CA2627047C - Methods for making foams using blowing agents comprising unsaturated fluorocarbons - Google Patents
Methods for making foams using blowing agents comprising unsaturated fluorocarbons Download PDFInfo
- Publication number
- CA2627047C CA2627047C CA2627047A CA2627047A CA2627047C CA 2627047 C CA2627047 C CA 2627047C CA 2627047 A CA2627047 A CA 2627047A CA 2627047 A CA2627047 A CA 2627047A CA 2627047 C CA2627047 C CA 2627047C
- Authority
- CA
- Canada
- Prior art keywords
- blowing agent
- hfc
- polyol
- foam
- cf3ch
- 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.)
- Active
Links
- 239000006260 foam Substances 0.000 title claims abstract description 117
- 239000004604 Blowing Agent Substances 0.000 title claims abstract description 105
- 238000000034 method Methods 0.000 title claims abstract description 36
- 239000000203 mixture Substances 0.000 claims abstract description 83
- 150000001875 compounds Chemical class 0.000 claims description 37
- 229920005862 polyol Polymers 0.000 claims description 32
- 150000003077 polyols Chemical class 0.000 claims description 32
- -1 sulfate ester Chemical class 0.000 claims description 29
- 239000005056 polyisocyanate Substances 0.000 claims description 28
- 229920001228 polyisocyanate Polymers 0.000 claims description 28
- 239000003054 catalyst Substances 0.000 claims description 20
- 239000004094 surface-active agent Substances 0.000 claims description 16
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 13
- 239000001257 hydrogen Substances 0.000 claims description 13
- 229910052739 hydrogen Inorganic materials 0.000 claims description 13
- 239000002253 acid Substances 0.000 claims description 10
- 229920005830 Polyurethane Foam Polymers 0.000 claims description 8
- 238000002156 mixing Methods 0.000 claims description 8
- 239000011496 polyurethane foam Substances 0.000 claims description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 7
- 229920005906 polyester polyol Polymers 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 239000003063 flame retardant Substances 0.000 claims description 5
- 150000005846 sugar alcohols Polymers 0.000 claims description 5
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 4
- 239000000945 filler Substances 0.000 claims description 4
- 239000002202 Polyethylene glycol Substances 0.000 claims description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 3
- 229920001223 polyethylene glycol Polymers 0.000 claims description 3
- 239000007787 solid Substances 0.000 claims description 3
- 125000006663 (C1-C6) perfluoroalkyl group Chemical group 0.000 claims description 2
- 239000003963 antioxidant agent Substances 0.000 claims description 2
- 239000002216 antistatic agent Substances 0.000 claims description 2
- 239000003086 colorant Substances 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- 239000003755 preservative agent Substances 0.000 claims description 2
- 239000012744 reinforcing agent Substances 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 150000003512 tertiary amines Chemical class 0.000 claims description 2
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 claims 1
- 230000003078 antioxidant effect Effects 0.000 claims 1
- 239000000839 emulsion Substances 0.000 claims 1
- 230000002335 preservative effect Effects 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 80
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 24
- 238000006243 chemical reaction Methods 0.000 description 23
- 210000004027 cell Anatomy 0.000 description 22
- 239000004793 Polystyrene Substances 0.000 description 20
- 229920002223 polystyrene Polymers 0.000 description 20
- 239000000047 product Substances 0.000 description 20
- 238000009413 insulation Methods 0.000 description 16
- 239000012948 isocyanate Substances 0.000 description 16
- 150000002513 isocyanates Chemical class 0.000 description 16
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 16
- 229920001169 thermoplastic Polymers 0.000 description 16
- 239000004416 thermosoftening plastic Substances 0.000 description 16
- 238000005914 dehydroiodination reaction Methods 0.000 description 14
- 239000000126 substance Substances 0.000 description 14
- SNVLJLYUUXKWOJ-UHFFFAOYSA-N methylidenecarbene Chemical compound C=[C] SNVLJLYUUXKWOJ-UHFFFAOYSA-N 0.000 description 13
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 12
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 12
- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 description 11
- 238000004519 manufacturing process Methods 0.000 description 11
- 239000000463 material Substances 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 229920000642 polymer Polymers 0.000 description 9
- 238000010792 warming Methods 0.000 description 9
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 8
- 101150065749 Churc1 gene Proteins 0.000 description 8
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 8
- 102100038239 Protein Churchill Human genes 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 8
- 239000000376 reactant Substances 0.000 description 8
- 239000011541 reaction mixture Substances 0.000 description 8
- 239000000523 sample Substances 0.000 description 8
- 239000000454 talc Substances 0.000 description 8
- 229910052623 talc Inorganic materials 0.000 description 8
- 238000005187 foaming Methods 0.000 description 7
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 7
- 229920002635 polyurethane Polymers 0.000 description 7
- 239000004814 polyurethane Substances 0.000 description 7
- JNCMHMUGTWEVOZ-UHFFFAOYSA-N F[CH]F Chemical compound F[CH]F JNCMHMUGTWEVOZ-UHFFFAOYSA-N 0.000 description 6
- 108010081348 HRT1 protein Hairy Proteins 0.000 description 6
- 102100021881 Hairy/enhancer-of-split related with YRPW motif protein 1 Human genes 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 6
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 6
- 230000008569 process Effects 0.000 description 6
- 229920005989 resin Polymers 0.000 description 6
- 239000011347 resin Substances 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 238000003786 synthesis reaction Methods 0.000 description 6
- LVGUZGTVOIAKKC-UHFFFAOYSA-N 1,1,1,2-tetrafluoroethane Chemical compound FCC(F)(F)F LVGUZGTVOIAKKC-UHFFFAOYSA-N 0.000 description 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- 239000004698 Polyethylene Substances 0.000 description 5
- 238000007664 blowing Methods 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000002667 nucleating agent Substances 0.000 description 5
- 125000006340 pentafluoro ethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 description 5
- 125000005004 perfluoroethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 description 5
- 229920000573 polyethylene Polymers 0.000 description 5
- 229920006327 polystyrene foam Polymers 0.000 description 5
- 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 description 4
- FDMFUZHCIRHGRG-UHFFFAOYSA-N 3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)C=C FDMFUZHCIRHGRG-UHFFFAOYSA-N 0.000 description 4
- 239000004743 Polypropylene Substances 0.000 description 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- GYOLCDNHOFVAAM-UHFFFAOYSA-N bromo(difluoro)methane Chemical compound F[C](F)Br GYOLCDNHOFVAAM-UHFFFAOYSA-N 0.000 description 4
- 230000006378 damage Effects 0.000 description 4
- 229920001155 polypropylene Polymers 0.000 description 4
- 229920001296 polysiloxane Polymers 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 4
- HQUQLFOMPYWACS-UHFFFAOYSA-N tris(2-chloroethyl) phosphate Chemical compound ClCCOP(=O)(OCCCl)OCCCl HQUQLFOMPYWACS-UHFFFAOYSA-N 0.000 description 4
- ZLHAZCCTGKVALM-UHFFFAOYSA-N 1,1,1-trifluorodec-5-ene Chemical compound CCCCC=CCCCC(F)(F)F ZLHAZCCTGKVALM-UHFFFAOYSA-N 0.000 description 3
