRRKBZQXFOY-UHFFFAOYSA-N ethion Chemical compound CCOP(=S)(OCC)SCSP(=S)(OCC)OCC RIZMRRKBZQXFOY-UHFFFAOYSA-N 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 229910021645 metal ion Inorganic materials 0.000 description 2
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- BDZBKCUKTQZUTL-UHFFFAOYSA-N triethyl phosphite Chemical compound CCOP(OCC)OCC BDZBKCUKTQZUTL-UHFFFAOYSA-N 0.000 description 2
- XRZHWZVROHBBAM-OWOJBTEDSA-N (e)-1-bromo-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)\C=C\Br XRZHWZVROHBBAM-OWOJBTEDSA-N 0.000 description 1
- DCJYYAUJHDDEAA-UPHRSURJSA-N (z)-1,2-dibromo-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)C(\Br)=C\Br DCJYYAUJHDDEAA-UPHRSURJSA-N 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- RBACIKXCRWGCBB-UHFFFAOYSA-N 1,2-Epoxybutane Chemical compound CCC1CO1 RBACIKXCRWGCBB-UHFFFAOYSA-N 0.000 description 1
- AIQOHQPVTDYQKZ-UHFFFAOYSA-N 1-bromo-1-fluorobut-1-ene Chemical compound CCC=C(F)Br AIQOHQPVTDYQKZ-UHFFFAOYSA-N 0.000 description 1
- FTCCJYUDFDKECY-UHFFFAOYSA-N 1-bromo-1-fluoroprop-1-ene Chemical compound CC=C(F)Br FTCCJYUDFDKECY-UHFFFAOYSA-N 0.000 description 1
- -1 1-propene Chemical class 0.000 description 1
- BQCCJWMQESHLIT-UHFFFAOYSA-N 1-propylsulfinylpropane Chemical compound CCCS(=O)CCC BQCCJWMQESHLIT-UHFFFAOYSA-N 0.000 description 1
- XWOGOZVYKBOSPJ-UHFFFAOYSA-N 2,3-dibromo-3,3-difluoroprop-1-ene Chemical compound FC(F)(Br)C(Br)=C XWOGOZVYKBOSPJ-UHFFFAOYSA-N 0.000 description 1
- WHNBDXQTMPYBAT-UHFFFAOYSA-N 2-butyloxirane Chemical compound CCCCC1CO1 WHNBDXQTMPYBAT-UHFFFAOYSA-N 0.000 description 1
- SQRHNJRUPNFNHY-UHFFFAOYSA-N 2-oxabicyclo[1.1.0]butane Chemical compound O1C2CC21 SQRHNJRUPNFNHY-UHFFFAOYSA-N 0.000 description 1
- NMOFYYYCFRVWBK-UHFFFAOYSA-N 2-pentyloxirane Chemical compound CCCCCC1CO1 NMOFYYYCFRVWBK-UHFFFAOYSA-N 0.000 description 1
- WPMYUUITDBHVQZ-UHFFFAOYSA-N 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoic acid Chemical compound CC(C)(C)C1=CC(CCC(O)=O)=CC(C(C)(C)C)=C1O WPMYUUITDBHVQZ-UHFFFAOYSA-N 0.000 description 1
- XMIIGOLPHOKFCH-UHFFFAOYSA-N 3-phenylpropionic acid Chemical group OC(=O)CCC1=CC=CC=C1 XMIIGOLPHOKFCH-UHFFFAOYSA-N 0.000 description 1
- BIMXFPIWUWKRHY-UHFFFAOYSA-N 5-oxabicyclo[2.1.0]pentane Chemical compound C1CC2OC12 BIMXFPIWUWKRHY-UHFFFAOYSA-N 0.000 description 1
