HRP20230536T1 - Stabilizirani pripravci fluoroolefina i postupci za njihovu proizvodnju, skladištenje i uporabu - Google Patents
Stabilizirani pripravci fluoroolefina i postupci za njihovu proizvodnju, skladištenje i uporabu Download PDFInfo
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- HRP20230536T1 HRP20230536T1 HRP20230536TT HRP20230536T HRP20230536T1 HR P20230536 T1 HRP20230536 T1 HR P20230536T1 HR P20230536T T HRP20230536T T HR P20230536TT HR P20230536 T HRP20230536 T HR P20230536T HR P20230536 T1 HRP20230536 T1 HR P20230536T1
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- 239000000203 mixture Substances 0.000 title claims 10
- 238000000034 method Methods 0.000 title claims 2
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000002360 preparation method Methods 0.000 claims 8
- CDOOAUSHHFGWSA-OWOJBTEDSA-N (e)-1,3,3,3-tetrafluoroprop-1-ene Chemical compound F\C=C\C(F)(F)F CDOOAUSHHFGWSA-OWOJBTEDSA-N 0.000 claims 4
- 239000003112 inhibitor Substances 0.000 claims 4
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 claims 4
- YHQGMYUVUMAZJR-UHFFFAOYSA-N α-terpinene Chemical compound CC(C)C1=CC=C(C)CC1 YHQGMYUVUMAZJR-UHFFFAOYSA-N 0.000 claims 4
- PRDFNJUWGIQQBW-UHFFFAOYSA-N 3,3,3-trifluoroprop-1-yne Chemical compound FC(F)(F)C#C PRDFNJUWGIQQBW-UHFFFAOYSA-N 0.000 claims 3
- 229920000642 polymer Polymers 0.000 claims 3
- LVGUZGTVOIAKKC-UHFFFAOYSA-N 1,1,1,2-tetrafluoroethane Chemical compound FCC(F)(F)F LVGUZGTVOIAKKC-UHFFFAOYSA-N 0.000 claims 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims 2
- WSTYNZDAOAEEKG-UHFFFAOYSA-N Mayol Natural products CC1=C(O)C(=O)C=C2C(CCC3(C4CC(C(CC4(CCC33C)C)=O)C)C)(C)C3=CC=C21 WSTYNZDAOAEEKG-UHFFFAOYSA-N 0.000 claims 2
- RWRIWBAIICGTTQ-UHFFFAOYSA-N difluoromethane Chemical compound FCF RWRIWBAIICGTTQ-UHFFFAOYSA-N 0.000 claims 2
- 229920001519 homopolymer Polymers 0.000 claims 2
- 229940087305 limonene Drugs 0.000 claims 2
- 235000001510 limonene Nutrition 0.000 claims 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims 2
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 claims 2
- FDOPVENYMZRARC-UHFFFAOYSA-N 1,1,1,2,2-pentafluoropropane Chemical compound CC(F)(F)C(F)(F)F FDOPVENYMZRARC-UHFFFAOYSA-N 0.000 claims 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 claims 1
- 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 claims 1
- NPNPZTNLOVBDOC-UHFFFAOYSA-N 1,1-difluoroethane Chemical compound CC(F)F NPNPZTNLOVBDOC-UHFFFAOYSA-N 0.000 claims 1
- SRUQARLMFOLRDN-UHFFFAOYSA-N 1-(2,4,5-Trihydroxyphenyl)-1-butanone Chemical compound CCCC(=O)C1=CC(O)=C(O)C=C1O SRUQARLMFOLRDN-UHFFFAOYSA-N 0.000 claims 1
- RFCAUADVODFSLZ-UHFFFAOYSA-N 1-Chloro-1,1,2,2,2-pentafluoroethane Chemical compound FC(F)(F)C(F)(F)Cl RFCAUADVODFSLZ-UHFFFAOYSA-N 0.000 claims 1
- BOUGCJDAQLKBQH-UHFFFAOYSA-N 1-chloro-1,2,2,2-tetrafluoroethane Chemical compound FC(Cl)C(F)(F)F BOUGCJDAQLKBQH-UHFFFAOYSA-N 0.000 claims 1
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 claims 1
- FXRLMCRCYDHQFW-UHFFFAOYSA-N 2,3,3,3-tetrafluoropropene Chemical compound FC(=C)C(F)(F)F FXRLMCRCYDHQFW-UHFFFAOYSA-N 0.000 claims 1
- HTHNTJCVPNKCPZ-UHFFFAOYSA-N 2-chloro-1,1-difluoroethene Chemical compound FC(F)=CCl HTHNTJCVPNKCPZ-UHFFFAOYSA-N 0.000 claims 1
- OQISUJXQFPPARX-UHFFFAOYSA-N 2-chloro-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)C(Cl)=C OQISUJXQFPPARX-UHFFFAOYSA-N 0.000 claims 1
- BDCFWIDZNLCTMF-UHFFFAOYSA-N 2-phenylpropan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1 BDCFWIDZNLCTMF-UHFFFAOYSA-N 0.000 claims 1
- -1 236fa Chemical compound 0.000 claims 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 claims 1
- 239000004255 Butylated hydroxyanisole Substances 0.000 claims 1
- 239000004322 Butylated hydroxytoluene Substances 0.000 claims 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 claims 1
- VOPWNXZWBYDODV-UHFFFAOYSA-N Chlorodifluoromethane Chemical compound FC(F)Cl VOPWNXZWBYDODV-UHFFFAOYSA-N 0.000 claims 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims 1
- BGNXCDMCOKJUMV-UHFFFAOYSA-N Tert-Butylhydroquinone Chemical compound CC(C)(C)C1=CC(O)=CC=C1O BGNXCDMCOKJUMV-UHFFFAOYSA-N 0.000 claims 1
- 229940087168 alpha tocopherol Drugs 0.000 claims 1
- 229910021529 ammonia Inorganic materials 0.000 claims 1
- NEHMKBQYUWJMIP-UHFFFAOYSA-N anhydrous methyl chloride Natural products ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 claims 1
- 239000003963 antioxidant agent Substances 0.000 claims 1
- 230000003078 antioxidant effect Effects 0.000 claims 1
- 235000006708 antioxidants Nutrition 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims 1
- 235000019282 butylated hydroxyanisole Nutrition 0.000 claims 1
- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 claims 1
- 229940043253 butylated hydroxyanisole Drugs 0.000 claims 1
- 235000010354 butylated hydroxytoluene Nutrition 0.000 claims 1