- QAERDLQYXMEHEB-UHFFFAOYSA-N 1,1,3,3,3-pentafluoroprop-1-ene Chemical compound FC(F)=CC(F)(F)F QAERDLQYXMEHEB-UHFFFAOYSA-N 0.000 description 3
- 238000004293 19F NMR spectroscopy Methods 0.000 description 3
- VVFCRBQXCVUTQC-UHFFFAOYSA-N 3,4-bis(trifluoromethyl)hept-3-ene Chemical compound FC(F)(F)C(=C(CC)C(F)(F)F)CCC VVFCRBQXCVUTQC-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- VOPWNXZWBYDODV-UHFFFAOYSA-N Chlorodifluoromethane Chemical compound FC(F)Cl VOPWNXZWBYDODV-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-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
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 229920000538 Poly[(phenyl isocyanate)-co-formaldehyde] Polymers 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 3
- 238000004833 X-ray photoelectron spectroscopy Methods 0.000 description 3
- 239000002250 absorbent Substances 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
- 210000003850 cellular structure Anatomy 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 238000001125 extrusion Methods 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 229910000856 hastalloy Inorganic materials 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- 239000013518 molded foam Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 229920000570 polyether Polymers 0.000 description 3
- 238000002411 thermogravimetry Methods 0.000 description 3
- 230000004580 weight loss Effects 0.000 description 3
- PGRFXXCKHGIFSV-UHFFFAOYSA-N 1,1,1,2,2,3,3,4,4-nonafluoro-4-iodobutane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)I PGRFXXCKHGIFSV-UHFFFAOYSA-N 0.000 description 2
- RFYFRYQYXJPKMF-UHFFFAOYSA-N 1,1,1,2,2,3,4,5,5,6,6,6-dodecafluorohex-3-ene Chemical compound FC(F)(F)C(F)(F)C(F)=C(F)C(F)(F)C(F)(F)F RFYFRYQYXJPKMF-UHFFFAOYSA-N 0.000 description 2
- YJSIBKOUPOTQEG-UHFFFAOYSA-N 1,1,1,2,2,5,5,6,6,7,7,8,8,8-tetradecafluorooct-3-ene Chemical compound FC(F)(F)C(F)(F)C=CC(F)(F)C(F)(F)C(F)(F)C(F)(F)F YJSIBKOUPOTQEG-UHFFFAOYSA-N 0.000 description 2
- JSQOTUOXUHPDPI-UHFFFAOYSA-N 1,1,1,4,4,5,5,6,6,7,7,7-dodecafluorohept-2-ene Chemical compound FC(F)(F)C=CC(F)(F)C(F)(F)C(F)(F)C(F)(F)F JSQOTUOXUHPDPI-UHFFFAOYSA-N 0.000 description 2
- IHZVFEWAYQYSOZ-UHFFFAOYSA-N 1,1,1-trifluoro-2,2-bis(trifluoromethyl)oct-4-ene Chemical compound CCCC=CCC(C(F)(F)F)(C(F)(F)F)C(F)(F)F IHZVFEWAYQYSOZ-UHFFFAOYSA-N 0.000 description 2
- MENFQHLOYXZCGV-UHFFFAOYSA-N 1,1,1-trifluorooct-3-ene Chemical compound CCCCC=CCC(F)(F)F MENFQHLOYXZCGV-UHFFFAOYSA-N 0.000 description 2
- YCBPIACNGAWIED-UHFFFAOYSA-N 1,1,1-trifluorooct-4-ene Chemical compound CCCC=CCCC(F)(F)F YCBPIACNGAWIED-UHFFFAOYSA-N 0.000 description 2
- RMHCWMIZBMGHKV-UHFFFAOYSA-N 1,1,2,3,3,4,4,5,5,6,6,6-dodecafluorohex-1-ene Chemical compound FC(F)=C(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F RMHCWMIZBMGHKV-UHFFFAOYSA-N 0.000 description 2
- AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 2
- FRCHKSNAZZFGCA-UHFFFAOYSA-N 1,1-dichloro-1-fluoroethane Chemical compound CC(F)(Cl)Cl FRCHKSNAZZFGCA-UHFFFAOYSA-N 0.000 description 2
- DMUPYMORYHFFCT-UHFFFAOYSA-N 1,2,3,3,3-pentafluoroprop-1-ene Chemical compound FC=C(F)C(F)(F)F DMUPYMORYHFFCT-UHFFFAOYSA-N 0.000 description 2
- ZUAQTIHDWIHCSV-UHFFFAOYSA-N 1,2,3,3-tetrafluoroprop-1-ene Chemical compound FC=C(F)C(F)F ZUAQTIHDWIHCSV-UHFFFAOYSA-N 0.000 description 2
- AHDSRXYHVZECER-UHFFFAOYSA-N 2,4,6-tris[(dimethylamino)methyl]phenol Chemical compound CN(C)CC1=CC(CN(C)C)=C(O)C(CN(C)C)=C1 AHDSRXYHVZECER-UHFFFAOYSA-N 0.000 description 2
- 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 2
- GVEUEBXMTMZVSD-UHFFFAOYSA-N 3,3,4,4,5,5,6,6,6-nonafluorohex-1-ene Chemical group FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C=C GVEUEBXMTMZVSD-UHFFFAOYSA-N 0.000 description 2
- JLTNUXWYXNVNDV-UHFFFAOYSA-N 3,4-bis(trifluoromethyl)oct-3-ene Chemical compound FC(F)(F)C(=C(CC)C(F)(F)F)CCCC JLTNUXWYXNVNDV-UHFFFAOYSA-N 0.000 description 2
- OGYGWHRFVOFLKG-UHFFFAOYSA-N 4,5-bis(trifluoromethyl)oct-4-ene Chemical compound FC(F)(F)C(=C(CCC)C(F)(F)F)CCC OGYGWHRFVOFLKG-UHFFFAOYSA-N 0.000 description 2
- 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
- IRZZTMWOOGFLBN-UHFFFAOYSA-N 9,9,9-trifluoronon-4-ene Chemical compound CCCC=CCCCC(F)(F)F IRZZTMWOOGFLBN-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 2
- 239000004970 Chain extender Substances 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 239000004971 Cross linker Substances 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- 229910001209 Low-carbon steel Inorganic materials 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-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
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 2
- 229930006000 Sucrose Natural products 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 238000009835 boiling Methods 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
- AOJDZKCUAATBGE-UHFFFAOYSA-N bromomethane Chemical compound Br[CH2] AOJDZKCUAATBGE-UHFFFAOYSA-N 0.000 description 2
- IAQRGUVFOMOMEM-UHFFFAOYSA-N but-2-ene Chemical compound CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 2
- 239000001110 calcium chloride Substances 0.000 description 2
- 229910001628 calcium chloride Inorganic materials 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 2
- 235000019404 dichlorodifluoromethane Nutrition 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 210000000497 foam cell Anatomy 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 238000002290 gas chromatography-mass spectrometry Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 150000008282 halocarbons Chemical class 0.000 description 2
- OTTZHAVKAVGASB-UHFFFAOYSA-N hept-2-ene Chemical compound CCCCC=CC OTTZHAVKAVGASB-UHFFFAOYSA-N 0.000 description 2
- 125000006342 heptafluoro i-propyl group Chemical group FC(F)(F)C(F)(*)C(F)(F)F 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 238000004806 packaging method and process Methods 0.000 description 2
- MSSNHSVIGIHOJA-UHFFFAOYSA-N pentafluoropropane Chemical compound FC(F)CC(F)(F)F MSSNHSVIGIHOJA-UHFFFAOYSA-N 0.000 description 2
- 238000005191 phase separation Methods 0.000 description 2
- 239000003444 phase transfer catalyst Substances 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
- 239000002984 plastic foam Substances 0.000 description 2
- 239000011495 polyisocyanurate Substances 0.000 description 2
- 229920000582 polyisocyanurate Polymers 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- 229920006324 polyoxymethylene Polymers 0.000 description 2
- 229920005990 polystyrene resin Polymers 0.000 description 2
- RLEFZEWKMQQZOA-UHFFFAOYSA-M potassium;octanoate Chemical compound [K+].CCCCCCCC([O-])=O RLEFZEWKMQQZOA-UHFFFAOYSA-M 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 239000000779 smoke Substances 0.000 description 2
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- 239000005720 sucrose Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 229940029284 trichlorofluoromethane Drugs 0.000 description 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- KNXVOGGZOFOROK-UHFFFAOYSA-N trimagnesium;dioxido(oxo)silane;hydroxy-oxido-oxosilane Chemical compound [Mg+2].[Mg+2].[Mg+2].O[Si]([O-])=O.O[Si]([O-])=O.[O-][Si]([O-])=O.[O-][Si]([O-])=O KNXVOGGZOFOROK-UHFFFAOYSA-N 0.000 description 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- 239000012855 volatile organic compound Substances 0.000 description 2
- NIDNOXCRFUCAKQ-UMRXKNAASA-N (1s,2r,3s,4r)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid Chemical compound C1[C@H]2C=C[C@@H]1[C@H](C(=O)O)[C@@H]2C(O)=O NIDNOXCRFUCAKQ-UMRXKNAASA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- NIJFGUAYRFPTBD-OWOJBTEDSA-N (e)-1,1,1,2,2,3,3,6,6,7,7,8,8,8-tetradecafluorooct-4-ene Chemical compound FC(F)(F)C(F)(F)C(F)(F)\C=C\C(F)(F)C(F)(F)C(F)(F)F NIJFGUAYRFPTBD-OWOJBTEDSA-N 0.000 description 1
