JP2009513813A - 不飽和フルオロカーボンを含むエアゾール噴射剤 - Google Patents
不飽和フルオロカーボンを含むエアゾール噴射剤 Download PDFInfo
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- JP2009513813A JP2009513813A JP2008538989A JP2008538989A JP2009513813A JP 2009513813 A JP2009513813 A JP 2009513813A JP 2008538989 A JP2008538989 A JP 2008538989A JP 2008538989 A JP2008538989 A JP 2008538989A JP 2009513813 A JP2009513813 A JP 2009513813A
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- 239000003380 propellant Substances 0.000 title claims abstract description 45
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical class FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 title claims description 10
- 239000000203 mixture Substances 0.000 claims abstract description 80
- 239000000443 aerosol Substances 0.000 claims description 46
- 101150065749 Churc1 gene Proteins 0.000 claims description 21
- 102100038239 Protein Churchill Human genes 0.000 claims description 21
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 claims description 19
- 239000007921 spray Substances 0.000 claims description 13
- 239000004480 active ingredient Substances 0.000 claims description 10
- 101100167062 Caenorhabditis elegans chch-3 gene Proteins 0.000 claims description 9
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 8
- 239000003814 drug Substances 0.000 claims description 8
- 229940079593 drug Drugs 0.000 claims description 7
- 239000008266 hair spray Substances 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 239000002917 insecticide Substances 0.000 claims description 3
- 229940125388 beta agonist Drugs 0.000 claims description 2
- 239000003246 corticosteroid Substances 0.000 claims description 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 2
- 239000002781 deodorant agent Substances 0.000 claims description 2
- 125000005678 ethenylene group Chemical group [H]C([*:1])=C([H])[*:2] 0.000 claims description 2
- 239000003205 fragrance Substances 0.000 claims description 2
- 229940071648 metered dose inhaler Drugs 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 description 24
- 239000000047 product Substances 0.000 description 23
- 238000005914 dehydroiodination reaction Methods 0.000 description 14
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 12
- 238000000034 method Methods 0.000 description 12
- 238000006243 chemical reaction Methods 0.000 description 11
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- -1 perfluoroalkyl iodide Chemical compound 0.000 description 11
- 239000002904 solvent Substances 0.000 description 11
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 9
