BRPI0619703A2 - processo para produzir hidrofluoroolefina, processos para separar hidrofluoroolefina e hidrofluoroolefina - Google Patents
processo para produzir hidrofluoroolefina, processos para separar hidrofluoroolefina e hidrofluoroolefina Download PDFInfo
- Publication number
- BRPI0619703A2 BRPI0619703A2 BRPI0619703-5A BRPI0619703A BRPI0619703A2 BR PI0619703 A2 BRPI0619703 A2 BR PI0619703A2 BR PI0619703 A BRPI0619703 A BR PI0619703A BR PI0619703 A2 BRPI0619703 A2 BR PI0619703A2
- Authority
- BR
- Brazil
- Prior art keywords
- chf
- hydrofluoroolefin
- composition
- cf3ch
- hydrogen fluoride
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 85
- 230000008569 process Effects 0.000 title claims abstract description 74
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims abstract description 169
- 229910000040 hydrogen fluoride Inorganic materials 0.000 claims abstract description 166
- 239000000203 mixture Substances 0.000 claims description 293
- 238000004821 distillation Methods 0.000 claims description 99
- 229910052731 fluorine Inorganic materials 0.000 claims description 29
- 239000011737 fluorine Substances 0.000 claims description 21
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 14
- 239000001257 hydrogen Substances 0.000 claims description 11
- 229910052739 hydrogen Inorganic materials 0.000 claims description 11
- UUFQTNFCRMXOAE-UHFFFAOYSA-N 1-methylmethylene Chemical compound C[CH] UUFQTNFCRMXOAE-UHFFFAOYSA-N 0.000 claims description 9
- 101100167062 Caenorhabditis elegans chch-3 gene Proteins 0.000 claims description 9
- 125000001153 fluoro group Chemical group F* 0.000 claims description 8
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims description 7
- OSFBJERFMQCEQY-UHFFFAOYSA-N propylidene Chemical compound [CH]CC OSFBJERFMQCEQY-UHFFFAOYSA-N 0.000 claims 3
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 claims 2
- 101150065749 Churc1 gene Proteins 0.000 claims 2
- 102100038239 Protein Churchill Human genes 0.000 claims 2
- SUAMPXQALWYDBK-UHFFFAOYSA-N 1,1,1,2,2,3-hexafluoropropane Chemical compound FCC(F)(F)C(F)(F)F SUAMPXQALWYDBK-UHFFFAOYSA-N 0.000 claims 1
- FUCPNELYUCUXTJ-UHFFFAOYSA-N 1,1,1,2,2,5,5,6,6,6-decafluorohexane Chemical compound FC(F)(F)C(F)(F)CCC(F)(F)C(F)(F)F FUCPNELYUCUXTJ-UHFFFAOYSA-N 0.000 claims 1
- PFFGXVGPSGJOBV-UHFFFAOYSA-N 1,1,1,3-tetrafluoropropane Chemical compound FCCC(F)(F)F PFFGXVGPSGJOBV-UHFFFAOYSA-N 0.000 claims 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- 102100039990 Hairy/enhancer-of-split related with YRPW motif protein 2 Human genes 0.000 claims 1
- 101100170590 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) DMA1 gene Proteins 0.000 claims 1
- 101150061866 hey2 gene Proteins 0.000 claims 1
- 238000000926 separation method Methods 0.000 abstract description 22
- 238000004519 manufacturing process Methods 0.000 abstract description 16
- 238000006243 chemical reaction Methods 0.000 description 78
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 64
- 239000003054 catalyst Substances 0.000 description 64
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 43
- 229910052757 nitrogen Inorganic materials 0.000 description 33
- 238000000197 pyrolysis Methods 0.000 description 27
- 239000012071 phase Substances 0.000 description 24
- 239000000047 product Substances 0.000 description 24
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 23
- 150000001875 compounds Chemical class 0.000 description 22
- 239000007789 gas Substances 0.000 description 21
- 229910052759 nickel Inorganic materials 0.000 description 21
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 20
- 239000000463 material Substances 0.000 description 20
- 229910052751 metal Inorganic materials 0.000 description 20
- 239000002184 metal Substances 0.000 description 20
- 238000009835 boiling Methods 0.000 description 18
- 239000011261 inert gas Substances 0.000 description 18
- 229910000990 Ni alloy Inorganic materials 0.000 description 17
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 15
- 238000010533 azeotropic distillation Methods 0.000 description 15
- 229910052799 carbon Inorganic materials 0.000 description 15