- SAPOZTRFWJZUFT-OWOJBTEDSA-N (e)-1,1,1,2,3,4,5,5,5-nonafluoro-4-(trifluoromethyl)pent-2-ene Chemical compound FC(F)(F)C(/F)=C(\F)C(F)(C(F)(F)F)C(F)(F)F SAPOZTRFWJZUFT-OWOJBTEDSA-N 0.000 description 1
- OPUDNJOIACEIEI-OWOJBTEDSA-N (e)-1,1,1,4,5,5,5-heptafluoro-4-(trifluoromethyl)pent-2-ene Chemical compound FC(F)(F)\C=C\C(F)(C(F)(F)F)C(F)(F)F OPUDNJOIACEIEI-OWOJBTEDSA-N 0.000 description 1
- PXINDCPNVPPLOD-OWOJBTEDSA-N (e)-1,1,1,5,5,5-hexafluoro-4-(trifluoromethyl)pent-2-ene Chemical compound FC(F)(F)\C=C\C(C(F)(F)F)C(F)(F)F PXINDCPNVPPLOD-OWOJBTEDSA-N 0.000 description 1
- FFTOUVYEKNGDCM-OWOJBTEDSA-N (e)-1,3,3-trifluoroprop-1-ene Chemical compound F\C=C\C(F)F FFTOUVYEKNGDCM-OWOJBTEDSA-N 0.000 description 1
- QASFOCQSLHVFPH-OWOJBTEDSA-N (e)-2-bromo-1,1,3,4,4,5,5,5-octafluoropent-2-ene Chemical compound FC(F)C(\Br)=C(/F)C(F)(F)C(F)(F)F QASFOCQSLHVFPH-OWOJBTEDSA-N 0.000 description 1
- HVOUHYGSLBPLGT-NSCUHMNNSA-N (e)-4,4,5,5,6,6,6-heptafluorohex-2-ene Chemical compound C\C=C\C(F)(F)C(F)(F)C(F)(F)F HVOUHYGSLBPLGT-NSCUHMNNSA-N 0.000 description 1
- YIFLMZOLKQBEBO-UPHRSURJSA-N (z)-1,1,1,2,4,4,4-heptafluorobut-2-ene Chemical compound FC(F)(F)C(/F)=C/C(F)(F)F YIFLMZOLKQBEBO-UPHRSURJSA-N 0.000 description 1
- DAFSRGHZDWBZKC-UPHRSURJSA-N (z)-1,1,1,2,4,4,5,5,5-nonafluoropent-2-ene Chemical compound FC(F)(F)C(/F)=C/C(F)(F)C(F)(F)F DAFSRGHZDWBZKC-UPHRSURJSA-N 0.000 description 1
- MZPZBRBIEBBNIA-UPHRSURJSA-N (z)-1,1,1,3,4,4,5,5,5-nonafluoropent-2-ene Chemical compound FC(F)(F)\C=C(/F)C(F)(F)C(F)(F)F MZPZBRBIEBBNIA-UPHRSURJSA-N 0.000 description 1
- DDKFHEFCVPCJKU-UPHRSURJSA-N (z)-1,1,2,4,4-pentafluorobut-2-ene Chemical compound FC(F)\C=C(/F)C(F)F DDKFHEFCVPCJKU-UPHRSURJSA-N 0.000 description 1
- FBYFFPSDVKHUET-UPHRSURJSA-N (z)-1,2,3,3,4,4-hexafluorobut-1-ene Chemical compound F\C=C(/F)C(F)(F)C(F)F FBYFFPSDVKHUET-UPHRSURJSA-N 0.000 description 1
- RRUCZSCEAWFDBM-UPHRSURJSA-N (z)-1-bromo-2,3,3,3-tetrafluoroprop-1-ene Chemical compound Br\C=C(/F)C(F)(F)F RRUCZSCEAWFDBM-UPHRSURJSA-N 0.000 description 1
- QASFOCQSLHVFPH-UPHRSURJSA-N (z)-2-bromo-1,1,3,4,4,5,5,5-octafluoropent-2-ene Chemical compound FC(F)C(\Br)=C(\F)C(F)(F)C(F)(F)F QASFOCQSLHVFPH-UPHRSURJSA-N 0.000 description 1
- GJAJMLHFWTWPES-UPHRSURJSA-N (z)-2-bromo-1,3,3,3-tetrafluoroprop-1-ene Chemical compound F\C=C(/Br)C(F)(F)F GJAJMLHFWTWPES-UPHRSURJSA-N 0.000 description 1
- KIUZUQZPXYDQBR-UHFFFAOYSA-N 1,1,1,2,2,3,3,6,6,7,7,8,8,9,9,9-hexadecafluoronon-4-ene Chemical compound FC(F)(F)C(F)(F)C(F)(F)C=CC(F)(F)C(F)(F)C(F)(F)C(F)(F)F KIUZUQZPXYDQBR-UHFFFAOYSA-N 0.000 description 1
- QAQXDIFHMWHZAL-UHFFFAOYSA-N 1,1,1,2,2,3,4-heptafluorohex-3-ene Chemical compound CCC(F)=C(F)C(F)(F)C(F)(F)F QAQXDIFHMWHZAL-UHFFFAOYSA-N 0.000 description 1
- HTKQZWCWSRBOKO-UHFFFAOYSA-N 1,1,1,2,2,4,5,5,6,6,7,7,7-tridecafluorohept-3-ene Chemical compound FC(F)(F)C(F)(F)C=C(F)C(F)(F)C(F)(F)C(F)(F)F HTKQZWCWSRBOKO-UHFFFAOYSA-N 0.000 description 1
- LGOQFJQJNHYWHK-UHFFFAOYSA-N 1,1,1,2,2,5,5,6,6,6-decafluorohex-3-ene Chemical compound FC(F)(F)C(F)(F)C=CC(F)(F)C(F)(F)F LGOQFJQJNHYWHK-UHFFFAOYSA-N 0.000 description 1
- YWSYXYXSEWRSMA-UHFFFAOYSA-N 1,1,1,2,2,5,5,6,6,7,7,7-dodecafluorohept-3-ene Chemical compound FC(F)(F)C(F)(F)C=CC(F)(F)C(F)(F)C(F)(F)F YWSYXYXSEWRSMA-UHFFFAOYSA-N 0.000 description 1
- IKEULTDRFFGVIG-UHFFFAOYSA-N 1,1,1,2,2,5,5,6,6,7,7,8,8,9,9,9-hexadecafluoronon-3-ene Chemical compound FC(F)(F)C(F)(F)C=CC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F IKEULTDRFFGVIG-UHFFFAOYSA-N 0.000 description 1
- NXTXGAQCBDQXMS-UHFFFAOYSA-N 1,1,1,2,2,5,6,6,6-nonafluoro-5-(trifluoromethyl)hex-3-ene Chemical compound FC(F)(F)C(F)(F)C=CC(F)(C(F)(F)F)C(F)(F)F NXTXGAQCBDQXMS-UHFFFAOYSA-N 0.000 description 1
- QQCOPRMGGYUQBE-UHFFFAOYSA-N 1,1,1,2,2,5,6,6,7,7,7-undecafluoro-5-(trifluoromethyl)hept-3-ene Chemical compound FC(F)(F)C(F)(F)C=CC(F)(C(F)(F)F)C(F)(F)C(F)(F)F QQCOPRMGGYUQBE-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- VVMQLAKDFBLCHB-UHFFFAOYSA-N 1,1,1,2,3,4,4,5,5,5-decafluoropent-2-ene Chemical compound FC(F)(F)C(F)=C(F)C(F)(F)C(F)(F)F VVMQLAKDFBLCHB-UHFFFAOYSA-N 0.000 description 1
- UGHJWZHBCXGSAY-UHFFFAOYSA-N 1,1,1,2,3,4,4,5,5,6,6,7,7,7-tetradecafluorohept-2-ene Chemical compound FC(F)(F)C(F)=C(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F UGHJWZHBCXGSAY-UHFFFAOYSA-N 0.000 description 1
- MRZSIBDWXMHMHF-UHFFFAOYSA-N 1,1,1,2,3,4,4,5,5-nonafluoropent-2-ene Chemical compound FC(F)C(F)(F)C(F)=C(F)C(F)(F)F MRZSIBDWXMHMHF-UHFFFAOYSA-N 0.000 description 1
- BLNWTWDBKNPDDJ-UHFFFAOYSA-N 1,1,1,2,3,4,4-heptafluorobut-2-ene Chemical compound FC(F)C(F)=C(F)C(F)(F)F BLNWTWDBKNPDDJ-UHFFFAOYSA-N 0.000 description 1
- INDAMBLSEJSSNR-UHFFFAOYSA-N 1,1,1,2,3,4,5,5,5-nonafluoropent-2-ene Chemical compound FC(F)(F)C(F)C(F)=C(F)C(F)(F)F INDAMBLSEJSSNR-UHFFFAOYSA-N 0.000 description 1
- JSADPKAWAKXUTE-UHFFFAOYSA-N 1,1,1,2,3,4-hexafluorobut-2-ene Chemical compound FCC(F)=C(F)C(F)(F)F JSADPKAWAKXUTE-UHFFFAOYSA-N 0.000 description 1
- JBYVVEFBYYDZIM-UHFFFAOYSA-N 1,1,1,2,4,4,4-heptafluoro-3-methylbut-2-ene Chemical compound FC(F)(F)C(C)=C(F)C(F)(F)F JBYVVEFBYYDZIM-UHFFFAOYSA-N 0.000 description 1
- QJUQOEDMOXIJDL-UHFFFAOYSA-N 1,1,1,2,4,4,5,5,6,6,7,7,7-tridecafluorohept-2-ene Chemical compound FC(F)(F)C(F)=CC(F)(F)C(F)(F)C(F)(F)C(F)(F)F QJUQOEDMOXIJDL-UHFFFAOYSA-N 0.000 description 1
- LTVIWHSKXRWJJN-UHFFFAOYSA-N 1,1,1,2,4,4-hexafluorobut-2-ene Chemical compound FC(F)C=C(F)C(F)(F)F LTVIWHSKXRWJJN-UHFFFAOYSA-N 0.000 description 1
- JZSOMBFGZXZIJI-UHFFFAOYSA-N 1,1,1,2,4-pentafluorobut-2-ene Chemical compound FCC=C(F)C(F)(F)F JZSOMBFGZXZIJI-UHFFFAOYSA-N 0.000 description 1
- MOFKZTVDKCOVFH-UHFFFAOYSA-N 1,1,1,2,5,5,6,6,7,7,8,8,8-tridecafluoro-2-(trifluoromethyl)oct-3-ene Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C=CC(F)(C(F)(F)F)C(F)(F)F MOFKZTVDKCOVFH-UHFFFAOYSA-N 0.000 description 1
- GWUOUBDZRNVLJX-UHFFFAOYSA-N 1,1,1,2,6,6,7,7,7-nonafluoro-2,5,5-tris(trifluoromethyl)hept-3-ene Chemical compound FC(F)(F)C(F)(F)C(C(F)(F)F)(C(F)(F)F)C=CC(F)(C(F)(F)F)C(F)(F)F GWUOUBDZRNVLJX-UHFFFAOYSA-N 0.000 description 1
- MMJXXOIUVNOFPL-UHFFFAOYSA-N 1,1,1,2-tetrafluorobut-2-ene Chemical compound CC=C(F)C(F)(F)F MMJXXOIUVNOFPL-UHFFFAOYSA-N 0.000 description 1
- BSXMAPHRWXFCMC-UHFFFAOYSA-N 1,1,1,3,4,4,5,5,6,6,7,7,7-tridecafluorohept-2-ene Chemical compound FC(F)(F)C=C(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F BSXMAPHRWXFCMC-UHFFFAOYSA-N 0.000 description 1
- JVLWJKWBKARHRQ-UHFFFAOYSA-N 1,1,1,3,4,4-hexafluorobut-2-ene Chemical compound FC(F)C(F)=CC(F)(F)F JVLWJKWBKARHRQ-UHFFFAOYSA-N 0.000 description 1
- RGYWQQYKFBYEHS-UHFFFAOYSA-N 1,1,1,3,4,5,5,5-octafluoro-4-(trifluoromethyl)pent-2-ene Chemical compound FC(F)(F)C=C(F)C(F)(C(F)(F)F)C(F)(F)F RGYWQQYKFBYEHS-UHFFFAOYSA-N 0.000 description 1
- YCBCLGNNEUTCEC-UHFFFAOYSA-N 1,1,1,3,4-pentafluorobut-2-ene Chemical compound FCC(F)=CC(F)(F)F YCBCLGNNEUTCEC-UHFFFAOYSA-N 0.000 description 1
- CGLWHABLUPITJQ-UHFFFAOYSA-N 1,1,1,3-tetrafluoro-2-(trifluoromethyl)but-2-ene Chemical compound CC(F)=C(C(F)(F)F)C(F)(F)F CGLWHABLUPITJQ-UHFFFAOYSA-N 0.000 description 1
- LRUCMYWNQPGVEL-UHFFFAOYSA-N 1,1,1,3-tetrafluoro-2-(trifluoromethyl)pent-2-ene Chemical compound CCC(F)=C(C(F)(F)F)C(F)(F)F LRUCMYWNQPGVEL-UHFFFAOYSA-N 0.000 description 1
- VSPVOSOCAZPIJQ-UHFFFAOYSA-N 1,1,1,3-tetrafluorobut-2-ene Chemical compound CC(F)=CC(F)(F)F VSPVOSOCAZPIJQ-UHFFFAOYSA-N 0.000 description 1
- CUKJWRYRLCTJNJ-UHFFFAOYSA-N 1,1,1,4,4,4-hexafluoro-2,3-bis(trifluoromethyl)but-2-ene Chemical compound FC(F)(F)C(C(F)(F)F)=C(C(F)(F)F)C(F)(F)F CUKJWRYRLCTJNJ-UHFFFAOYSA-N 0.000 description 1