- 239000000126 substance Substances 0.000 description 8
- 239000000376 reactant Substances 0.000 description 7
- 239000012855 volatile organic compound Substances 0.000 description 7
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- 238000010792 warming Methods 0.000 description 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- 230000007613 environmental effect Effects 0.000 description 4
- 229930195733 hydrocarbon Natural products 0.000 description 4
- 150000002430 hydrocarbons Chemical class 0.000 description 4
- 239000012071 phase Substances 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000001166 anti-perspirative effect Effects 0.000 description 3
- 239000003213 antiperspirant Substances 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
- 239000001569 carbon dioxide Substances 0.000 description 3
- 229910002092 carbon dioxide Inorganic materials 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000006260 foam Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- YAPVBRYHZPNRIW-UHFFFAOYSA-N 4-bromo-1,1,1,2,2-pentafluorobutane Chemical compound FC(F)(F)C(F)(F)CCBr YAPVBRYHZPNRIW-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000004604 Blowing Agent Substances 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- GQPLMRYTRLFLPF-UHFFFAOYSA-N Nitrous Oxide Chemical compound [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 239000002386 air freshener Substances 0.000 description 2
- 239000012298 atmosphere Substances 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
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229910001026 inconel Inorganic materials 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 239000003444 phase transfer catalyst Substances 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 239000005437 stratosphere Substances 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 231100000331 toxic Toxicity 0.000 description 2
- 230000002588 toxic effect Effects 0.000 description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- IUXHPSPHPKXTPA-UHFFFAOYSA-N 1-bromobut-1-ene Chemical compound CCC=CBr IUXHPSPHPKXTPA-UHFFFAOYSA-N 0.000 description 1
- VFTFKUDGYRBSAL-UHFFFAOYSA-N 15-crown-5 Chemical compound C1COCCOCCOCCOCCO1 VFTFKUDGYRBSAL-UHFFFAOYSA-N 0.000 description 1
- XEZNGIUYQVAUSS-UHFFFAOYSA-N 18-crown-6 Chemical compound C1COCCOCCOCCOCCOCCO1 XEZNGIUYQVAUSS-UHFFFAOYSA-N 0.000 description 1
- ZWRZDAJOBBXUHV-UHFFFAOYSA-N 2-bromo-3,4,4,4-tetrafluoro-3-(trifluoromethyl)but-1-ene Chemical compound FC(F)(F)C(F)(C(Br)=C)C(F)(F)F ZWRZDAJOBBXUHV-UHFFFAOYSA-N 0.000 description 1