- 238000010992 reflux Methods 0.000 description 15
- NSGXIBWMJZWTPY-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropane Chemical compound FC(F)(F)CC(F)(F)F NSGXIBWMJZWTPY-UHFFFAOYSA-N 0.000 description 14
- 238000000746 purification Methods 0.000 description 14
- 150000002739 metals Chemical class 0.000 description 13
- 238000004364 calculation method Methods 0.000 description 12
- 239000003153 chemical reaction reagent Substances 0.000 description 12
- 125000004122 cyclic group Chemical group 0.000 description 12
- FTBATIJJKIIOTP-UHFFFAOYSA-K trifluorochromium Chemical compound F[Cr](F)F FTBATIJJKIIOTP-UHFFFAOYSA-K 0.000 description 11
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 10
- 239000003575 carbonaceous material Substances 0.000 description 10
- 150000004820 halides Chemical class 0.000 description 10
- 229910000856 hastalloy Inorganic materials 0.000 description 10
- 239000007788 liquid Substances 0.000 description 10
- 239000002344 surface layer Substances 0.000 description 10
- 229910045601 alloy Inorganic materials 0.000 description 9
- 239000000956 alloy Substances 0.000 description 9
- 125000004432 carbon atom Chemical group C* 0.000 description 9
- 238000010438 heat treatment Methods 0.000 description 9
- MRELNEQAGSRDBK-UHFFFAOYSA-N lanthanum(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[La+3].[La+3] MRELNEQAGSRDBK-UHFFFAOYSA-N 0.000 description 9
- 239000002243 precursor Substances 0.000 description 9
- KLZUFWVZNOTSEM-UHFFFAOYSA-K Aluminum fluoride Inorganic materials F[Al](F)F KLZUFWVZNOTSEM-UHFFFAOYSA-K 0.000 description 8
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 8
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 8
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 8
- 239000011651 chromium Substances 0.000 description 8
- 229910052804 chromium Inorganic materials 0.000 description 8
- -1 heat transfer media Substances 0.000 description 8
- 229910001026 inconel Inorganic materials 0.000 description 8
- 229910052725 zinc Inorganic materials 0.000 description 8
- 239000011701 zinc Substances 0.000 description 8
- IRPGOXJVTQTAAN-UHFFFAOYSA-N 2,2,3,3,3-pentafluoropropanal Chemical compound FC(F)(F)C(F)(F)C=O IRPGOXJVTQTAAN-UHFFFAOYSA-N 0.000 description 7
- 229910021564 Chromium(III) fluoride Inorganic materials 0.000 description 7
- 230000003197 catalytic effect Effects 0.000 description 7
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical group [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 7
- 229910052737 gold Inorganic materials 0.000 description 7
- 239000010931 gold Substances 0.000 description 7
- 239000001307 helium Substances 0.000 description 7
- 229910052734 helium Inorganic materials 0.000 description 7
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 239000006227 byproduct Substances 0.000 description 6
- 239000003085 diluting agent Substances 0.000 description 6
- 229910052749 magnesium Inorganic materials 0.000 description 6
- 239000011777 magnesium Substances 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 239000007795 chemical reaction product Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 150000002222 fluorine compounds Chemical class 0.000 description 5
- 239000008187 granular material Substances 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 238000004064 recycling Methods 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 4
- XPDWGBQVDMORPB-UHFFFAOYSA-N Fluoroform Chemical compound FC(F)F XPDWGBQVDMORPB-UHFFFAOYSA-N 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- 239000000908 ammonium hydroxide Substances 0.000 description 4
- 229910052786 argon Inorganic materials 0.000 description 4
- 230000005587 bubbling Effects 0.000 description 4
- UOUJSJZBMCDAEU-UHFFFAOYSA-N chromium(3+);oxygen(2-) Chemical class [O-2].[O-2].[O-2].[Cr+3].[Cr+3] UOUJSJZBMCDAEU-UHFFFAOYSA-N 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 238000001704 evaporation Methods 0.000 description 4
- 238000004334 fluoridation Methods 0.000 description 4
- 229910052746 lanthanum Inorganic materials 0.000 description 4
- FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 description 4