- ZBKIRWGFFLBFDX-UHFFFAOYSA-N 1,1,1,4,4,4-hexafluoro-2-(trifluoromethyl)but-2-ene Chemical compound FC(F)(F)C=C(C(F)(F)F)C(F)(F)F ZBKIRWGFFLBFDX-UHFFFAOYSA-N 0.000 description 1
- NLOLSXYRJFEOTA-UHFFFAOYSA-N 1,1,1,4,4,4-hexafluorobut-2-ene Chemical compound FC(F)(F)C=CC(F)(F)F NLOLSXYRJFEOTA-UHFFFAOYSA-N 0.000 description 1
- QSPZQCQWYKPYJI-UHFFFAOYSA-N 1,1,1,4,4,5,5,5-octafluoro-2-(trifluoromethyl)pent-2-ene Chemical compound FC(F)(F)C(C(F)(F)F)=CC(F)(F)C(F)(F)F QSPZQCQWYKPYJI-UHFFFAOYSA-N 0.000 description 1
- CVMVAHSMKGITAV-UHFFFAOYSA-N 1,1,1,4,4,5,5,5-octafluoropent-2-ene Chemical compound FC(F)(F)C=CC(F)(F)C(F)(F)F CVMVAHSMKGITAV-UHFFFAOYSA-N 0.000 description 1
- BRHMFXVXLONVKC-UHFFFAOYSA-N 1,1,1,4,4,5,5,6,6,6-decafluorohex-2-ene Chemical compound FC(F)(F)C=CC(F)(F)C(F)(F)C(F)(F)F BRHMFXVXLONVKC-UHFFFAOYSA-N 0.000 description 1
- JYJDYPJOQLXHAY-UHFFFAOYSA-N 1,1,1,4,4,5,5,6,6,7,7,8,8,8-tetradecafluorooct-2-ene Chemical compound FC(F)(F)C=CC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F JYJDYPJOQLXHAY-UHFFFAOYSA-N 0.000 description 1
- JSHNCPXULRISNM-UHFFFAOYSA-N 1,1,1,4,4,5,6,6,6-nonafluoro-5-(trifluoromethyl)hex-2-ene Chemical compound FC(F)(F)C=CC(F)(F)C(F)(C(F)(F)F)C(F)(F)F JSHNCPXULRISNM-UHFFFAOYSA-N 0.000 description 1
- JBKYCTFEBKECDW-UHFFFAOYSA-N 1,1,1,4,4-pentafluoro-2-(trifluoromethyl)pent-2-ene Chemical compound CC(F)(F)C=C(C(F)(F)F)C(F)(F)F JBKYCTFEBKECDW-UHFFFAOYSA-N 0.000 description 1
- DBSLQKROKPOBHG-UHFFFAOYSA-N 1,1,1,4,5,5,6,6,6-nonafluoro-4-(trifluoromethyl)hex-2-ene Chemical compound FC(F)(F)C=CC(F)(C(F)(F)F)C(F)(F)C(F)(F)F DBSLQKROKPOBHG-UHFFFAOYSA-N 0.000 description 1
- FQJHHXBFDDKSEP-UHFFFAOYSA-N 1,1,1,4-tetrafluoro-2-(trifluoromethyl)but-2-ene Chemical compound FCC=C(C(F)(F)F)C(F)(F)F FQJHHXBFDDKSEP-UHFFFAOYSA-N 0.000 description 1
- ZWBUGYHKBYWABL-UHFFFAOYSA-N 1,1,1,5,5,5-hexafluoro-4,4-bis(trifluoromethyl)pent-2-ene Chemical compound FC(F)(F)C=CC(C(F)(F)F)(C(F)(F)F)C(F)(F)F ZWBUGYHKBYWABL-UHFFFAOYSA-N 0.000 description 1
- FWOBGHOPUVPBLC-UHFFFAOYSA-N 1,1,1,6,6,6-hexafluoro-2,2,5,5-tetrakis(trifluoromethyl)hex-3-ene Chemical compound FC(F)(F)C(C(F)(F)F)(C(F)(F)F)C=CC(C(F)(F)F)(C(F)(F)F)C(F)(F)F FWOBGHOPUVPBLC-UHFFFAOYSA-N 0.000 description 1
- ICTYZHTZZOUENE-UHFFFAOYSA-N 1,1,1-trifluorobut-2-ene Chemical compound CC=CC(F)(F)F ICTYZHTZZOUENE-UHFFFAOYSA-N 0.000 description 1
- JIAYRLXYOGSAMT-UHFFFAOYSA-N 1,1,1-trifluorodec-4-ene Chemical compound CCCCCC=CCCC(F)(F)F JIAYRLXYOGSAMT-UHFFFAOYSA-N 0.000 description 1
- LTCNHAYYQPIMNJ-UHFFFAOYSA-N 1,1,1-trifluoropent-2-ene Chemical compound CCC=CC(F)(F)F LTCNHAYYQPIMNJ-UHFFFAOYSA-N 0.000 description 1
- ZVJOQYFQSQJDDX-UHFFFAOYSA-N 1,1,2,3,3,4,4,4-octafluorobut-1-ene Chemical compound FC(F)=C(F)C(F)(F)C(F)(F)F ZVJOQYFQSQJDDX-UHFFFAOYSA-N 0.000 description 1
- PBWHQPOHADDEFU-UHFFFAOYSA-N 1,1,2,3,3,4,4,5,5,5-decafluoropent-1-ene Chemical compound FC(F)=C(F)C(F)(F)C(F)(F)C(F)(F)F PBWHQPOHADDEFU-UHFFFAOYSA-N 0.000 description 1
- XIHZPMIIUZSVFY-UHFFFAOYSA-N 1,1,2,3,3,4,4,5,5-nonafluoropent-1-ene Chemical compound FC(F)C(F)(F)C(F)(F)C(F)=C(F)F XIHZPMIIUZSVFY-UHFFFAOYSA-N 0.000 description 1
- NUPBXTZOBYEVIR-UHFFFAOYSA-N 1,1,2,3,3,4,4-heptafluorobut-1-ene Chemical compound FC(F)C(F)(F)C(F)=C(F)F NUPBXTZOBYEVIR-UHFFFAOYSA-N 0.000 description 1
- HQMMBTYEDVZZOA-UHFFFAOYSA-N 1,1,2,3,3-pentafluorobut-1-ene Chemical compound CC(F)(F)C(F)=C(F)F HQMMBTYEDVZZOA-UHFFFAOYSA-N 0.000 description 1
- NDMMKOCNFSTXRU-UHFFFAOYSA-N 1,1,2,3,3-pentafluoroprop-1-ene Chemical compound FC(F)C(F)=C(F)F NDMMKOCNFSTXRU-UHFFFAOYSA-N 0.000 description 1
- CCHWGPNQONFKSV-UHFFFAOYSA-N 1,1,2,3,4,4,5,5,5-nonafluoropent-2-ene Chemical compound FC(F)C(F)=C(F)C(F)(F)C(F)(F)F CCHWGPNQONFKSV-UHFFFAOYSA-N 0.000 description 1
- PJJZTZMNFKVNPA-UHFFFAOYSA-N 1,1,2,3,4,4-hexafluorobut-1-ene Chemical compound FC(F)C(F)C(F)=C(F)F PJJZTZMNFKVNPA-UHFFFAOYSA-N 0.000 description 1
- PNVHHLZXQBHKNX-UHFFFAOYSA-N 1,1,2,3,4-pentafluorobut-2-ene Chemical compound FCC(F)=C(F)C(F)F PNVHHLZXQBHKNX-UHFFFAOYSA-N 0.000 description 1
- PGJHURKAWUJHLJ-UHFFFAOYSA-N 1,1,2,3-tetrafluoroprop-1-ene Chemical compound FCC(F)=C(F)F PGJHURKAWUJHLJ-UHFFFAOYSA-N 0.000 description 1
- HSHAILBKIPODRY-UHFFFAOYSA-N 1,1,2,4,4,4-hexafluoro-3-(trifluoromethyl)but-1-ene Chemical compound FC(F)=C(F)C(C(F)(F)F)C(F)(F)F HSHAILBKIPODRY-UHFFFAOYSA-N 0.000 description 1
- LNGDLROYEAUMEQ-UHFFFAOYSA-N 1,1,2-trifluoroprop-1-ene Chemical compound CC(F)=C(F)F LNGDLROYEAUMEQ-UHFFFAOYSA-N 0.000 description 1
- NRWXKFNYCVGVGP-UHFFFAOYSA-N 1,1,3,3,4,4,5,5,5-nonafluoropent-1-ene Chemical compound FC(F)=CC(F)(F)C(F)(F)C(F)(F)F NRWXKFNYCVGVGP-UHFFFAOYSA-N 0.000 description 1
- DWXWTYCYFOGGPY-UHFFFAOYSA-N 1,1,3,3,5,5,5-heptafluoropent-1-ene Chemical compound FC(F)=CC(F)(F)CC(F)(F)F DWXWTYCYFOGGPY-UHFFFAOYSA-N 0.000 description 1
- UDLSJLBLIOSNHV-UHFFFAOYSA-N 1,1,3,4,4,4-hexafluoro-3-(trifluoromethyl)but-1-ene Chemical compound FC(F)=CC(F)(C(F)(F)F)C(F)(F)F UDLSJLBLIOSNHV-UHFFFAOYSA-N 0.000 description 1
- HQKGXDFRQODSDD-UHFFFAOYSA-N 1,1,4,4,4-pentafluoro-3-(trifluoromethyl)but-1-ene Chemical compound FC(F)=CC(C(F)(F)F)C(F)(F)F HQKGXDFRQODSDD-UHFFFAOYSA-N 0.000 description 1
- NPNPZTNLOVBDOC-UHFFFAOYSA-N 1,1-difluoroethane Chemical compound CC(F)F NPNPZTNLOVBDOC-UHFFFAOYSA-N 0.000 description 1
- PVYYRPAHXQUHAW-UHFFFAOYSA-N 1,2,3,3,4,4,4-heptafluorobut-1-ene Chemical compound FC=C(F)C(F)(F)C(F)(F)F PVYYRPAHXQUHAW-UHFFFAOYSA-N 0.000 description 1
- YAQXNCHHASYLCA-UHFFFAOYSA-N 1,2,3,3,4,4,5,5,5-nonafluoropent-1-ene Chemical compound FC=C(F)C(F)(F)C(F)(F)C(F)(F)F YAQXNCHHASYLCA-UHFFFAOYSA-N 0.000 description 1
- OUXZWOASPZPWJQ-UHFFFAOYSA-N 1,2,3,3,4,4,5,5-octafluoropent-1-ene Chemical compound FC=C(F)C(F)(F)C(F)(F)C(F)F OUXZWOASPZPWJQ-UHFFFAOYSA-N 0.000 description 1
- VKFXJVHONSHNHI-UHFFFAOYSA-N 1,2,3,3,4-pentafluorobut-1-ene Chemical compound FCC(F)(F)C(F)=CF VKFXJVHONSHNHI-UHFFFAOYSA-N 0.000 description 1
- DQXNKOLPOICZKZ-UHFFFAOYSA-N 1,2,3,4,4,4-hexafluoro-3-(trifluoromethyl)but-1-ene Chemical compound FC=C(F)C(F)(C(F)(F)F)C(F)(F)F DQXNKOLPOICZKZ-UHFFFAOYSA-N 0.000 description 1
- ZEDVIYBBMGBWDN-UHFFFAOYSA-N 1,2,3,4,4,4-hexafluorobut-1-ene Chemical compound FC=C(F)C(F)C(F)(F)F ZEDVIYBBMGBWDN-UHFFFAOYSA-N 0.000 description 1
- KMOUUZVZFBCRAM-UHFFFAOYSA-N 1,2,3,6-tetrahydrophthalic anhydride Chemical compound C1C=CCC2C(=O)OC(=O)C21 KMOUUZVZFBCRAM-UHFFFAOYSA-N 0.000 description 1
- TXHNVFGQJAAUNB-UHFFFAOYSA-N 1,2,3-trifluoroprop-1-ene Chemical compound FCC(F)=CF TXHNVFGQJAAUNB-UHFFFAOYSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- LYSWMVUQFULFQU-UHFFFAOYSA-N 1,3,3,4,4,4-hexafluorobut-1-ene Chemical compound FC=CC(F)(F)C(F)(F)F LYSWMVUQFULFQU-UHFFFAOYSA-N 0.000 description 1
- SKQJYUPAFGVYKS-UHFFFAOYSA-N 1,3,4,4,4-pentafluoro-3-(trifluoromethyl)but-1-ene Chemical compound FC=CC(F)(C(F)(F)F)C(F)(F)F SKQJYUPAFGVYKS-UHFFFAOYSA-N 0.000 description 1
- FHKSBNVLMZMYCI-UHFFFAOYSA-N 1,4,4,4-tetrafluoro-3-(trifluoromethyl)but-1-ene Chemical compound FC=CC(C(F)(F)F)C(F)(F)F FHKSBNVLMZMYCI-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- FVPSNVVHINDDKH-UHFFFAOYSA-N 1-bromo-1,3,3,3-tetrafluoroprop-1-ene Chemical compound FC(Br)=CC(F)(F)F FVPSNVVHINDDKH-UHFFFAOYSA-N 0.000 description 1
- YPKJLUMZCXWKMY-UHFFFAOYSA-N 1-bromo-3,3,3-trifluoro-2-(trifluoromethyl)prop-1-ene Chemical compound FC(F)(F)C(=CBr)C(F)(F)F YPKJLUMZCXWKMY-UHFFFAOYSA-N 0.000 description 1
- GCAHVBRJLBKRSZ-UHFFFAOYSA-N 1-bromo-3,3,4,4,4-pentafluorobut-1-ene Chemical compound FC(F)(F)C(F)(F)C=CBr GCAHVBRJLBKRSZ-UHFFFAOYSA-N 0.000 description 1
- IUXHPSPHPKXTPA-UHFFFAOYSA-N 1-bromobut-1-ene Chemical compound CCC=CBr IUXHPSPHPKXTPA-UHFFFAOYSA-N 0.000 description 1
- BHNZEZWIUMJCGF-UHFFFAOYSA-N 1-chloro-1,1-difluoroethane Chemical compound CC(F)(F)Cl BHNZEZWIUMJCGF-UHFFFAOYSA-N 0.000 description 1