- JWUJQDFVADABEY-UHFFFAOYSA-N 2-methyltetrahydrofuran Chemical compound CC1CCCO1 JWUJQDFVADABEY-UHFFFAOYSA-N 0.000 description 1
- ZSGPNFJGOLGNLM-UHFFFAOYSA-N 4,4-dibromo-1,1,1,2,2-pentafluorobutane Chemical compound FC(F)(F)C(F)(F)CC(Br)Br ZSGPNFJGOLGNLM-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 206010006326 Breath odour Diseases 0.000 description 1
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 description 1
- 241000766026 Coregonus nasus Species 0.000 description 1
- 229910000881 Cu alloy Inorganic materials 0.000 description 1
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 1
- 229910000792 Monel Inorganic materials 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- PHSPJQZRQAJPPF-UHFFFAOYSA-N N-alpha-Methylhistamine Chemical compound CNCCC1=CN=CN1 PHSPJQZRQAJPPF-UHFFFAOYSA-N 0.000 description 1
- 229910000990 Ni alloy Inorganic materials 0.000 description 1
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 1
- BTGRAWJCKBQKAO-UHFFFAOYSA-N adiponitrile Chemical compound N#CCCCCC#N BTGRAWJCKBQKAO-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 229910000272 alkali metal oxide Inorganic materials 0.000 description 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 230000001088 anti-asthma Effects 0.000 description 1
- 239000000924 antiasthmatic agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 208000006673 asthma Diseases 0.000 description 1
- 229910000963 austenitic stainless steel Inorganic materials 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- HTZCNXWZYVXIMZ-UHFFFAOYSA-M benzyl(triethyl)azanium;chloride Chemical compound [Cl-].CC[N+](CC)(CC)CC1=CC=CC=C1 HTZCNXWZYVXIMZ-UHFFFAOYSA-M 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000031709 bromination Effects 0.000 description 1
- 238000005893 bromination reaction Methods 0.000 description 1
- KVNRLNFWIYMESJ-UHFFFAOYSA-N butyronitrile Chemical compound CCCC#N KVNRLNFWIYMESJ-UHFFFAOYSA-N 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- 239000000292 calcium oxide Substances 0.000 description 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000000788 chromium alloy Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 230000003749 cleanliness Effects 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- YOCUPQPZWBBYIX-UHFFFAOYSA-N copper nickel Chemical compound [Ni].[Cu] YOCUPQPZWBBYIX-UHFFFAOYSA-N 0.000 description 1
- 229960001334 corticosteroids Drugs 0.000 description 1