- MLOZFLXCWGERSM-UHFFFAOYSA-N 8-oxabicyclo[5.1.0]octane Chemical compound C1CCCCC2OC21 MLOZFLXCWGERSM-UHFFFAOYSA-N 0.000 description 1
- IFTRQJLVEBNKJK-UHFFFAOYSA-N CCC1CCCC1 Chemical compound CCC1CCCC1 IFTRQJLVEBNKJK-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- BJJXHLWLUDYTGC-ANULTFPQSA-N Gestrinone Chemical compound C1CC(=O)C=C2CC[C@@H]([C@H]3[C@@](CC)([C@](CC3)(O)C#C)C=C3)C3=C21 BJJXHLWLUDYTGC-ANULTFPQSA-N 0.000 description 1
- 229920004449 Halon® Polymers 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229910001209 Low-carbon steel Inorganic materials 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 238000003915 air pollution Methods 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- IYRWEQXVUNLMAY-UHFFFAOYSA-N carbonyl fluoride Chemical class FC(F)=O IYRWEQXVUNLMAY-UHFFFAOYSA-N 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- CCAFPWNGIUBUSD-UHFFFAOYSA-N diethyl sulfoxide Chemical compound CCS(=O)CC CCAFPWNGIUBUSD-UHFFFAOYSA-N 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 230000001976 improved effect Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000012430 stability testing Methods 0.000 description 1
- 239000010421 standard material Substances 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
Images
Classifications
-
- A—HUMAN NECESSITIES
- A62—LIFE-SAVING; FIRE-FIGHTING
- A62D—CHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
- A62D1/00—Fire-extinguishing compositions; Use of chemical substances in extinguishing fires
- A62D1/0092—Gaseous extinguishing substances, e.g. liquefied gases, carbon dioxide snow
-
- A—HUMAN NECESSITIES
- A62—LIFE-SAVING; FIRE-FIGHTING
- A62C—FIRE-FIGHTING
- A62C13/00—Portable extinguishers which are permanently pressurised or pressurised immediately before use
- A62C13/003—Extinguishers with spraying and projection of extinguishing agents by pressurised gas
-
- A—HUMAN NECESSITIES
- A62—LIFE-SAVING; FIRE-FIGHTING
- A62D—CHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
- A62D1/00—Fire-extinguishing compositions; Use of chemical substances in extinguishing fires
- A62D1/0028—Liquid extinguishing substances
- A62D1/0057—Polyhaloalkanes
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Business, Economics & Management (AREA)
- Emergency Management (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Thermal Sciences (AREA)
- Combustion & Propulsion (AREA)