- VLDPXPPHXDGHEW-UHFFFAOYSA-N 1-chloro-2-dichlorophosphoryloxybenzene Chemical compound ClC1=CC=CC=C1OP(Cl)(Cl)=O VLDPXPPHXDGHEW-UHFFFAOYSA-N 0.000 description 1
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-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
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- FAOACLKUNWKVPH-UHFFFAOYSA-N 2,3,3,4,4,4-hexafluorobut-1-ene Chemical compound FC(=C)C(F)(F)C(F)(F)F FAOACLKUNWKVPH-UHFFFAOYSA-N 0.000 description 1
- ZTRDINUYDYRXAA-UHFFFAOYSA-N 2,3,3,4,4,5,5,5-octafluoropent-1-ene Chemical compound FC(=C)C(F)(F)C(F)(F)C(F)(F)F ZTRDINUYDYRXAA-UHFFFAOYSA-N 0.000 description 1
- ZHKVUSSHABANQG-UHFFFAOYSA-N 2,3,3,4,4,5,5-heptafluoropent-1-ene Chemical compound FC(F)C(F)(F)C(F)(F)C(F)=C ZHKVUSSHABANQG-UHFFFAOYSA-N 0.000 description 1
- WMNDUXWIOZPSJD-UHFFFAOYSA-N 2,3,3,4,4-pentafluorobut-1-ene Chemical compound FC(F)C(F)(F)C(F)=C WMNDUXWIOZPSJD-UHFFFAOYSA-N 0.000 description 1
- RDIZQSPNUCXZQY-UHFFFAOYSA-N 2,3,3,5,5,5-hexafluoro-4-(trifluoromethyl)pent-1-ene Chemical compound FC(=C)C(F)(F)C(C(F)(F)F)C(F)(F)F RDIZQSPNUCXZQY-UHFFFAOYSA-N 0.000 description 1
- JMRIJKGIVGYIAD-UHFFFAOYSA-N 2,3,3-trifluoroprop-1-ene Chemical compound FC(F)C(F)=C JMRIJKGIVGYIAD-UHFFFAOYSA-N 0.000 description 1
- NHGSUDHIUKAWHN-UHFFFAOYSA-N 2,4,4,4-tetrafluoro-3-(trifluoromethyl)but-1-ene Chemical compound FC(=C)C(C(F)(F)F)C(F)(F)F NHGSUDHIUKAWHN-UHFFFAOYSA-N 0.000 description 1
- CIYLUDRFTCNWSX-UHFFFAOYSA-N 2-(bromomethyl)-1,1,3,3,3-pentafluoroprop-1-ene Chemical compound FC(F)=C(CBr)C(F)(F)F CIYLUDRFTCNWSX-UHFFFAOYSA-N 0.000 description 1
- MMZARORJGNLKAW-UHFFFAOYSA-N 2-(difluoromethyl)-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)C(=C)C(F)(F)F MMZARORJGNLKAW-UHFFFAOYSA-N 0.000 description 1
- IYOLYUNUVFIFIE-UHFFFAOYSA-N 2-(difluoromethyl)-3,3-difluoroprop-1-ene Chemical compound FC(F)C(=C)C(F)F IYOLYUNUVFIFIE-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- MLVGEIZMIFSKRK-UHFFFAOYSA-N 2-bromo-1,1,1,3,4,4,4-heptafluorobut-2-ene Chemical compound FC(F)(F)C(F)=C(Br)C(F)(F)F MLVGEIZMIFSKRK-UHFFFAOYSA-N 0.000 description 1
- UBVPDGAKNZNBQX-UHFFFAOYSA-N 2-bromo-1,1,1-trifluorobut-2-ene Chemical compound CC=C(Br)C(F)(F)F UBVPDGAKNZNBQX-UHFFFAOYSA-N 0.000 description 1
- CPBVEQZEIHBLOJ-UHFFFAOYSA-N 2-bromo-1,1,3,4,4,5,5,5-octafluoropent-1-ene Chemical compound FC(F)=C(Br)C(F)C(F)(F)C(F)(F)F CPBVEQZEIHBLOJ-UHFFFAOYSA-N 0.000 description 1
- AAYAPGNGKQASNS-UHFFFAOYSA-N 2-bromo-3,3,4,4,4-pentafluorobut-1-ene Chemical compound FC(F)(F)C(F)(F)C(Br)=C AAYAPGNGKQASNS-UHFFFAOYSA-N 0.000 description 1
- XKBHBVFIWWDGQX-UHFFFAOYSA-N 2-bromo-3,3,4,4,5,5,5-heptafluoropent-1-ene Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(Br)=C XKBHBVFIWWDGQX-UHFFFAOYSA-N 0.000 description 1
- KSQRGPQLCIXCCL-UHFFFAOYSA-N 2-bromo-3,3,4,4,5,5,6,6,6-nonafluorohex-1-ene Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(Br)=C KSQRGPQLCIXCCL-UHFFFAOYSA-N 0.000 description 1
- JWUJQDFVADABEY-UHFFFAOYSA-N 2-methyltetrahydrofuran Chemical compound CC1CCCO1 JWUJQDFVADABEY-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- NTJPBRSQUATARU-UHFFFAOYSA-N 3,3,4,4,4-pentafluoro-2-(trifluoromethyl)but-1-ene Chemical compound FC(F)(F)C(=C)C(F)(F)C(F)(F)F NTJPBRSQUATARU-UHFFFAOYSA-N 0.000 description 1
- IZHPSCJEIFFRLN-UHFFFAOYSA-N 3,3,4,4,4-pentafluorobut-1-ene Chemical compound FC(F)(F)C(F)(F)C=C IZHPSCJEIFFRLN-UHFFFAOYSA-N 0.000 description 1
- JPMHUDBOKDBBLG-UHFFFAOYSA-N 3,3,4,4,4-pentafluorobutan-1-ol Chemical compound OCCC(F)(F)C(F)(F)F JPMHUDBOKDBBLG-UHFFFAOYSA-N 0.000 description 1
- BFXXIYDHWYGSGO-UHFFFAOYSA-N 3,3,4,4,5,5,5-heptafluoro-2-methylpent-1-ene Chemical compound CC(=C)C(F)(F)C(F)(F)C(F)(F)F BFXXIYDHWYGSGO-UHFFFAOYSA-N 0.000 description 1
- LQAPOTKKMIZDGP-UHFFFAOYSA-N 3,3,4,4,5,5,5-heptafluoropent-1-ene Chemical compound FC(F)(F)C(F)(F)C(F)(F)C=C LQAPOTKKMIZDGP-UHFFFAOYSA-N 0.000 description 1
- BNLLWAALHYCOQM-UHFFFAOYSA-N 3,3,4,4-tetrafluorobut-1-ene Chemical compound FC(F)C(F)(F)C=C BNLLWAALHYCOQM-UHFFFAOYSA-N 0.000 description 1
- RBMOVUILDUBRGH-UHFFFAOYSA-N 3,3,4,5,5,5-hexafluoropent-1-ene Chemical compound FC(F)(F)C(F)C(F)(F)C=C RBMOVUILDUBRGH-UHFFFAOYSA-N 0.000 description 1
- YOIHZDOLVJDWDY-UHFFFAOYSA-N 3,4,4,4-tetrafluoro-3-(trifluoromethyl)but-1-ene Chemical compound FC(F)(F)C(F)(C=C)C(F)(F)F YOIHZDOLVJDWDY-UHFFFAOYSA-N 0.000 description 1
- YCJCPOBHORUPPD-UHFFFAOYSA-N 3,4,4,5,5,5-hexafluoropent-2-ene Chemical compound CC=C(F)C(F)(F)C(F)(F)F YCJCPOBHORUPPD-UHFFFAOYSA-N 0.000 description 1
- SCFVSGJMZBDUNL-UHFFFAOYSA-N 3,4,4,5,5,6,6,6-octafluorohex-2-ene Chemical compound CC=C(F)C(F)(F)C(F)(F)C(F)(F)F SCFVSGJMZBDUNL-UHFFFAOYSA-N 0.000 description 1
- 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 1
- IBGFSKRUKBMHBS-UHFFFAOYSA-N 3-bromo-1,1,1,2,4,4,5,5,5-nonafluoropent-2-ene Chemical compound FC(F)(F)C(F)=C(Br)C(F)(F)C(F)(F)F IBGFSKRUKBMHBS-UHFFFAOYSA-N 0.000 description 1
- LWZHLGVBJNOFFQ-UHFFFAOYSA-N 3-bromo-1,1,1-trifluorobut-2-ene Chemical compound CC(Br)=CC(F)(F)F LWZHLGVBJNOFFQ-UHFFFAOYSA-N 0.000 description 1
- RGWJVJCWNDHBGF-UHFFFAOYSA-N 3-bromo-1,1,2-trifluoroprop-1-ene Chemical compound FC(F)=C(F)CBr RGWJVJCWNDHBGF-UHFFFAOYSA-N 0.000 description 1
- 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 1
- FOHSROKXSQGKQE-UHFFFAOYSA-N 3-bromo-1,3,3-trifluoroprop-1-ene Chemical compound FC=CC(F)(F)Br FOHSROKXSQGKQE-UHFFFAOYSA-N 0.000 description 1
- UAYAVBNECAFJNM-UHFFFAOYSA-N 3-bromo-3,4,4,4-tetrafluorobut-1-ene Chemical compound FC(F)(F)C(F)(Br)C=C UAYAVBNECAFJNM-UHFFFAOYSA-N 0.000 description 1
- YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 description 1
- JIZADPXDLBDMAY-UHFFFAOYSA-N 4,4,4-trifluoro-2-(trifluoromethyl)but-1-ene Chemical compound FC(F)(F)CC(=C)C(F)(F)F JIZADPXDLBDMAY-UHFFFAOYSA-N 0.000 description 1
- OMHQNXCLPDUMDM-UHFFFAOYSA-N 4,4,4-trifluoro-3,3-bis(trifluoromethyl)but-1-ene Chemical compound FC(F)(F)C(C=C)(C(F)(F)F)C(F)(F)F OMHQNXCLPDUMDM-UHFFFAOYSA-N 0.000 description 1
- FVUGYACZNWKBNI-UHFFFAOYSA-N 4,4,4-trifluoro-3-(trifluoromethyl)but-1-ene Chemical compound FC(F)(F)C(C=C)C(F)(F)F FVUGYACZNWKBNI-UHFFFAOYSA-N 0.000 description 1
- QUBWAWBAEZVWFL-UHFFFAOYSA-N 4,4,5,5,5-pentafluoro-2-(trifluoromethyl)pent-1-ene Chemical compound FC(F)(F)C(=C)CC(F)(F)C(F)(F)F QUBWAWBAEZVWFL-UHFFFAOYSA-N 0.000 description 1
- VJOOWZFVJAJKPV-UHFFFAOYSA-N 4,4,5,5,6,6,6-heptafluorohex-1-ene Chemical compound FC(F)(F)C(F)(F)C(F)(F)CC=C VJOOWZFVJAJKPV-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
- JDYBUVCPONVYOP-UHFFFAOYSA-N 5-bromo-1,1,3,3,5,5-hexafluoropent-1-ene Chemical compound FC(F)=CC(F)(F)CC(F)(F)Br JDYBUVCPONVYOP-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 101100041595 Arabidopsis thaliana IREG3 gene Proteins 0.000 description 1
- 229910000881 Cu alloy Inorganic materials 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- 239000005696 Diammonium phosphate Substances 0.000 description 1
- 239000004338 Dichlorodifluoromethane Substances 0.000 description 1
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-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
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 229910000990 Ni alloy Inorganic materials 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 102220616544 Protein CREG1_F34E_mutation Human genes 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 239000011354 acetal resin Substances 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- BTGRAWJCKBQKAO-UHFFFAOYSA-N adiponitrile Chemical compound N#CCCCCC#N BTGRAWJCKBQKAO-UHFFFAOYSA-N 0.000 description 1
- 238000013019 agitation Methods 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