- 150000003983 crown ethers Chemical class 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- DDXLVDQZPFLQMZ-UHFFFAOYSA-M dodecyl(trimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)C DDXLVDQZPFLQMZ-UHFFFAOYSA-M 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 235000013355 food flavoring agent Nutrition 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000004820 halides Chemical group 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 229910000856 hastalloy Inorganic materials 0.000 description 1
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 1
- SHFJWMWCIHQNCP-UHFFFAOYSA-M hydron;tetrabutylazanium;sulfate Chemical compound OS([O-])(=O)=O.CCCC[N+](CCCC)(CCCC)CCCC SHFJWMWCIHQNCP-UHFFFAOYSA-M 0.000 description 1
- 229940060367 inert ingredients Drugs 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 239000012567 medical material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- XKBGEWXEAPTVCK-UHFFFAOYSA-M methyltrioctylammonium chloride Chemical compound [Cl-].CCCCCCCC[N+](C)(CCCCCCCC)CCCCCCCC XKBGEWXEAPTVCK-UHFFFAOYSA-M 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 210000004877 mucosa Anatomy 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910000623 nickel–chromium alloy Inorganic materials 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000001272 nitrous oxide Substances 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 125000005496 phosphonium group Chemical group 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000003495 polar organic solvent Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 239000003507 refrigerant Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- ODZPKZBBUMBTMG-UHFFFAOYSA-N sodium amide Chemical compound [NH2-].[Na+] ODZPKZBBUMBTMG-UHFFFAOYSA-N 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- KKCBUQHMOMHUOY-UHFFFAOYSA-N sodium oxide Chemical compound [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 1
- 229910001948 sodium oxide Inorganic materials 0.000 description 1
- HUAUNKAZQWMVFY-UHFFFAOYSA-M sodium;oxocalcium;hydroxide Chemical compound [OH-].[Na+].[Ca]=O HUAUNKAZQWMVFY-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 description 1
- ZUHZGEOKBKGPSW-UHFFFAOYSA-N tetraglyme Chemical compound COCCOCCOCCOCCOC ZUHZGEOKBKGPSW-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- WAGFXJQAIZNSEQ-UHFFFAOYSA-M tetraphenylphosphonium chloride Chemical compound [Cl-].C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 WAGFXJQAIZNSEQ-UHFFFAOYSA-M 0.000 description 1
- 230000001052 transient effect Effects 0.000 description 1
- ADZJWYULTMTLQZ-UHFFFAOYSA-N tritylphosphane;hydrobromide Chemical compound [Br-].C=1C=CC=CC=1C(C=1C=CC=CC=1)([PH3+])C1=CC=CC=C1 ADZJWYULTMTLQZ-UHFFFAOYSA-N 0.000 description 1