- ORUIBWPALBXDOA-UHFFFAOYSA-L magnesium fluoride Chemical compound [F-].[F-].[Mg+2] ORUIBWPALBXDOA-UHFFFAOYSA-L 0.000 description 4
- 229910001635 magnesium fluoride Inorganic materials 0.000 description 4
- 239000000395 magnesium oxide Substances 0.000 description 4
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 4
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 4
- 239000011159 matrix material Substances 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 239000012808 vapor phase Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- BHHYHSUAOQUXJK-UHFFFAOYSA-L zinc fluoride Chemical compound F[Zn]F BHHYHSUAOQUXJK-UHFFFAOYSA-L 0.000 description 4
- 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
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 3
- 229910002651 NO3 Inorganic materials 0.000 description 3
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 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
- 239000000919 ceramic Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000003245 coal Substances 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 238000005260 corrosion Methods 0.000 description 3
- 230000007797 corrosion Effects 0.000 description 3
- 238000005796 dehydrofluorination reaction Methods 0.000 description 3
- 230000008020 evaporation Effects 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 229910052742 iron Inorganic materials 0.000 description 3
- 238000006386 neutralization reaction Methods 0.000 description 3
- 238000004806 packaging method and process Methods 0.000 description 3
- 239000008188 pellet Substances 0.000 description 3
- MSSNHSVIGIHOJA-UHFFFAOYSA-N pentafluoropropane Chemical compound FC(F)CC(F)(F)F MSSNHSVIGIHOJA-UHFFFAOYSA-N 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 230000002459 sustained effect Effects 0.000 description 3
- FYIRUPZTYPILDH-UHFFFAOYSA-N 1,1,1,2,3,3-hexafluoropropane Chemical compound FC(F)C(F)C(F)(F)F FYIRUPZTYPILDH-UHFFFAOYSA-N 0.000 description 2
- 229910052684 Cerium Inorganic materials 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- 229910000640 Fe alloy Inorganic materials 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 2
- 229910052779 Neodymium Inorganic materials 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- 229910052777 Praseodymium Inorganic materials 0.000 description 2
- 229910052772 Samarium Inorganic materials 0.000 description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 238000010306 acid treatment Methods 0.000 description 2
- 125000002015 acyclic group Chemical group 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 229910052792 caesium Inorganic materials 0.000 description 2
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 2
- ZMIGMASIKSOYAM-UHFFFAOYSA-N cerium Chemical compound [Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce] ZMIGMASIKSOYAM-UHFFFAOYSA-N 0.000 description 2
- 239000010941 cobalt Substances 0.000 description 2
- 229910017052 cobalt Inorganic materials 0.000 description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 2
- 238000005194 fractionation Methods 0.000 description 2
- 238000013467 fragmentation Methods 0.000 description 2
- 238000006062 fragmentation reaction Methods 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- YIXJRHPUWRPCBB-UHFFFAOYSA-N magnesium nitrate Chemical compound [Mg+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O YIXJRHPUWRPCBB-UHFFFAOYSA-N 0.000 description 2
- 150000002736 metal compounds Chemical class 0.000 description 2
- 229910001512 metal fluoride Inorganic materials 0.000 description 2
- 229910001507 metal halide Inorganic materials 0.000 description 2
- 150000005309 metal halides Chemical class 0.000 description 2
- 229910044991 metal oxide Inorganic materials 0.000 description 2
- 150000004706 metal oxides Chemical class 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- QEFYFXOXNSNQGX-UHFFFAOYSA-N neodymium atom Chemical compound [Nd] QEFYFXOXNSNQGX-UHFFFAOYSA-N 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- PUDIUYLPXJFUGB-UHFFFAOYSA-N praseodymium atom Chemical compound [Pr] PUDIUYLPXJFUGB-UHFFFAOYSA-N 0.000 description 2