- Physics & Mathematics (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Public Health (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fire-Extinguishing Compositions (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
Description
でよく、このエポキシ化合物の例として、エテンオキシド、プロピレンオキシド(CAS登録番号75−56−9)、ブテンオキシド、シクロプロペンオキシド、シクロブテンオキシド、ペンテンオキシド、シクロペンテンオキシド(CAS登録番号285−67−6)、ヘキセンオキシド、シクロヘキセンオキシド、ヘプチレンオキシド、シクロヘプテンオキシド等が挙げられる。
抗酸化安定剤は任意の抗酸化化合物を含んでよく、この抗酸化化合物の例として、ヒンダードフェノール(2,5−ジ−tert−ブチル−4−メトキシフェノールを含む)、3,5,−ジ−tert−ブチル−4−ヒドロキシケイ皮酸のアルキルエステル(C7-9分枝アルキルエステルを含む)等;スルホキシド(例えばジメチルスルホキシド、ジエチルスルホキシド、ジプロピルスルホキシド、ジ−n−ブチルスルホキシド等);ポリエポキシ化合物(例えば1,2,5,6−ジエポキシシクロオクタン);等が挙げられる。
e、Ar、Kr、Xe、およびこれらの組み合わせが挙げられるが、これらに限定されない。
Pa(220psig)、約2482kPa(360psig)、約3103kPa(450psig)、約4137kPa(600psig)、約4999kPa(725psig)、約5516kPa(800psig)、または、これらの値のいずれかを境界とする範囲、もしくはこれらの値の間にある範囲にある任意の圧力であってよい。
d2<d1<1.4d2
1.5d2<L<15d2
10<α<40°
約1kgの2−ブロモ−3,3,3−トリフルオロプロペンを、無水炭酸ナトリウム上で数日間保管した。窒素下で2−ブロモ−3,3,3−トリフルオロプロペンを、〜50gの塩基性アルミナの入った蒸留フラスコに移し、この2−ブロモ−3,3,3−トリフルオロプロペンを、大気圧の窒素下で蒸留した。2週間保管した後、この2−ブロモ−3,3,3−トリフルオロプロペンを安定性試験に用いた。分注量3mLを5mLのHPL
Cグレード水と共に振とうした。水相のpHは5.26であった。
方法1
約1kgの2−ブロモ−3,3,3−トリフルオロプロペンを、無水炭酸ナトリウム上で少なくとも一晩保管した。2−ブロモ−3,3,3−トリフルオロプロペンを、〜60gの前処理(1時間かけて400℃に加熱し、デシケーター内で冷却)済み塩基性アルミナの入った蒸留フラスコに移し、この2−ブロモ−3,3,3−トリフルオロプロペンを、大気圧の窒素下で蒸留する。分注量3mLを5mLの脱イオン水と共に振とうし、水相のpHを測定する。
方法1に従って前処理した2−ブロモ−3,3,3−トリフルオロプロペンは、保管後に酸性になっている可能性がある。pHが7.0未満の場合は、この物質を前処理済みアルミナ上で洗浄する。2−ブロモ−3,3,3−トリフルオロプロペン1kgに対して、約60gのアルミナを使用する。2−ブロモ−3,3,3−トリフルオロプロペンを、アルミナ上で少なくとも30分間撹拌してから、フリット漏斗に通して濾過する。分注量3mLを5mLの脱イオン水と共に振とうし、水相のpHを測定する。安定剤は以下の物質で構成した。
A.)843mgのDTBMPを2−ブロモ−3,3,3−トリフルオロプロペンで10mlに希釈した
B.)847mgのAN−1216を2−ブロモ−3,3,3−トリフルオロプロペンで10mlに希釈した
C.)1.736mlのCHOを2−ブロモ−3,3,3−トリフルオロプロペンで10mlに希釈した
サンプルを空気下で保管する点を除き、上記と同じ実験を繰り返した。所与の条件および得られた結果を表2に示す。これらの汚染物に対する安定剤添加物の保護の程度を測定する目的で、空気の存在および追加の100ppmの水を用いて、資材取扱い時および消火器整備時に発生すると予想される典型的な汚染レベルをシミュレートした。分注量(3mL)の組成物を5mLのHPLCグレード水で希釈し、上側の水相のpHを測定したときの初期pHは、8.01であった。
大気下で保管された全サンプルを用いて上記実験を繰り返し、表3に示す結果を得た。分注量(3mL)の組成物を5mLのHPLCグレード水で希釈し、上側の水相のpHを測定したときの初期pHは、8.01であった。
大気下で保管された全サンプルを用いて上記実験を繰り返した。所与の条件および得られた結果を表4に示す。分注量(3mL)の組成物を5mLのHPLCグレード水で希釈し、上側の水相のpHを測定したときの初期pHは、7.61であった。
表4に、残渣対照から得た結果を示す。分注量(3mL)の組成物を5mLのHPLCグレード水で希釈し、上側の水相のpHを測定したときの初期pHは、7.80であった。
以下の例外を除き、上記実施例2に記載の通りに組成物の安定性を試験した。亜リン酸
トリエチル98%[122−52−1](TEP)。
A.)1.736mlのCHOを2−ブロモ−3,3,3−トリフルオロプロペンで10mlに希釈した