- 239000005436 troposphere Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000001993 wax Substances 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
- C09K3/00—Materials not provided for elsewhere
- C09K3/30—Materials not provided for elsewhere for aerosols
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
- A61K9/12—Aerosols; Foams
- A61K9/124—Aerosols; Foams characterised by the propellant
Landscapes
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cosmetics (AREA)
- Medicinal Preparation (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Detergent Compositions (AREA)
Abstract
Description
本願は、米国仮特許出願第60/732,292号明細書の優先権の特典を請求する。この特許出願の完全な開示は本明細書に参照により援用される。
(i)式E−R1CH=CHR2またはZ−R1CH=CHR2(式中、R1およびR2は独立してC1〜C6パーフルオロアルキル基である)を有するヒドロフルオロカーボン、または
(ii)CF3CF=CHF、CF3CH=CF2、CHF2CF=CF2、CHF2CH=CHF、CF3CF=CH2、CF3CH=CHF、CH2FCF=CF2、CHF2CH=CF2、CHF2CF=CHF、CHF2CF=CH2、CF3CH=CH2、CH3CF=CF2、CH2FCHCF2、CH2FCF=CHF、CHF2CH=CHF、CF3CF=CFCF3、CF3CF2CF=CF2、CF3CF=CHCF3、CF3CF2CF=CH2、CF3CH=CHCF3、CF3CF2CH=CH2、CF2=CHCF2CF3、CF2=CFCHFCF3、CF2=CFCF2CHF2、CHF2CH=CHCF3、(CF3)2C=CHCF3、CF3CF=CHCF2CF3、CF3CH=CFCF2CF3、(CF3)2CFCH=CH2、CF3CF2CF2CH=CH2、CF3(CF2)3CF=CF2、CF3CF2CF=CFCF2CF3、(CF3)2C=C(CF3)2、(CF3)2CFCF=CHCF3、CF2=CFCF2CH2F、CF2=CFCHFCHF2、CH2=C(CF3)2、CH2CF2CF=CF2、CH2FCF=CFCHF2、CH2FCF2CF=CF2、CF2=C(CF3)(CH3)、CH2=C(CHF2)(CF3)、CH2=CHCF2CHF2、CF2=C(CHF2)(CH3)、CHF=C(CF3)(CH3)、CH2=C(CHF2)2、CF3CF=CFCH3、CH3CF=CHCF3、CF2=CFCF2CF2CF3、CHF=CFCF2CF2CF3、CF2=CHCF2CF2CF3、CF2=CFCF2CF2CHF2、CHF2CF=CFCF2CF3、CF3CF=CFCF2CHF2、CF3CF=CFCHFCF3、CHF=CFCF(CF3)2、CF2=CFCH(CF3)2、CF3CH=C(CF3)2、CF2=CHCF(CF3)2、CH2=CFCF2CF2CF3、CHF=CFCF2CF2CHF2、CH2=C(CF3)CF2CF3、CF2=CHCH(CF3)2、CHF=CHCF(CF3)2、CF2=C(CF3)CH2CF3、CH2=CFCF2CF2CHF2、CF2=CHCF2CH2CF3、CF3CF=C(CF3)(CH3)、CH2=CFCH(CF3)2、CHF=CHCH(CF3)2、CH2FCH=C(CF3)2、CH3CF=C(CF3)2、CH2=CHCF2CHFCF3、CH2C(CF3)CH2CF3、(CF3)2C=CHC2F5、(CF3)2CFCF=CHCF3、CH2=CHC(CF3)3、(CF3)2C=C(CH3)(CF3)、CH2=CFCF2CH(CF3)2、CF3CF=C(CH3)CF2CF3、CF3CH=CHCH(CF3)2、CH2=CHCF2CF2CF2CHF2、(CF3)2C=CHCF2CH3、CH2=C(CF3)CH2C2F5、CH2=CHCH2CF2C2F5、CH2=CHCH2CF2C2F5、CF3CF2CF=CFC2H5、CH2=CHCH2CF(CF3)2、CF3CF=CHCH(CF3)(CH3)、(CF3)2C=CFC2H5、シクロ−CF2CF2CF2CH=CH−、シクロ−CF2CF2CH=CH−、CF3CF2CF2C(CH3)=CH2、CF3CF2CF2CH=CHCH3、シクロ−CF2CF2CF=CF−、シクロ−CF2CF=CFCF2CF2−、シクロ−CF2CF=CFCF2CF2CF2、CF3CF2CF2CF2CH=CH2、CF3CH=CHCF2CF3、CF2CF2CH=CHCF2CF3、CF3CH=CHCF2CF2CF3、CF3CF=CFC2F5、CF3CF=CFCF2CF2C2F5、CF3CF2CF=CFCF2C2F5、CF3CH=CFCF2CF2C2F5、CF3CF=CHCF2CF2C2F5、CF3CF2CH=CFCF2C2F5、CF3CF2CF=CHCF2C2F5、C2F5CF2CF=CHCH3、C2F5CF=CHCH3、(CF3)2C=CHCH3、CF3C(CH3)=CHCF3、CHF=CFC2F5、CHF2CF=CFCF3、(CF3)2C=CHF、CH2FCF=CFCF3、CHF=CHCF2CF3、CHF2CH=CFCF3、CHF=CFCHFCF3、CF3CH=CFCHF2、CHF=CFCF2CHF2、CHF2CF=CFCHF2、CH2CF=CFCF3、CH2FCH=CFCF3、CH2=CFCHFCF3、CH2=CFCF2CHF2、CF3CH=CFCH2F、CHF=CFCH2CF3、CHF=CHCHFCF3、CHF=CHCF2CHF2、CHF2CF=CHCHF2、CHF=CFCHFCHF2、CF3CF=CHCH3、CF2=CHCF2Br、CHF=CBrCHF2、CHBr=CHCF3、CF3CBr=CFCF3、CH2=CBrCF2CF3、CHBr=CHCF2CF3、CH2=CHCF2CF2Br、CH2=CHCBrFCF3、CH3CBr=CHCF3、CF3CBr=CHCH3、(CF3)2C=CHBr、CF3CF=CBrCF2CF3、E−CHF2CBr=CFC2F5、Z−CHF2CBr=CFC2F5、CF2=CBrCHFC2F5、(CF3)2CFCBr=CH2、CHBr=CF(CF2)2CHF2、CH2=CBrCF2C2F5、CF2=C(CH2Br)CF3、CH2=C(CBrF2)CF3、(CF3)2CHCH=CHBr、(CF3)2C=CHCH2Br、CH2=CHCF(CF3)CBrF2、CF2=CHCF2CH2CBrF2、CFBr=CHCF3、CFBr=CFCF3、CF3CF2CF2CBr=CH2およびCF3(CF2)3CBr=CH2からなる群から選択されたフルオロカーボンまたはヒドロフルオロカーボン
からなる群から選択された少なくとも1種のフルオロカーボンまたはヒドロフルオロカーボンを含む噴射剤に関する。
(55%VOCヘアスプレー)
55%VOC(揮発性有機化合物)ヘアスプレーを次の通り配合した。
(エアーフレッシュナー)
エアーフレッシュナーを次の通り配合した。
(香気)
香気を次の通り配合した。
(エアゾール制汗薬)
エアゾール制汗薬を次の通り配合した。
Claims (19)
- (i)式E−R1CH=CHR2またはZ−R1CH=CHR2(式中、R1およびR2は独立してC1〜C6パーフルオロアルキル基である)を有するヒドロフルオロカーボン、および
(ii)CF3CF=CHF、CF3CH=CF2、CHF2CF=CF2、CHF2CH=CHF、CF3CF=CH2、CF3CH=CHF、CH2FCF=CF2、CHF2CH=CF2、CHF2CF=CHF、CHF2CF=CH2、CF3CH=CH2、CH3CF=CF2、CH2FCHCF2、CH2FCF=CHF、CHF2CH=CHF、CF3CF=CFCF3、CF3CF2CF=CF2、CF3CF=CHCF3、CF3CF2CF=CH2、CF3CH=CHCF3、CF3CF2CH=CH2、CF2=CHCF2CF3、CF2=CFCHFCF3、CF2=CFCF2CHF2、CHF2CH=CHCF3、(CF3)2C=CHCF3、CF3CF=CHCF2CF3、CF3CH=CFCF2CF3、(CF3)2CFCH=CH2、CF3CF2CF2CH=CH2、CF3(CF2)3CF=CF2、CF3CF2CF=CFCF2CF3、(CF3)2C=C(CF3)2、(CF3)2CFCF=CHCF3、CF2=CFCF2CH2F、CF2=CFCHFCHF2、CH2=C(CF3)2、CH2CF2CF=CF2、CH2FCF=CFCHF2、CH2FCF2CF=CF2、CF2=C(CF3)(CH3)、CH2=C(CHF2)(CF3)、CH2=CHCF2CHF2、CF2=C(CHF2)(CH3)、CHF=C(CF3)(CH3)、CH2=C(CHF2)2、CF3CF=CFCH3、CH3CF=CHCF3、CF2=CFCF2CF2CF3、CHF=CFCF2CF2CF3、CF2=CHCF2CF2CF3、CF2=CFCF2CF2CHF2、CHF2CF=CFCF2CF3、CF3CF=CFCF2CHF2、CF3CF=CFCHFCF3、CHF=CFCF(CF3)2、CF2=CFCH(CF3)2、CF3CH=C(CF3)2、CF2=CHCF(CF3)2、CH2=CFCF2CF2CF3、CHF=CFCF2CF2CHF2、CH2=C(CF3)CF2CF3、CF2=CHCH(CF3)2、CHF=CHCF(CF3)2、CF2=C(CF3)CH2CF3、CH2=CFCF2CF2CHF2、CF2=CHCF2CH2CF3、CF3CF=C(CF3)(CH3)、CH2=CFCH(CF3)2、CHF=CHCH(CF3)2、CH2FCH=C(CF3)2、CH3CF=C(CF3)2、CH2=CHCF2CHFCF3、CH2C(CF3)CH2CF3、(CF3)2C=CHC2F5、(CF3)2CFCF=CHCF3、CH2=CHC(CF3)3、(CF3)2C=C(CH3)(CF3)、CH2=CFCF2CH(CF3)2、CF3CF=C(CH3)CF2CF3、CF3CH=CHCH(CF3)2、CH2=CHCF2CF2CF2CHF2、(CF3)2C=CHCF2CH3、CH2=C(CF3)CH2C2F5、CH2=CHCH2CF2C2F5、CH2=CHCH2CF2C2F5、CF3CF2CF=CFC2H5、CH2=CHCH2CF(CF3)2、CF3CF=CHCH(CF3)(CH3)、(CF3)2C=CFC2H5、シクロ−CF2CF2CF2CH=CH−、シクロ−CF2CF2CH=CH−、CF3CF2CF2C(CH3)=CH2、CF3CF2CF2CH=CHCH3、シクロ−CF2CF2CF=CF−、シクロ−CF2CF=CFCF2CF2−、シクロ−CF2CF=CFCF2CF2CF2、CF3CF2CF2CF2CH=CH2、CF3CH=CHCF2CF3、CF2CF2CH=CHCF2CF3、CF3CH=CHCF2CF2CF3、CF3CF=CFC2F5、CF3CF=CFCF2CF2C2F5、CF3CF2CF=CFCF2C2F5、CF3CH=CFCF2CF2C2F5、CF3CF=CHCF2CF2C2F5、CF3CF2CH=CFCF2C2F5、CF3CF2CF=CHCF2C2F5、C2F5CF2CF=CHCH3、C2F5CF=CHCH3、(CF3)2C=CHCH3、CF3C(CH3)=CHCF3、CHF=CFC2F5、CHF2CF=CFCF3、(CF3)2C=CHF、CH2FCF=CFCF3、CHF=CHCF2CF3、CHF2CH=CFCF3、