- 238000010926 purge Methods 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 229910052703 rhodium Inorganic materials 0.000 description 2
- 239000010948 rhodium Substances 0.000 description 2
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 2
- 229910052701 rubidium Inorganic materials 0.000 description 2
- IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 description 2
- KZUNJOHGWZRPMI-UHFFFAOYSA-N samarium atom Chemical compound [Sm] KZUNJOHGWZRPMI-UHFFFAOYSA-N 0.000 description 2
- 238000007086 side reaction Methods 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- GCLGEJMYGQKIIW-UHFFFAOYSA-H sodium hexametaphosphate Chemical compound [Na]OP1(=O)OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])O1 GCLGEJMYGQKIIW-UHFFFAOYSA-H 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000010936 titanium Substances 0.000 description 2
- 229910052719 titanium Inorganic materials 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- BYMUNNMMXKDFEZ-UHFFFAOYSA-K trifluorolanthanum Chemical compound F[La](F)F BYMUNNMMXKDFEZ-UHFFFAOYSA-K 0.000 description 2
- 229910052727 yttrium Inorganic materials 0.000 description 2
- VWQVUPCCIRVNHF-UHFFFAOYSA-N yttrium atom Chemical compound [Y] VWQVUPCCIRVNHF-UHFFFAOYSA-N 0.000 description 2
- ONDPHDOFVYQSGI-UHFFFAOYSA-N zinc nitrate Chemical compound [Zn+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ONDPHDOFVYQSGI-UHFFFAOYSA-N 0.000 description 2
- 235000014692 zinc oxide Nutrition 0.000 description 2
- RNWHGQJWIACOKP-UHFFFAOYSA-N zinc;oxygen(2-) Chemical class [O-2].[Zn+2] RNWHGQJWIACOKP-UHFFFAOYSA-N 0.000 description 2
- BNGXYYYYKUGPPF-UHFFFAOYSA-M (3-methylphenyl)methyl-triphenylphosphanium;chloride Chemical compound [Cl-].CC1=CC=CC(C[P+](C=2C=CC=CC=2)(C=2C=CC=CC=2)C=2C=CC=CC=2)=C1 BNGXYYYYKUGPPF-UHFFFAOYSA-M 0.000 description 1
- KCEJJSGJNCSQFI-UHFFFAOYSA-N 1,1,1,2,2,3,3,4,4,5,5-undecafluoro-5-iodopentane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)I KCEJJSGJNCSQFI-UHFFFAOYSA-N 0.000 description 1
- ADXRMDFVKSPFQM-UHFFFAOYSA-N 1,1,1,2,2,3,3,4,4,5,5-undecafluoroheptane Chemical compound CCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F ADXRMDFVKSPFQM-UHFFFAOYSA-N 0.000 description 1
- RGTAYSMHPJOKJA-UHFFFAOYSA-N 1,1,1,2,3,3-hexafluoro-2-(trifluoromethyl)pentane Chemical compound CCC(F)(F)C(F)(C(F)(F)F)C(F)(F)F RGTAYSMHPJOKJA-UHFFFAOYSA-N 0.000 description 1
- MIEKRYJGACVKSH-UHFFFAOYSA-N 1,1,1,2,3,3-hexafluoro-5-iodo-2-(trifluoromethyl)pentane Chemical compound FC(F)(F)C(F)(C(F)(F)F)C(F)(F)CCI MIEKRYJGACVKSH-UHFFFAOYSA-N 0.000 description 1
- CWDGCCGUDKORJF-UHFFFAOYSA-N 1,1,1,2-tetrafluoro-2-(trifluoromethyl)pentane Chemical compound CCCC(F)(C(F)(F)F)C(F)(F)F CWDGCCGUDKORJF-UHFFFAOYSA-N 0.000 description 1
- LVGUZGTVOIAKKC-UHFFFAOYSA-N 1,1,1,2-tetrafluoroethane Chemical compound FCC(F)(F)F LVGUZGTVOIAKKC-UHFFFAOYSA-N 0.000 description 1
- NUPBXTZOBYEVIR-UHFFFAOYSA-N 1,1,2,3,3,4,4-heptafluorobut-1-ene Chemical class FC(F)C(F)(F)C(F)=C(F)F NUPBXTZOBYEVIR-UHFFFAOYSA-N 0.000 description 1
- UKWISKDJWLUQLX-UHFFFAOYSA-N 1,1,2,3,3,4,4-heptafluorohept-1-ene Chemical class CCCC(F)(F)C(F)(F)C(F)=C(F)F UKWISKDJWLUQLX-UHFFFAOYSA-N 0.000 description 1
- DEENNVPVRTYFBQ-UHFFFAOYSA-N 1,1,2,3,3,4,4-heptafluorohex-1-ene Chemical class CCC(F)(F)C(F)(F)C(F)=C(F)F DEENNVPVRTYFBQ-UHFFFAOYSA-N 0.000 description 1
- SXKNYNUXUHCUHX-UHFFFAOYSA-N 1,1,2,3,3,4-hexafluorobut-1-ene Chemical class FCC(F)(F)C(F)=C(F)F SXKNYNUXUHCUHX-UHFFFAOYSA-N 0.000 description 1
- KWMYURMDONXQJZ-UHFFFAOYSA-N 1,1,2,3,3,4-hexafluorohex-1-ene Chemical class CCC(F)C(F)(F)C(F)=C(F)F KWMYURMDONXQJZ-UHFFFAOYSA-N 0.000 description 1
- APDFKUBLUOIOPH-UHFFFAOYSA-N 1,1,2,3,3,4-hexafluoropent-1-ene Chemical class CC(F)C(F)(F)C(F)=C(F)F APDFKUBLUOIOPH-UHFFFAOYSA-N 0.000 description 1
- BMKQNFWZRVSKPM-UHFFFAOYSA-N 1,1,2,3,3-pentafluoropent-1-ene Chemical class CCC(F)(F)C(F)=C(F)F BMKQNFWZRVSKPM-UHFFFAOYSA-N 0.000 description 1
- NDMMKOCNFSTXRU-UHFFFAOYSA-N 1,1,2,3,3-pentafluoroprop-1-ene Chemical class FC(F)C(F)=C(F)F NDMMKOCNFSTXRU-UHFFFAOYSA-N 0.000 description 1
- BXUYANKWPSQOQH-UHFFFAOYSA-N 1,2,3,3,4,4,5-heptafluorocyclohexene Chemical class FC1CC(F)=C(F)C(F)(F)C1(F)F BXUYANKWPSQOQH-UHFFFAOYSA-N 0.000 description 1