B.)441mgのDTBMPを2−ブロモ−3,3,3−トリフルオロプロペンで10mlに希釈した
C.)441mgのエタンクス(Ethanx)4716を2−ブロモ−3,3,3−トリフルオロプロペンで10mlに希釈した
D.)462μlのTEPを2−ブロモ−3,3,3−トリフルオロプロペンで10mlに希釈した
以下の例外を除き、上記実施例2に記載の通りに組成物の安定性を試験した。ジ−n−ブチルスルホキシド96%[2168−93−6](DBS)
A.)1.736mlのCHOを2−ブロモ−3,3,3−トリフルオロプロペンで10mlに希釈した
B.)441mgのDTBMPを2−ブロモ−3,3,3−トリフルオロプロペンで10mlに希釈した
C.)441mgのエタノックス(Ethanox)4716を2−ブロモ−3,3,3−トリフルオロプロペンで10mlに希釈した
D.)DBSを2−ブロモ−3,3,3−トリフルオロプロペンで10mlに希釈した
Claims (15)
- 2−ブロモ−3,3,3−トリフルオロプロペン、
シクロヘキセンオキシドまたはシクロペンテンオキシド、ならびに、
2,5−ジ−tert−ブチル−4−メトキシフェノール;3,5−ジ−tert−ブチル−4−ヒドロキシケイ皮酸のC7-9分枝アルキルエステル;および1,2,5,6−
ジエポキシシクロオクタンから成る群から選ばれる少なくとも1つの抗酸化物質
を含む、安定化された組成物。 - 請求項1に記載の組成物であって、本質的に、
2−ブロモ−3,3,3−トリフルオロプロペン、
シクロヘキセンオキシド、および、
2,5−ジ−tert−ブチル−4−メトキシフェノール;3,5−ジ−tert−ブチル−4−ヒドロキシケイ皮酸のC7-9分枝アルキルエステル;または1,2,5,6−
ジエポキシシクロオクタン
から成る組成物。 - 請求項1または2に記載の組成物であって、前記シクロヘキセンオキシドまたはシクロペンテンオキシドは、前記安定化された組成物の重量に基づき500ppmから10,000ppmまでの範囲の濃度を有する組成物。
- 請求項1〜3のいずれか1項に記載の組成物であって、前記安定化された組成物の重量に基づき200ppmから5000ppmまでの範囲の濃度を有する、3,5−ジ−tert−ブチル−4−ヒドロキシケイ皮酸のC7-9分枝アルキルエステルを含む組成物。
- 請求項1〜4のいずれか1項に記載の組成物であって、前記組成物は、金属面を含む容器に保管され、前記金属面の少なくとも一部分は前記組成物の少なくとも一部分と接触する組成物。
- 前記金属面は鋼と黄銅の少なくとも一方を含む、請求項5に記載の組成物。
- N2をさらに含む、請求項1〜6のいずれか1項に記載の組成物。
- 前記N2は138kPa(20psig)から5516kPa(800psig)まで
の分圧を有する、請求項7に記載の組成物。 - 容器と、バルブと、ノズルと、ホースとを含む消火ユニットであって、
前記容器は請求項1〜8のいずれか1項に記載の組成物を格納し、
前記組成物は483kPa(70psig)から5516kPa(800psig)までの圧力を有する、消火ユニット。 - 請求項9に記載の消火ユニットであって、前記容器、バルブ、および他の湿潤部分が、鋼、ステンレス鋼、炭素鋼、アルミニウム、または黄銅のうちの少なくとも1つを含む、消火ユニット。
- 2−ブロモ−3,3,3−トリフルオロプロペンを安定化させる方法であって、
前記2−ブロモ−3,3,3−トリフルオロプロペンに、
有効量の、
シクロヘキセンオキシドまたはシクロペンテンオキシド、ならびに、
2,5−ジ−tert−ブチル−4−メトキシフェノール;3,5−ジ−tert−ブチル−4−ヒドロキシケイ皮酸のC7-9分枝アルキルエステル;および1,2,5,6−
ジエポキシシクロオクタンから成る群より選ばれる少なくとも1つの抗酸化物質
を加えることを含む方法。 - 請求項11に記載の方法であって、前記2−ブロモ−3,3,3−トリフルオロプロペンに、2000重量ppmのシクロヘキセンオキシドと、1000重量ppmの3,5−ジ−tert−ブチル−4−ヒドロキシケイ皮酸のC7-9分枝アルキルエステルとを加え
ることを含む方法。 - 請求項11に記載の方法であって、前記2−ブロモ−3,3,3−トリフルオロプロペンに、2000重量ppmのシクロヘキセンオキシドと、1000重量ppmの2,5−ジ−tert−ブチル−4−メトキシフェノールとを加えることを含む方法。
- 請求項11に記載の方法であって、
前記2−ブロモ−3,3,3−トリフルオロプロペンに、
シクロヘキセンオキシドまたはシクロペンテンオキシド、および、2,5−ジ−tert−ブチル−4−メトキシフェノール;3,5−ジ−tert−ブチル−4−ヒドロキシケイ皮酸のC7-9分枝アルキルエステル;または1,2,5,6−ジエポキシシクロオク
タン
を加えることにより、
炭素鋼または黄銅を含む金属の存在下で安定な組成物が得られ、その結果、60℃で2週間、前記組成物と前記金属の間が接触した後、前記金属に視認可能な変化が実質的にまったく発生しない方法。 - 前記2−ブロモ−3,3,3−トリフルオロプロペンの純度が99.0%以上である、請求項11〜14のいずれか1項に記載の方法。
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