CHF=CFCHFCF3、CF3CH=CFCHF2、CHF=CFCF2CHF2、CHF2CF=CFCHF2、CH2CF=CFCF3、CH2FCH=CFCF3、CH2=CFCHFCF3、CH2=CFCF2CHF2、CF3CH=CFCH2F、CHF=CFCH2CF3、CHF=CHCHFCF3、CHF=CHCF2CHF2、CHF2CF=CHCHF2、CHF=CFCHFCHF2、CF3CF=CHCH3、CF2=CHCF2Br、CHF=CBrCHF2、CHBr=CHCF3、CF3CBr=CFCF3、CH2=CBrCF2CF3、CHBr=CHCF2CF3、CH2=CHCF2CF2Br、CH2=CHCBrFCF3、CH3CBr=CHCF3、CF3CBr=CHCH3、(CF3)2C=CHBr、CF3CF=CBrCF2CF3、E−CHF2CBr=CFC2F5、Z−CHF2CBr=CFC2F5、CF2=CBrCHFC2F5、(CF3)2CFCBr=CH2、CHBr=CF(CF2)2CHF2、CH2=CBrCF2C2F5、CF2=C(CH2Br)CF3、CH2=C(CBrF2)CF3、(CF3)2CHCH=CHBr、(CF3)2C=CHCH2Br、CH2=CHCF(CF3)CBrF2、CF2=CHCF2CH2CBrF2、CFBr=CHCF3、CFBr=CFCF3、CF3CF2CF2CBr=CH2およびCF3(CF2)3CBr=CH2からなる群から選択されたフルオロカーボンまたはヒドロフルオロカーボン
からなる群から選択された少なくとも1種のフルオロカーボンまたはヒドロフルオロカーボンを含む噴射剤。 - R1およびR2が、独立して、CF3、C2F5、CF2CF2CF3、CF(CF3)2、CF2CF2CF2CF3、CF(CF3)CF2CF3、CF2CF(CF3)2、C(CF3)3、CF2CF2CF2CF2CF3、CF2CF2CF(CF3)2、C(CF3)2C2F5、CF2CF2CF2CF2CF2CF3、CF(CF3)CF2CF2C2F5またはC(CF3)2CF2C2F5であることを特徴とする請求項1に記載の噴射剤。
- 前記ヒドロフルオロカーボンが、CF3CH=CHCF3、CF3CH=CHC2F5、CF3CH=CHCF2C2F5、CF3CH=CHCF(CF3)2、C2F5CH=CHC2F5、CF3CH=CH(CF2)3CF3、CF3CH=CHCF2CF(CF3)2、CF3CH=CHCF(CF3)C2F5、CF3CH=CHC(CF3)3、C2F5CH=CHCF2C2F5、C2F5CH=CHCF(CF3)2、CF3CH=CH(CF2)4CF3、CF3CH=CHCF2CF2CF(CF3)2、CF3CH=CHC(CF3)2C2F5、C2F5CH=CH(CF2)3CF3、C2F5CH=CHCF2CF(CF3)2、C2F5CH=CHCF(CF3)C2F5、C2F5CH=CHC(CF3)3、C2F5CF2CH=CHCF2C2F5、(CF3)2CFCH=CHCF(CF3)2、C2F5CH=CHCF(CF3)2、CF3CH=CH(CF2)5CF3、CF3CH=CHCF(CF3)(CF2)2C2F5、CF3CH=CHC(CF3)2CF2C2F5、C2F5CH=CH(CF2)4CF3、C2F5CH=CHCF2CF2CF(CF3)2、C2F5CH=CHC(CF3)2C2F5、C2F5CF2CH=CH(CF2)3CF3、C2F5CF2CH=CHCF2CF(CF3)2、C2F5CF2CH=CHCF(CF3)C2F5、C2F5CF2CH=CHC(CF3)3、(CF3)2CFCH=CH(CF2)3CF3、(CF3)2CFCH=CHCF2CF(CF3)2、(CF3)2CFCH=CHCF(CF3)C2F5、(CF3)2CFCH=CHC(CF3)3、C2F5CH=CH(CF2)5CF3、C2F5CH=CHCF(CF3)(CF2)2C2F5、C2F5CH=CHC(CF3)2CF2C2F5、C2F5CF2CH=CH(CF2)4CF3、C2F5CF2CH=CHCF2CF2CF(CF3)2、C2F5CF2CH=CHC(CF3)2C2F5、(CF3)2CFCH=CH(CF2)44CF3、(CF3)2CFCH=CHCF2CF2CF(CF3)2、(CF3)2CFCH=CHC(CF3)2C2F5、CF3(CF2)3CH=CH(CF2)3CF3、CF3(CF2)3CH=CHCF2CF(CF3)2、CF3(CF2)3CH=CHCF(CF3)C2F5、CF3(CF2)3CH=CHC(CF3)3、(CF3)2CFCF2CH=CHCF2CF(CF3)2、(CF3)2CFCF2CH=CHCF(CF3)C2F5、(CF3)2CFCF2CH=CHC(CF3)3、C2F5CF(CF3)CH=CHCF(CF3)C2F5、C2F5CF(CF3)CH=CHC(CF3)3または(CF3)3CCH=CHC(CF3)3であることを特徴とする請求項1に記載の噴射剤。
- 前記噴射剤が前記フルオロカーボンまたは前記ヒドロフルオロカーボンから本質的になることを特徴とする請求項1に記載の噴射剤。
- 前記噴射剤が前記フルオロカーボンまたは前記ヒドロフルオロカーボンからなることを特徴とする請求項4に記載の噴射剤。
- 請求項1に記載の噴射剤を含むことを特徴とする噴霧可能な組成物。
- 前記噴霧可能な組成物がエアゾールであることを特徴とする請求項6に記載の噴霧可能な組成物。
- 前記エアゾールが21℃で約138〜621kPaの範囲内の蒸気圧を有することを特徴とする請求項7に記載の噴霧可能な組成物。
- 前記噴霧可能な組成物がクリーナー、ダスター、パーソナルケア製品、家庭用製品、自動車用製品または薬であることを特徴とする請求項6に記載の噴霧可能な組成物。
- 前記パーソナルケア製品が消臭剤、香料またはヘアスプレーであることを特徴とする請求項9に記載の噴霧可能な組成物。
- 前記家庭用製品が蝋、艶出剤、皿スプレー、ルームフレッシュナーまたは家庭用殺虫剤であることを特徴とする請求項9に記載の噴霧可能な組成物。