- JQAHBADBSNZKFG-UHFFFAOYSA-N 1,2,3,3,4,4,5-heptafluorocyclopentene Chemical class FC1C(F)=C(F)C(F)(F)C1(F)F JQAHBADBSNZKFG-UHFFFAOYSA-N 0.000 description 1
- RJBKQYYHMLKITP-UHFFFAOYSA-N 1,2,3,3,4,4-hexafluorocyclohexene Chemical class FC1=C(F)C(F)(F)C(F)(F)CC1 RJBKQYYHMLKITP-UHFFFAOYSA-N 0.000 description 1
- CVRQSHSYBNTGBD-UHFFFAOYSA-N 1,2,3,3,4-pentafluorocyclohexene Chemical class FC1CCC(F)=C(F)C1(F)F CVRQSHSYBNTGBD-UHFFFAOYSA-N 0.000 description 1
- PFQBLBUJQMUUOH-UHFFFAOYSA-N 1,2,3,3,4-pentafluorocyclopentene Chemical class FC1CC(F)=C(F)C1(F)F PFQBLBUJQMUUOH-UHFFFAOYSA-N 0.000 description 1
- JXHWJDXZDSIHMU-UHFFFAOYSA-N 1,2,3-trifluorocyclobutene Chemical class FC1CC(F)=C1F JXHWJDXZDSIHMU-UHFFFAOYSA-N 0.000 description 1
- BVINKMFWRHQJLK-UHFFFAOYSA-N 1,2,3-trifluorocyclopropene Chemical class FC1C(F)=C1F BVINKMFWRHQJLK-UHFFFAOYSA-N 0.000 description 1
- XPIFUSSSVUOPHT-UHFFFAOYSA-N 1,2-difluorocyclopropene Chemical class FC1=C(F)C1 XPIFUSSSVUOPHT-UHFFFAOYSA-N 0.000 description 1
- QDAJZUDDMNKXFW-UHFFFAOYSA-N 1-(1,1,2,2,2-pentafluoroethyl)cyclobutene Chemical class FC(F)(F)C(F)(F)C1=CCC1 QDAJZUDDMNKXFW-UHFFFAOYSA-N 0.000 description 1
- MWSAOGLTCBXFHB-UHFFFAOYSA-N 1-(1,1,2,2,2-pentafluoroethyl)cyclopropene Chemical class FC(F)(F)C(F)(F)C1=CC1 MWSAOGLTCBXFHB-UHFFFAOYSA-N 0.000 description 1
- MVTRCAMMGXMUFY-UHFFFAOYSA-N 1-(trifluoromethyl)cyclopropene Chemical class FC(F)(F)C1=CC1 MVTRCAMMGXMUFY-UHFFFAOYSA-N 0.000 description 1
- YXIILCMWJHESKN-UHFFFAOYSA-N 2-[difluoro(iodo)methyl]-1,1,1,2,3,3,3-heptafluoropropane Chemical compound FC(F)(F)C(F)(C(F)(F)F)C(F)(F)I YXIILCMWJHESKN-UHFFFAOYSA-N 0.000 description 1
- FDMFUZHCIRHGRG-UHFFFAOYSA-N 3,3,3-trifluoroprop-1-ene Chemical class FC(F)(F)C=C FDMFUZHCIRHGRG-UHFFFAOYSA-N 0.000 description 1
- IZHPSCJEIFFRLN-UHFFFAOYSA-N 3,3,4,4,4-pentafluorobut-1-ene Chemical class FC(F)(F)C(F)(F)C=C IZHPSCJEIFFRLN-UHFFFAOYSA-N 0.000 description 1
- LQAPOTKKMIZDGP-UHFFFAOYSA-N 3,3,4,4,5,5,5-heptafluoropent-1-ene Chemical class FC(F)(F)C(F)(F)C(F)(F)C=C LQAPOTKKMIZDGP-UHFFFAOYSA-N 0.000 description 1
- FHQKLIHFKVAEEP-UHFFFAOYSA-N 3,3,4,4,5,5-hexafluorocyclopentene Chemical class FC1(F)C=CC(F)(F)C1(F)F FHQKLIHFKVAEEP-UHFFFAOYSA-N 0.000 description 1
- GEICRRKCIKMEFE-UHFFFAOYSA-N 4,5,5,5-tetrafluoro-4-(trifluoromethyl)pent-2-ene Chemical compound CC=CC(F)(C(F)(F)F)C(F)(F)F GEICRRKCIKMEFE-UHFFFAOYSA-N 0.000 description 1
- 239000004604 Blowing Agent Substances 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 229910000881 Cu alloy Inorganic materials 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- 229910021193 La 2 O 3 Inorganic materials 0.000 description 1
- 229910002319 LaF3 Inorganic materials 0.000 description 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
- 229910000792 Monel Inorganic materials 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 229910001069 Ti alloy Inorganic materials 0.000 description 1
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 1
- VFZCPZOOBHMUBZ-UHFFFAOYSA-N [Mg].FOF Chemical compound [Mg].FOF VFZCPZOOBHMUBZ-UHFFFAOYSA-N 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 150000001260 acyclic compounds Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 239000004566 building material Substances 0.000 description 1
- WUKWITHWXAAZEY-UHFFFAOYSA-L calcium difluoride Chemical compound [F-].[F-].[Ca+2] WUKWITHWXAAZEY-UHFFFAOYSA-L 0.000 description 1
- 229910001634 calcium fluoride Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 150000001845 chromium compounds Chemical class 0.000 description 1
- 229910021563 chromium fluoride Inorganic materials 0.000 description 1
- 229910000423 chromium oxide Inorganic materials 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 239000000571 coke Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 239000004035 construction material Substances 0.000 description 1
- YOCUPQPZWBBYIX-UHFFFAOYSA-N copper nickel Chemical compound [Ni].[Cu] YOCUPQPZWBBYIX-UHFFFAOYSA-N 0.000 description 1
- 230000009849 deactivation Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 230000002542 deteriorative effect Effects 0.000 description 1