- 229910000287 alkaline earth metal oxide 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
- RREGISFBPQOLTM-UHFFFAOYSA-N alumane;trihydrate Chemical class O.O.O.[AlH3] RREGISFBPQOLTM-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000001414 amino alcohols Chemical class 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- 229910000410 antimony oxide Inorganic materials 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 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
- 230000033228 biological regulation Effects 0.000 description 1
- 230000031709 bromination Effects 0.000 description 1
- 238000005893 bromination reaction Methods 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 238000009435 building construction Methods 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 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
- 239000000378 calcium silicate Substances 0.000 description 1
- 229910052918 calcium silicate Inorganic materials 0.000 description 1
- OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 235000011089 carbon dioxide Nutrition 0.000 description 1
- 230000010261 cell growth Effects 0.000 description 1
- 230000001413 cellular effect Effects 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000000788 chromium alloy Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 239000013068 control sample Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- YOCUPQPZWBBYIX-UHFFFAOYSA-N copper nickel Chemical compound [Ni].[Cu] YOCUPQPZWBBYIX-UHFFFAOYSA-N 0.000 description 1
- 150000003983 crown ethers Chemical class 0.000 description 1
- MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 description 1
- 229910000388 diammonium phosphate Inorganic materials 0.000 description 1
- 235000019838 diammonium phosphate Nutrition 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 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
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 239000004795 extruded polystyrene foam Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- VANNPISTIUFMLH-UHFFFAOYSA-N glutaric anhydride Chemical compound O=C1CCCC(=O)O1 VANNPISTIUFMLH-UHFFFAOYSA-N 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 239000005431 greenhouse gas Substances 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 235000015220 hamburgers Nutrition 0.000 description 1
- 238000013038 hand mixing Methods 0.000 description 1
- 125000006341 heptafluoro n-propyl group Chemical group FC(F)(F)C(F)(F)C(F)(F)* 0.000 description 1
- MUTGBJKUEZFXGO-UHFFFAOYSA-N hexahydrophthalic anhydride Chemical compound C1CCCC2C(=O)OC(=O)C21 MUTGBJKUEZFXGO-UHFFFAOYSA-N 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 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
- 229910001026 inconel Inorganic materials 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 229920001684 low density polyethylene Polymers 0.000 description 1
- 239000004702 low-density polyethylene Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 229910052919 magnesium silicate Inorganic materials 0.000 description 1
- 235000019792 magnesium silicate Nutrition 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 235000013372 meat Nutrition 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 1
- XKBGEWXEAPTVCK-UHFFFAOYSA-M methyltrioctylammonium chloride Chemical compound [Cl-].CCCCCCCC[N+](C)(CCCCCCCC)CCCCCCCC XKBGEWXEAPTVCK-UHFFFAOYSA-M 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012544 monitoring process Methods 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
- YCBSHDKATAPNIA-UHFFFAOYSA-N non-3-ene Chemical compound CCCCCC=CCC YCBSHDKATAPNIA-UHFFFAOYSA-N 0.000 description 1
- 125000006344 nonafluoro n-butyl group Chemical group FC(F)(F)C(F)(F)C(F)(F)C(F)(F)* 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 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
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical class [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 1
- 239000005022 packaging material Substances 0.000 description 1
- UXPOJVLZTPGWFX-UHFFFAOYSA-N pentafluoroethyl iodide Chemical compound FC(F)(F)C(F)(F)I UXPOJVLZTPGWFX-UHFFFAOYSA-N 0.000 description 1
- UKODFQOELJFMII-UHFFFAOYSA-N pentamethyldiethylenetriamine Chemical compound CN(C)CCN(C)CCN(C)C UKODFQOELJFMII-UHFFFAOYSA-N 0.000 description 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 1
- 239000012466 permeate Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- IPNPIHIZVLFAFP-UHFFFAOYSA-N phosphorus tribromide Chemical compound BrP(Br)Br IPNPIHIZVLFAFP-UHFFFAOYSA-N 0.000 description 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N phthalic anhydride Chemical compound C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000003495 polar organic solvent Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920006149 polyester-amide block copolymer Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920006295 polythiol Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Chemical class 0.000 description 1
- 229920000915 polyvinyl chloride Chemical class 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000000526 short-path distillation Methods 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- ODZPKZBBUMBTMG-UHFFFAOYSA-N sodium amide Chemical compound [NH2-].[Na+] ODZPKZBBUMBTMG-UHFFFAOYSA-N 0.000 description 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- 229940001584 sodium metabisulfite Drugs 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 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
- 159000000000 sodium salts Chemical class 0.000 description 1
- CLJTZNIHUYFUMR-UHFFFAOYSA-M sodium;hydrogen carbonate;2-hydroxypropane-1,2,3-tricarboxylic acid Chemical compound [Na+].OC([O-])=O.OC(=O)CC(O)(C(O)=O)CC(O)=O CLJTZNIHUYFUMR-UHFFFAOYSA-M 0.000 description 1
- HUAUNKAZQWMVFY-UHFFFAOYSA-M sodium;oxocalcium;hydroxide Chemical compound [OH-].[Na+].[Ca]=O HUAUNKAZQWMVFY-UHFFFAOYSA-M 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 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
- 239000002937 thermal insulation foam Substances 0.000 description 1
- 239000006269 thermoset foam Substances 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- DHNUXDYAOVSGII-UHFFFAOYSA-N tris(1,3-dichloropropyl) phosphate Chemical compound ClCCC(Cl)OP(=O)(OC(Cl)CCCl)OC(Cl)CCCl DHNUXDYAOVSGII-UHFFFAOYSA-N 0.000 description 1
- GTRSAMFYSUBAGN-UHFFFAOYSA-N tris(2-chloropropyl) phosphate Chemical compound CC(Cl)COP(=O)(OCC(C)Cl)OCC(C)Cl GTRSAMFYSUBAGN-UHFFFAOYSA-N 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
- C08J9/12—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent
- C08J9/14—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent organic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
- C08J9/12—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent
- C08J9/14—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent organic
- C08J9/143—Halogen containing compounds
- C08J9/144—Halogen containing compounds containing carbon, halogen and hydrogen only
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
- C08J9/12—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent
- C08J9/14—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent organic
- C08J9/143—Halogen containing compounds
- C08J9/144—Halogen containing compounds containing carbon, halogen and hydrogen only
- C08J9/146—Halogen containing compounds containing carbon, halogen and hydrogen only only fluorine as halogen atoms
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/22—After-treatment of expandable particles; Forming foamed products
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2101/00—Manufacture of cellular products
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2375/00—Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