- 前記薬が定量噴霧吸入薬であることを特徴とする請求項9に記載の噴霧可能な組成物。
- 前記薬がベータ作用薬または副腎皮質ステロイドを更に含むことを特徴とする請求項9に記載の噴霧可能な組成物。
- 前記自動車用製品がクリーナーまたはポリッシャーであることを特徴とする請求項9に記載の噴霧可能な組成物。
- 請求項1に記載の噴射剤を含むことを特徴とするエアゾール分配装置。
- 請求項15に記載のエアゾール分配装置を含むことを特徴とする密封容器。
- エアゾール分配用バルブを更に含むことを特徴とする請求項16に記載の密封容器。
- エアゾール製品を製造する方法であって、噴射剤として機能する請求項1に記載の組成物をエアゾール容器内の活性成分に添加する工程を含むことを特徴とする方法。
- エアゾール製品を製造する方法であって、噴射剤として機能する請求項3に記載の組成物をエアゾール容器内の活性成分に添加する工程を含むことを特徴とする方法。
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US73229205P | 2005-11-01 | 2005-11-01 | |
US60/732,292 | 2005-11-01 | ||
PCT/US2006/042632 WO2007053671A1 (en) | 2005-11-01 | 2006-11-01 | Aerosol propellants comprising unsaturated fluorocarbons |
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CN (2) | CN105154011B (ja) |
CA (2) | CA2852198A1 (ja) |
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2006
- 2006-10-30 US US11/590,344 patent/US20070098646A1/en not_active Abandoned
- 2006-11-01 WO PCT/US2006/042632 patent/WO2007053671A1/en active Application Filing
- 2006-11-01 CA CA2852198A patent/CA2852198A1/en not_active Abandoned
- 2006-11-01 CN CN201510505763.6A patent/CN105154011B/zh active Active
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- 2006-11-01 JP JP2008538989A patent/JP5425470B2/ja active Active
- 2006-11-01 CN CN200680041068.8A patent/CN101300322B/zh active Active
- 2006-11-01 ES ES06827265.7T patent/ES2639404T3/es active Active
- 2006-11-01 ES ES11153118T patent/ES2698831T3/es active Active
- 2006-11-01 CA CA2625844A patent/CA2625844C/en active Active
- 2006-11-01 EP EP06827265.7A patent/EP1954778B1/en active Active
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JP2013531039A (ja) * | 2010-07-13 | 2013-08-01 | ザ プロクター アンド ギャンブル カンパニー | 毛髪をスタイリング及び/又は成形するためのエアロゾルヘアスプレー製品 |
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JP2016160234A (ja) * | 2015-03-03 | 2016-09-05 | 旭硝子株式会社 | ヘキサフルオロブテンの製造方法 |
Also Published As
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US8907145B2 (en) | 2014-12-09 |
CN105154011A (zh) | 2015-12-16 |
EP1954778B1 (en) | 2017-06-28 |
US20120318828A1 (en) | 2012-12-20 |
CA2625844C (en) | 2014-05-27 |
CA2625844A1 (en) | 2007-05-10 |
EP2327753A2 (en) | 2011-06-01 |
CN101300322A (zh) | 2008-11-05 |
EP2327753B1 (en) | 2018-09-05 |
WO2007053671A1 (en) | 2007-05-10 |
CN101300322B (zh) | 2015-09-16 |
ES2639404T3 (es) | 2017-10-26 |
US20070098646A1 (en) | 2007-05-03 |
EP1954778A1 (en) | 2008-08-13 |
CN105154011B (zh) | 2017-10-20 |
EP2327753A3 (en) | 2014-12-10 |
CA2852198A1 (en) | 2007-05-10 |
ES2698831T3 (es) | 2019-02-06 |
JP5425470B2 (ja) | 2014-02-26 |
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