- 229940095259 butylated hydroxytoluene Drugs 0.000 claims 1
- 229910002092 carbon dioxide Inorganic materials 0.000 claims 1
- 239000001569 carbon dioxide Substances 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 235000019406 chloropentafluoroethane Nutrition 0.000 claims 1
- UUAGAQFQZIEFAH-UHFFFAOYSA-N chlorotrifluoroethylene Chemical compound FC(F)=C(F)Cl UUAGAQFQZIEFAH-UHFFFAOYSA-N 0.000 claims 1
- 238000001816 cooling Methods 0.000 claims 1
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 150000002432 hydroperoxides Chemical class 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 239000000314 lubricant Substances 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- GTLACDSXYULKMZ-UHFFFAOYSA-N pentafluoroethane Chemical compound FC(F)C(F)(F)F GTLACDSXYULKMZ-UHFFFAOYSA-N 0.000 claims 1
- MSSNHSVIGIHOJA-UHFFFAOYSA-N pentafluoropropane Chemical compound FC(F)CC(F)(F)F MSSNHSVIGIHOJA-UHFFFAOYSA-N 0.000 claims 1
- 150000002978 peroxides Chemical class 0.000 claims 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 claims 1
- 239000003507 refrigerant Substances 0.000 claims 1
- 239000004250 tert-Butylhydroquinone Substances 0.000 claims 1
- 235000019281 tert-butylhydroquinone Nutrition 0.000 claims 1
- 229960000984 tocofersolan Drugs 0.000 claims 1
- VPAYJEUHKVESSD-UHFFFAOYSA-N trifluoroiodomethane Chemical compound FC(F)(F)I VPAYJEUHKVESSD-UHFFFAOYSA-N 0.000 claims 1
- 239000002076 α-tocopherol Substances 0.000 claims 1
- 235000004835 α-tocopherol Nutrition 0.000 claims 1
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- 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
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M171/00—Lubricating compositions characterised by purely physical criteria, e.g. containing as base-material, thickener or additive, ingredients which are characterised exclusively by their numerically specified physical properties, i.e. containing ingredients which are physically well-defined but for which the chemical nature is either unspecified or only very vaguely indicated
- C10M171/008—Lubricant compositions compatible with refrigerants
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- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F25—REFRIGERATION OR COOLING; COMBINED HEATING AND REFRIGERATION SYSTEMS; HEAT PUMP SYSTEMS; MANUFACTURE OR STORAGE OF ICE; LIQUEFACTION SOLIDIFICATION OF GASES
- F25B—REFRIGERATION MACHINES, PLANTS OR SYSTEMS; COMBINED HEATING AND REFRIGERATION SYSTEMS; HEAT PUMP SYSTEMS
- F25B13/00—Compression machines, plants or systems, with reversible cycle
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- C09K2205/00—Aspects relating to compounds used in compression type refrigeration systems
- C09K2205/10—Components
- C09K2205/102—Alcohols
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- C09K2205/00—Aspects relating to compounds used in compression type refrigeration systems
- C09K2205/10—Components
- C09K2205/12—Hydrocarbons
- C09K2205/126—Unsaturated fluorinated hydrocarbons
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- C09K2205/00—Aspects relating to compounds used in compression type refrigeration systems
- C09K2205/22—All components of a mixture being fluoro compounds
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/02—Water
- C10M2201/022—Hydrogen peroxide; Oxygenated water
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- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/06—Metal compounds
- C10M2201/063—Peroxides
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/06—Peroxides; Ozonides
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- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/09—Characteristics associated with water
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- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/10—Inhibition of oxidation, e.g. anti-oxidants
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- Oil, Petroleum & Natural Gas (AREA)
- General Chemical & Material Sciences (AREA)
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- General Engineering & Computer Science (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Lubricants (AREA)
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Claims (14)
1. Pripravak koji sadrži najmanje jedan fluorolefin i 10 do 2,000 ppm po težini najmanje jednog inhibitora izabranog iz grupe koja se sastoji od limonena, α-terpinena i α-tokoferola koji smanjuje konverziju fluorolefina u oligomere ili polimere, i pri čemu pripravak sadrži manje od 1 tež.% oligomernih, homopolimera ili drugih polimernih proizvoda porijeklom od fluorolefina,
pri čemu fluorolefin sadrži najmanje jedan član od HFO-1234yf i HFO-1234ze, i
pri čemu pripravak dalje sadrži najmanje jedan član izabran iz grupe koja se sastoji od HCC-40, HCFC-22, CFC-115, HCFC-124, HCFC-1122 i CFC-1113.