- C08J2375/04—Polyurethanes
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
- Polyurethanes Or Polyureas (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA2840435A CA2840435A1 (en) | 2005-11-01 | 2006-11-01 | Methods for making foams using blowing agents comprising unsaturated fluorocarbons |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US73209005P | 2005-11-01 | 2005-11-01 | |
| US60/732,090 | 2005-11-01 | ||
| PCT/US2006/042635 WO2007053674A2 (en) | 2005-11-01 | 2006-11-01 | Methods for making foams using blowing agents comprising unsaturated fluorocarbons |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2840435A Division CA2840435A1 (en) | 2005-11-01 | 2006-11-01 | Methods for making foams using blowing agents comprising unsaturated fluorocarbons |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2627047A1 CA2627047A1 (en) | 2007-05-10 |
| CA2627047C true CA2627047C (en) | 2014-07-29 |
Family
ID=37872233
Family Applications (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2627047A Active CA2627047C (en) | 2005-11-01 | 2006-11-01 | Methods for making foams using blowing agents comprising unsaturated fluorocarbons |
| CA2840435A Abandoned CA2840435A1 (en) | 2005-11-01 | 2006-11-01 | Methods for making foams using blowing agents comprising unsaturated fluorocarbons |
| CA2855233A Abandoned CA2855233A1 (en) | 2005-11-01 | 2006-11-01 | Blowing agents for forming foam comprising unsaturated fluorocarbons |
| CA2625118A Active CA2625118C (en) | 2005-11-01 | 2006-11-01 | Blowing agents for forming foam comprising unsaturated fluorocarbons |
| CA002625365A Abandoned CA2625365A1 (en) | 2005-11-01 | 2006-11-01 | Blowing agents for forming foam comprising unsaturated fluorocarbons |
Family Applications After (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2840435A Abandoned CA2840435A1 (en) | 2005-11-01 | 2006-11-01 | Methods for making foams using blowing agents comprising unsaturated fluorocarbons |
| CA2855233A Abandoned CA2855233A1 (en) | 2005-11-01 | 2006-11-01 | Blowing agents for forming foam comprising unsaturated fluorocarbons |
| CA2625118A Active CA2625118C (en) | 2005-11-01 | 2006-11-01 | Blowing agents for forming foam comprising unsaturated fluorocarbons |
| CA002625365A Abandoned CA2625365A1 (en) | 2005-11-01 | 2006-11-01 | Blowing agents for forming foam comprising unsaturated fluorocarbons |
Country Status (10)
| Country | Link |
|---|---|
| EP (5) | EP1943299A2 (enExample) |
| JP (6) | JP5705409B2 (enExample) |
| KR (8) | KR20080074921A (enExample) |
| CN (5) | CN101300296B (enExample) |
| AR (3) | AR058828A1 (enExample) |
| AU (3) | AU2006308695B2 (enExample) |
| BR (2) | BRPI0619714A2 (enExample) |
| CA (5) | CA2627047C (enExample) |
| SG (3) | SG166808A1 (enExample) |
| WO (3) | WO2007053675A2 (enExample) |
Families Citing this family (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2008541238A (ja) | 2005-05-05 | 2008-11-20 | アーキペラゴ ホールディングス インコーポレイテッド | 値段が付けられていない注文のオークション及び転送 |
| US20110152392A1 (en) * | 2009-12-17 | 2011-06-23 | Honeywell International Inc. | Catalysts For Polyurethane Foam Polyol Premixes Containing Halogenated Olefin Blowing Agents |
| US9695267B2 (en) * | 2009-08-11 | 2017-07-04 | Honeywell International Inc. | Foams and foamable compositions containing halogenated olefin blowing agents |
| US7981312B2 (en) | 2006-10-31 | 2011-07-19 | E. I. Du Pont De Nemours And Company | Processes for producing and compositions comprising 2,3,3,3-tetrafluoropropene and/or 1,2,3,3-tetrafluoropropene |
| EP2170980B1 (en) * | 2007-07-20 | 2013-08-21 | E. I. du Pont de Nemours and Company | Compositions and use of cis-1,1,1,4,4,4-hexafluoro-2-butene foam-forming composition in the preparation of polyisocyanate-based foams |
| US9550854B2 (en) * | 2007-10-12 | 2017-01-24 | Honeywell International Inc. | Amine catalysts for polyurethane foams |
| WO2009073487A1 (en) * | 2007-11-29 | 2009-06-11 | E. I. Du Pont De Nemours And Company | Compositions and use of cis-1,1,1,4,4,4-hexafluoro-2-butene foam-forming composition in the preparation of polyisocyanate-based foams |
| AU2009259965B2 (en) * | 2008-06-20 | 2015-08-27 | E. I. Du Pont De Nemours And Company | Azeotropic and azeotrope-like compositions of Z-1,1,1,4,4,4-hexafluoro-2-butene |
| CN102341444A (zh) | 2009-03-06 | 2012-02-01 | 苏威氟有限公司 | 不饱和氢氟烃的用途 |
| DE102009028061A1 (de) | 2009-07-29 | 2011-02-10 | Evonik Goldschmidt Gmbh | Verfahren zur Herstellung von Polyurethanschaum |
| WO2012105657A1 (ja) * | 2011-02-02 | 2012-08-09 | 旭硝子株式会社 | 硬質発泡合成樹脂の製造方法 |
| CN106750482A (zh) | 2011-03-11 | 2017-05-31 | 阿科玛股份有限公司 | 包含卤代烯烃发泡剂的聚氨酯多元醇共混物的改善的稳定性 |
| US9896558B2 (en) | 2011-08-01 | 2018-02-20 | Basf Se | HFO/water-blown rigid foam systems |
| DK2739676T4 (da) | 2011-08-01 | 2024-11-11 | Basf Se | Hfo/vanddrevne systemer af hårdt skum |
| US10308783B2 (en) | 2012-09-24 | 2019-06-04 | Arkema Inc. | Stability of polyurethane polyol blends containing halogenated olefin blowing agent |
| JP2016516106A (ja) * | 2013-03-06 | 2016-06-02 | ハネウェル・インターナショナル・インコーポレーテッド | １，１，１，４，４，４−ヘキサフルオロ−２−ブテンを含む保存安定性発泡性組成物 |
| WO2015111670A1 (ja) | 2014-01-24 | 2015-07-30 | 旭化成建材株式会社 | フェノール樹脂発泡体及びその製造方法 |
| FI3212901T3 (fi) * | 2014-10-30 | 2024-05-24 | Chemours Co Fc Llc | (2e)-1,1,1,4,5,5,5-heptafluori-4-(trifluorimetyyli)pent-2-eenin käyttö tehosykleissä |
| KR20170011717A (ko) | 2015-07-24 | 2017-02-02 | 대산안전산업 주식회사 | 유리강으로 제작된 울타리 |
| PL3452537T3 (pl) * | 2016-05-06 | 2025-01-13 | The Chemours Company Fc, Llc | Spienianie polimeru styrenowego |
| US20190218358A1 (en) * | 2016-05-06 | 2019-07-18 | The Chemours Company Fc, Llc | Z-HFO-1336mzz BLOWING AGENT FOR FOAMING THERMOPLASTIC POLYMER COMPRISING POLYSTYRENE |
| US10131758B2 (en) * | 2016-07-25 | 2018-11-20 | Accella Polyurethane Systems, Llc | Polyurethane foam-forming compositions, methods of making low density foams using such compositions, and foams formed therefrom |
| KR102101293B1 (ko) | 2017-02-28 | 2020-04-17 | (주)엘지하우시스 | 폴리올레핀계 수지 조성물과 이를 이용하여 제조된 압출 발포체 |
| JP7241698B2 (ja) * | 2017-05-10 | 2023-03-17 | ザ ケマーズ カンパニー エフシー リミテッド ライアビリティ カンパニー | ポリスチレンを含む熱可塑性ポリマーを発泡させるためのＺ－ＨＦＯ－１３３６ｍｚｚ発泡剤配合物 |
| CA3077388C (en) * | 2017-10-10 | 2024-04-09 | The Chemours Company Fc, Llc | Process for the manufacture of thermoplastic foam containing hfo-1336mzz(z) and hfo-1336mzz(e) |
| JP7129324B2 (ja) * | 2017-12-15 | 2022-09-01 | 株式会社イノアックコーポレーション | ポリウレタンフォームの製造方法 |
| CN112004651A (zh) * | 2018-04-26 | 2020-11-27 | 3M创新有限公司 | 氟砜 |
| US11732081B2 (en) | 2021-06-08 | 2023-08-22 | Covestro Llc | HCFO-containing isocyanate-reactive compositions, related foam-forming compositions and flame retardant PUR-PIR foams |
| US11905707B2 (en) | 2021-06-29 | 2024-02-20 | Covestro Llc | Foam wall structures and methods for their manufacture |
| US12098545B2 (en) | 2021-06-29 | 2024-09-24 | Covestro Llc | HFO-containing isocyanate-reactive compositions, related polyurethane foam-forming compositions, and spray-applied polyurethane foams |
| US11767394B2 (en) | 2021-12-09 | 2023-09-26 | Covestro Llc | HCFO-containing polyurethane foam-forming compositions, related foams and methods for their production |
| US11767407B1 (en) | 2022-04-21 | 2023-09-26 | Covestro Llc | HCFO-containing polyurethane foam-forming compositions, related foams and methods for their production |
| US11827735B1 (en) | 2022-09-01 | 2023-11-28 | Covestro Llc | HFO-containing isocyanate-reactive compositions, related foam-forming compositions and flame retardant PUR-PIR foams |
Family Cites Families (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL179914C (nl) * | 1975-11-04 | 1986-12-01 | Dow Chemical Co | Werkwijze voor het door extrusie vervaardigen van een schuimvoorwerp uit een thermoplastische alkenyl-aromatische kunsthars. |