- 239000003989 dielectric material Substances 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- YWEUIGNSBFLMFL-UHFFFAOYSA-N diphosphonate Chemical compound O=P(=O)OP(=O)=O YWEUIGNSBFLMFL-UHFFFAOYSA-N 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000003619 fibrillary effect Effects 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 229920001973 fluoroelastomer Polymers 0.000 description 1
- 229920002313 fluoropolymer Polymers 0.000 description 1
- 239000004811 fluoropolymer Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical group FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 239000003701 inert diluent Substances 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
- 230000037431 insertion Effects 0.000 description 1
- 239000003077 lignite Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- FRIJBUGBVQZNTB-UHFFFAOYSA-M magnesium;ethane;bromide Chemical compound [Mg+2].[Br-].[CH2-]C FRIJBUGBVQZNTB-UHFFFAOYSA-M 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 229910001092 metal group alloy Inorganic materials 0.000 description 1
- CGMUKBZUGMXXEF-UHFFFAOYSA-N methyl 2,3,3,3-tetrafluoro-2-(trifluoromethyl)propanoate Chemical compound COC(=O)C(F)(C(F)(F)F)C(F)(F)F CGMUKBZUGMXXEF-UHFFFAOYSA-N 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 150000004812 organic fluorine compounds Chemical class 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000003415 peat Substances 0.000 description 1
- GTLACDSXYULKMZ-UHFFFAOYSA-N pentafluoroethane Chemical compound FC(F)C(F)(F)F GTLACDSXYULKMZ-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- DLYUQMMRRRQYAE-UHFFFAOYSA-N phosphorus pentoxide Inorganic materials O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000007420 reactivation Effects 0.000 description 1
- 239000003507 refrigerant Substances 0.000 description 1
- 238000005057 refrigeration Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/38—Separation; Purification; Stabilisation; Use of additives
- C07C17/383—Separation; Purification; Stabilisation; Use of additives by distillation
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B7/00—Halogens; Halogen acids
- C01B7/19—Fluorine; Hydrogen fluoride
- C01B7/191—Hydrogen fluoride
- C01B7/195—Separation; Purification
- C01B7/196—Separation; Purification by distillation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/25—Preparation of halogenated hydrocarbons by splitting-off hydrogen halides from halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/38—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/38—Separation; Purification; Stabilisation; Use of additives
- C07C17/383—Separation; Purification; Stabilisation; Use of additives by distillation
- C07C17/386—Separation; Purification; Stabilisation; Use of additives by distillation with auxiliary compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C21/00—Acyclic unsaturated compounds containing halogen atoms
- C07C21/02—Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds
- C07C21/18—Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds containing fluorine
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K5/00—Heat-transfer, heat-exchange or heat-storage materials, e.g. refrigerants; Materials for the production of heat or cold by chemical reactions other than by combustion
- C09K5/02—Materials undergoing a change of physical state when used
- C09K5/04—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa
- C09K5/041—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems
- C09K5/044—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems comprising halogenated compounds
- C09K5/045—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems comprising halogenated compounds containing only fluorine as halogen
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2205/00—Aspects relating to compounds used in compression type refrigeration systems
- C09K2205/10—Components
- C09K2205/12—Hydrocarbons
- C09K2205/122—Halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2205/00—Aspects relating to compounds used in compression type refrigeration systems
- C09K2205/22—All components of a mixture being fluoro compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2205/00—Aspects relating to compounds used in compression type refrigeration systems
- C09K2205/32—The mixture being azeotropic
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Physics & Mathematics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Combustion & Propulsion (AREA)
- Thermal Sciences (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/264,183 | 2005-11-01 | ||
| US11/264,183 US7897823B2 (en) | 2004-10-29 | 2005-11-01 | Process for production of azeotrope compositions comprising hydrofluoroolefin and hydrogen fluoride and uses of said azeotrope compositions in separation processes |
| PCT/US2006/013361 WO2007053178A1 (en) | 2005-11-01 | 2006-04-11 | Processes for production and purification of hydrofluoroolefins |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BRPI0619703A2 true BRPI0619703A2 (pt) | 2011-10-11 |
Family
ID=36779818
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BRPI0619703-5A BRPI0619703A2 (pt) | 2005-11-01 | 2006-04-11 | processo para produzir hidrofluoroolefina, processos para separar hidrofluoroolefina e hidrofluoroolefina |
Country Status (9)
| Country | Link |
|---|---|
| US (3) | US7897823B2 (OSRAM) |
| EP (1) | EP1960336A1 (OSRAM) |
| JP (1) | JP5256040B2 (OSRAM) |
| KR (1) | KR20080066844A (OSRAM) |
| CN (2) | CN102701900A (OSRAM) |
| AR (1) | AR056970A1 (OSRAM) |
| BR (1) | BRPI0619703A2 (OSRAM) |
| RU (1) | RU2446140C2 (OSRAM) |
| WO (1) | WO2007053178A1 (OSRAM) |
Families Citing this family (118)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9102579B2 (en) | 2004-04-29 | 2015-08-11 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| US8383867B2 (en) | 2004-04-29 | 2013-02-26 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| EP3564349A1 (en) | 2005-11-01 | 2019-11-06 | The Chemours Company FC, LLC | Solvent compositions comprising unsaturated fluorinated hydrocarbons |
| KR101351802B1 (ko) * | 2005-11-03 | 2014-01-15 | 허니웰 인터내셔널 인코포레이티드 | 플루오르화 유기 화합물 제조방법 |
| US7902410B2 (en) * | 2005-11-03 | 2011-03-08 | Honeywell International Inc. | Process for the manufacture of fluorinated alkanes |
| US7560602B2 (en) * | 2005-11-03 | 2009-07-14 | Honeywell International Inc. | Process for manufacture of fluorinated olefins |
| CN101395109B (zh) * | 2006-01-03 | 2013-09-18 | 霍尼韦尔国际公司 | 制备氟化有机化合物的方法 |
| CN101426894A (zh) | 2006-02-28 | 2009-05-06 | 纳幕尔杜邦公司 | 用于清洁应用的包含氟化物的共沸组合物 |
| ES2392591T3 (es) * | 2006-03-31 | 2012-12-12 | E.I. Du Pont De Nemours And Company | Coproducción de hidrofluoroolefinas |
| US8377327B2 (en) * | 2006-06-27 | 2013-02-19 | E I Du Pont De Nemours And Company | Tetrafluoropropene production processes |
| CN101479218B (zh) | 2006-06-27 | 2013-08-21 | 纳幕尔杜邦公司 | 1,2,3,3,3-五氟丙烯制备方法 |
| RU2444508C2 (ru) * | 2006-06-27 | 2012-03-10 | Е. И. Дюпон Де Немур Энд Компани | Способ производства тетрафторпропена |
| CN101479217B (zh) * | 2006-06-27 | 2013-02-06 | 纳幕尔杜邦公司 | 四氟丙烯生产方法 |
| WO2008008252A1 (en) | 2006-07-07 | 2008-01-17 | E. I. Du Pont De Nemours And Company | Catalytic addition of hydrofluorocarbons to fluoroolefins |
| US7803975B2 (en) * | 2006-07-13 | 2010-09-28 | E.I. Du Pont De Nemours And Company | Process for separating a fluoroolefin from HF by liquid-liquid extraction |
| JP5764291B2 (ja) | 2006-07-13 | 2015-08-19 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニーＥ．Ｉ．Ｄｕ Ｐｏｎｔ Ｄｅ Ｎｅｍｏｕｒｓ Ａｎｄ Ｃｏｍｐａｎｙ | テトラフルオロプロペンおよびペンタフルオロプロペンを製造するための触媒製造方法 |
| GB0614927D0 (en) * | 2006-07-27 | 2006-09-06 | Ineos Fluor Holdings Ltd | Separation process |
| US7563384B2 (en) * | 2006-07-28 | 2009-07-21 | Honeywell International Inc. | Essentially non-flammable low global warming compositions |
| US7928271B2 (en) * | 2006-09-05 | 2011-04-19 | E.I. Du Pont De Nemours And Company | Process for producing 1,2,3,3,3-pentafluoropropene and related azeotropic compositions |
| US7420094B2 (en) * | 2006-09-05 | 2008-09-02 | E.I. Du Pont De Nemours And Company | Catalytic isomerization processes of 1,3,3,3-tetrafluoropropene for making 2,3,3,3-tetrafluoropropene |
| EP2059492A1 (en) * | 2006-09-05 | 2009-05-20 | E.I. Du Pont De Nemours And Company | 1,2,3,3,3-pentafluoropropene production processes |