| GB8516826D0 (en) | 1985-07-03 | 1985-08-07 | Dow Chemical Nederland | Precursor compositions of nitrogen-containing polyols |
| US4704410A (en) | 1986-06-30 | 1987-11-03 | The Dow Chemical Company | Molded rigid polyurethane foams prepared from aminoalkylpiperazine-initiated polyols |
| US5037572A (en) * | 1990-10-03 | 1991-08-06 | E. I. Du Pont De Nemours And Company | Ternary azeotropic compositions of n-perfluorobutylethylene and trans-1,2-dichloroethylene with methanol or ethanol or isopropanol |
| US5147896A (en) * | 1991-05-20 | 1992-09-15 | E. I. Du Pont De Nemours And Company | Foam blowing agent composition and process for producing foams |
| US5268122A (en) * | 1991-08-28 | 1993-12-07 | E. I. Du Pont De Nemours And Company | Gem-dihydropolyfluoroalkanes and monohydropolyfluoroalkenes, processes for their production, and use of gem-dihydropolyfluoroalkanes in cleaning compositions |
| JPH05179043A (ja) * | 1991-11-18 | 1993-07-20 | Daikin Ind Ltd | フルオロブテンからなる発泡剤およびプラスチック発泡体の製造方法 |
| JPH05247249A (ja) * | 1991-11-27 | 1993-09-24 | Daikin Ind Ltd | 発泡剤およびプラスチック発泡体の製造方法 |
| WO1993016023A1 (fr) * | 1992-02-06 | 1993-08-19 | Daikin Industries, Ltd. | 1,1,1,2,2,5,5,5-octafluoropentane et son procede de production |
| US5332761A (en) | 1992-06-09 | 1994-07-26 | The Dow Chemical Company | Flexible bimodal foam structures |
| US5539008A (en) * | 1993-12-29 | 1996-07-23 | Minnesota Mining And Manufacturing Company | Foamable composition containing unsaturated perfluorochemical blowing agent |
| US5977271A (en) | 1994-09-02 | 1999-11-02 | The Dow Chemical Company | Process for preparing thermoset interpolymers and foams |
| WO1996037540A1 (en) * | 1995-05-23 | 1996-11-28 | Minnesota Mining And Manufacturing Company | Foamable composition containing unsaturated perfluorochemical blowing agent |
| JPH09132625A (ja) * | 1995-11-08 | 1997-05-20 | Tosoh Corp | イソシアヌレート変性ポリウレタンフォーム用触媒及びそれを用いたイソシアヌレート変性ポリウレタンフォームの製造法 |
| DE69721997T2 (de) * | 1996-07-24 | 2004-02-26 | E.I. Du Pont De Nemours And Co., Wilmington | Verwendung von treibmittelmischungen zur herstellung von schaumstoffen auf polyisocyanatbasis |
| CA2260871A1 (en) * | 1996-07-24 | 1998-01-29 | E.I. Du Pont De Nemours And Company | Closed-cell styrenic foams blown with 1,1,2,2-tetrafluoroethane |
| US6071580A (en) | 1997-06-11 | 2000-06-06 | The Dow Chemical Company | Absorbent, extruded thermoplastic foams |
| SK170899A3 (en) | 1997-06-13 | 2000-06-12 | Huntsman Ici Chemicals Llc The | Isocyanate compositions for blown polyurethane foams |
| JPH11158316A (ja) * | 1997-11-27 | 1999-06-15 | Nippon Zeon Co Ltd | 脂肪族環状ハイドロフルオロカーボン化合物含有発泡剤、発泡体用組成物および発泡体の製造方法 |
| DE59912474D1 (de) * | 1998-05-22 | 2005-09-29 | Solvay Fluor Gmbh | Treibmittelzusammensetzung zur Herstellung von geschäumten thermoplastichen Kunststoffen |
| JP2002062421A (ja) * | 2000-08-14 | 2002-02-28 | Canon Inc | 光学素子とその製造方法、液晶素子 |
| ATE307161T1 (de) | 2000-10-24 | 2005-11-15 | Dow Global Technologies Inc | Herstellungverfahren für multimodalen thermoplastischen polymerschaum |
| DE10055084A1 (de) | 2000-11-07 | 2002-06-13 | Basf Ag | Flexible, offenzellige, mikrozelluläre Polymerschäume |
| CN100465204C (zh) * | 2001-11-13 | 2009-03-04 | 大金工业株式会社 | 合成树脂发泡体的制造方法 |
| JP3774680B2 (ja) * | 2002-06-10 | 2006-05-17 | 第一工業製薬株式会社 | 硬質ポリウレタンフォームの製造方法 |
| US7279451B2 (en) * | 2002-10-25 | 2007-10-09 | Honeywell International Inc. | Compositions containing fluorine substituted olefins |
| CN106634852A (zh) * | 2002-10-25 | 2017-05-10 | 霍尼韦尔国际公司 | 含有氟取代烯烃的组合物 |
| DE602004007752T3 (de) * | 2004-01-08 | 2015-06-18 | Samsung Electronics Co., Ltd. | Verfahren zur Herstellung von Polyurethan Hartschaumstoffen |
| TWI626262B (zh) * | 2005-06-24 | 2018-06-11 | 哈尼威爾國際公司 | 發泡體及其產品 |
-
2006
- 2006-11-01 EP EP06827268A patent/EP1943299A2/en not_active Withdrawn
- 2006-11-01 KR KR1020087013070A patent/KR20080074921A/ko not_active Ceased
- 2006-11-01 BR BRPI0619714-0A patent/BRPI0619714A2/pt not_active IP Right Cessation
- 2006-11-01 AU AU2006308695A patent/AU2006308695B2/en active Active
- 2006-11-01 CN CN2006800406767A patent/CN101300296B/zh active Active
- 2006-11-01 WO PCT/US2006/042636 patent/WO2007053675A2/en not_active Ceased
- 2006-11-01 JP JP2008538993A patent/JP5705409B2/ja active Active
- 2006-11-01 BR BRPI0619653-5A patent/BRPI0619653A2/pt not_active IP Right Cessation
- 2006-11-01 KR KR1020147021500A patent/KR20140105870A/ko not_active Ceased
- 2006-11-01 SG SG201008021-6A patent/SG166808A1/en unknown
- 2006-11-01 CA CA2627047A patent/CA2627047C/en active Active
- 2006-11-01 EP EP12176143A patent/EP2511330A2/en not_active Withdrawn
- 2006-11-01 KR KR1020147013789A patent/KR101671828B1/ko active Active
- 2006-11-01 CN CN201310248707.XA patent/CN103396582B/zh not_active Expired - Fee Related
- 2006-11-01 KR KR1020157013858A patent/KR20150065922A/ko not_active Ceased
- 2006-11-01 CA CA2840435A patent/CA2840435A1/en not_active Abandoned
- 2006-11-01 AR ARP060104803A patent/AR058828A1/es not_active Application Discontinuation
- 2006-11-01 EP EP06827260A patent/EP1951794A2/en not_active Withdrawn
- 2006-11-01 EP EP06836756A patent/EP1951795A2/en not_active Withdrawn
- 2006-11-01 WO PCT/US2006/042623 patent/WO2007053670A2/en not_active Ceased
- 2006-11-01 AU AU2006308690A patent/AU2006308690A1/en not_active Abandoned
- 2006-11-01 KR KR1020087013067A patent/KR20080074920A/ko not_active Ceased
- 2006-11-01 AU AU2006308694A patent/AU2006308694A1/en not_active Abandoned
- 2006-11-01 EP EP12176140.7A patent/EP2511329A3/en not_active Withdrawn
- 2006-11-01 JP JP2008538988A patent/JP2009513812A/ja active Pending
- 2006-11-01 CN CNA2006800410940A patent/CN101316885A/zh active Pending
- 2006-11-01 SG SG201008029-9A patent/SG166810A1/en unknown
- 2006-11-01 AR ARP060104806A patent/AR058830A1/es not_active Application Discontinuation
- 2006-11-01 CN CNA2006800406131A patent/CN101356217A/zh active Pending
- 2006-11-01 KR KR1020087013068A patent/KR20080075128A/ko not_active Ceased
- 2006-11-01 CN CN201210172392.0A patent/CN102690434B/zh active Active
- 2006-11-01 KR KR1020167023601A patent/KR20160104751A/ko not_active Ceased
- 2006-11-01 CA CA2855233A patent/CA2855233A1/en not_active Abandoned
- 2006-11-01 KR KR1020137024079A patent/KR101519772B1/ko active Active
- 2006-11-01 JP JP2008538992A patent/JP5601774B2/ja active Active
- 2006-11-01 CA CA2625118A patent/CA2625118C/en active Active
- 2006-11-01 CA CA002625365A patent/CA2625365A1/en not_active Abandoned
- 2006-11-01 WO PCT/US2006/042635 patent/WO2007053674A2/en not_active Ceased
- 2006-11-01 SG SG201008034-9A patent/SG166812A1/en unknown
- 2006-11-02 AR ARP060104805A patent/AR058829A1/es not_active Application Discontinuation
-
2012
- 2012-07-04 JP JP2012150779A patent/JP6181357B2/ja active Active
-
2013
- 2013-03-26 JP JP2013064899A patent/JP5856993B2/ja active Active
- 2013-04-10 JP JP2013082234A patent/JP2013136793A/ja active Pending
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CA2627047C (en) | Methods for making foams using blowing agents comprising unsaturated fluorocarbons | |
| US8558040B2 (en) | Methods for making foams using blowing agents comprising unsaturated fluorocarbons | |
| US20070100010A1 (en) | Blowing agents for forming foam comprising unsaturated fluorocarbons | |
| AU2019203113A1 (en) | Methods for making foams using blowing agents comprising unsaturated fluorocarbons | |
| AU2013200184B2 (en) | Methods for making foams using blowing agents comprising unsaturated fluorocarbons | |
| AU2012268812A1 (en) | Blowing agents for forming foam comprising unsaturated fluorocarbons |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request |