| US7981311B2 (en) * | 2006-09-05 | 2011-07-19 | E. I. Du Pont De Nemours And Company | Process and methods of purification for the manufacture fluorocarbons |
| EP3345888B1 (en) | 2006-09-08 | 2020-11-25 | The Chemours Company FC, LLC | Extractive distillation processes to separate e-1,2,3,3,3-pentafluoropropene from z-1,2,3,3,3-pentafluoropropene |
| EP2129644B1 (en) | 2006-10-03 | 2020-07-01 | Mexichem Fluor S.A. de C.V. | Dehydrogenationhalogenation process for the production of c3-c6-(hydro)fluoroalkenes |
| US8013194B2 (en) | 2008-03-14 | 2011-09-06 | Honeywell International Inc. | Process for the manufacture of fluorinated olefins |
| WO2008054778A2 (en) * | 2006-10-31 | 2008-05-08 | E. I. Du Pont De Nemours And Company | Processes for producing 2,3,3,3-tetrafluoropropene, a process for producing 1-chloro-2,2,3,3,3-pentafluoropropane and azeotropic compositions of 1-chloro-2,3,3,3-tetrafluoropropene with hf |
| US8398882B2 (en) * | 2006-10-31 | 2013-03-19 | E I Du Pont De Nemours And Company | Processes for the production of fluoropropanes and halopropenes and azeotropic compositions of 2-chloro-3,3,3-trifluoro-1-propene with HF and of 1,1,1,2,2-pentafluoropropane with HF |
| US8133406B2 (en) * | 2006-10-31 | 2012-03-13 | E.I. Du Pont De Nemours And Company | Processes for producing 2,3,3,3-tetrafluoropropene and/or 1,2,3,3-tetrafluoropropene |
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| US7385094B2 (en) * | 2005-11-01 | 2008-06-10 | E.I. Du Pont De Nemours And Company | Azeotrope compositions comprising tridecafluoro-3-heptene and hydrogen fluoride and uses thereof |
| US7423188B2 (en) * | 2005-11-01 | 2008-09-09 | E. I. Du Pont De Nemours And Company | Azeotrope compositions comprising E-1,3,3,3-tetrafluoropropene and hydrogen fluoride and uses thereof |
| US7388117B2 (en) * | 2005-11-01 | 2008-06-17 | E.I. Du Pont De Nemours And Company | Azeotrope compositions comprising 1,2,3,3,3-pentafluoropropene and hydrogen fluoride and uses thereof |
| US7476771B2 (en) * | 2005-11-01 | 2009-01-13 | E.I. Du Pont De Nemours + Company | Azeotrope compositions comprising 2,3,3,3-tetrafluoropropene and hydrogen fluoride and uses thereof |
| EP3345888B1 (en) * | 2006-09-08 | 2020-11-25 | The Chemours Company FC, LLC | Extractive distillation processes to separate e-1,2,3,3,3-pentafluoropropene from z-1,2,3,3,3-pentafluoropropene |
-
2005
- 2005-11-01 US US11/264,183 patent/US7897823B2/en active Active
-
2006
- 2006-04-11 CN CN2012101031690A patent/CN102701900A/zh active Pending
- 2006-04-11 RU RU2008121894/04A patent/RU2446140C2/ru not_active IP Right Cessation
- 2006-04-11 EP EP06740830A patent/EP1960336A1/en not_active Withdrawn
- 2006-04-11 JP JP2008538860A patent/JP5256040B2/ja not_active Expired - Fee Related
- 2006-04-11 CN CN200680050208.8A patent/CN101351429B/zh active Active
- 2006-04-11 KR KR1020087013217A patent/KR20080066844A/ko not_active Ceased
- 2006-04-11 BR BRPI0619703-5A patent/BRPI0619703A2/pt not_active IP Right Cessation
- 2006-04-11 WO PCT/US2006/013361 patent/WO2007053178A1/en not_active Ceased
- 2006-04-12 AR ARP060101481A patent/AR056970A1/es not_active Application Discontinuation
-
2011
- 2011-01-25 US US13/013,065 patent/US8399723B2/en not_active Expired - Fee Related
- 2011-09-14 US US13/232,184 patent/US20120004475A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| WO2007053178A1 (en) | 2007-05-10 |
| CN101351429A (zh) | 2009-01-21 |
| KR20080066844A (ko) | 2008-07-16 |
| US8399723B2 (en) | 2013-03-19 |
| RU2008121894A (ru) | 2009-12-10 |
| JP2009513699A (ja) | 2009-04-02 |
| US20110118512A1 (en) | 2011-05-19 |
| CN102701900A (zh) | 2012-10-03 |
| RU2446140C2 (ru) | 2012-03-27 |
| US20120004475A1 (en) | 2012-01-05 |
| AR056970A1 (es) | 2007-11-07 |
| US7897823B2 (en) | 2011-03-01 |
| CN101351429B (zh) | 2014-03-05 |
| EP1960336A1 (en) | 2008-08-27 |
| JP5256040B2 (ja) | 2013-08-07 |
| US20060106263A1 (en) | 2006-05-18 |
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| B08K | Patent lapsed as no evidence of payment of the annual fee has been furnished to inpi [chapter 8.11 patent gazette] |
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