2. Pripravak prema zahtjevu 1, naznačen time što pripravak sadrži manje od 0.03 tež.% oligomernih, homopolimera ili drugih polimernih proizvoda.
3. Pripravak prema zahtjevu 1 ili 2, koji dalje sadrži najmanje jedan član izabran iz grupe koja se sastoji od zraka, kisika, kumen hidroperoksida i fluorolefinskih poliperoksida, peroksida, hidroperoksida, persulfata, perkarbonata, perborata i hidropersulfata.
4. Pripravak prema bilo kojem od zahtjeva 1 do 3, naznačen time što inhibitor sadrži najmanje jedan od limonena i α-terpinena.
5. Pripravak prema bilo kojem od zahtjeva 1 do 4, koji dalje sadrži najmanje jedan lubrikant.
6. Pripravak prema bilo kojem od zahtjeva 1 do 5, koji dalje sadrži najmanje jedan član izabran iz grupe koja se sastoji od HFC-32, HFC-125, HFC-134a, HFC-152a, 236fa, HFC-227ea i ugljik-dioksida.
7. Pripravak prema bilo kojem od zahtjeva 1 do 6, koji dalje sadrži najmanje jedan član izabran iz grupe koja se sastoji od HFC-134a, HFO-1243zf, HFO-1225ye, HFO-1234ze, 3,3,3-trifluoro-1-propin, HCFO-1233xf, HFC-244bb i HFC-245cb.
8. Pripravak prema bilo kojem od zahtjeva 1 do 7, naznačen time što je inhibitor prisutan u količini od 10 do 1,000 ppm.
9. Pripravak prema bilo kojem od zahtjeva 1 do 8 koji dalje sadrži najmanje jedan antioksidans izabran iz grupe koja se sastoji od butiliranog hidroksitoluena, butiliranog hidroksianizola, tercijarnog-butilhidrokinona, galata, 2-fenil-2-propanola, 1-(2,4,5-trihidroksifenil)-1-butanona, fenola, derivata bisfenol metana i 2,2'-metilen bis (4-metil-6-t-butil fenola).
10. Pripravak prema bilo kojem od zahtjeva 1 do 9, naznačen time što inhibitor sadrži tekućinu na temperaturi od -80 do 180°C.
11. Pripravak prema bilo kojem od zahtjeva 1 do 10 koji dalje sadrži najmanje jedan član izabranog iz grupe koja se sastoji od HFO-1225yeZ, HFO-1243zf, HFO-1234ze, HFC-236ea, HFC-245fa i 3,3,3-trifluoropropin, poželjno pri čemu član sadrži HFO-1234ze, HFO-1225yeZ i 3,3,3-trifluoropropin.
12. Pripravak prema bilo kojem od zahtjeva 1 do 11, naznačen time što je u biti bez najmanje jednog od amonijaka i CF3I.
13. Postupak za zagrijavanje ili hlađenje uporabom pripravka prema bilo kojem od zahtjeva 1 do 12.
14. Kontejner sa rashladnim sredstvom koji sadrži pripravak prema bilo kojem od zahtjeva 1 do 12.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201862664751P | 2018-04-30 | 2018-04-30 | |
EP19723293.7A EP3775091B1 (en) | 2018-04-30 | 2019-04-30 | Stabilized fluoroolefin compositions and methods for their production, storage and usage |
PCT/US2019/029777 WO2019213004A1 (en) | 2018-04-30 | 2019-04-30 | Stabilized fluoroolefin compositions and methods for their production, storage and usage |
Publications (1)
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HRP20230536TT HRP20230536T1 (hr) | 2018-04-30 | 2019-04-30 | Stabilizirani pripravci fluoroolefina i postupci za njihovu proizvodnju, skladištenje i uporabu |
HRP20230824TT HRP20230824T8 (hr) | 2018-04-30 | 2019-04-30 | Stabilizirani pripravci fluoroolefina i postupak za njihovu proizvodnju, skladištenje i uporabu |
HRP20221489TT HRP20221489T1 (hr) | 2018-04-30 | 2019-10-29 | Stabilizirane kompozicije flouroolefina i postupci za njihovu proizvodnju, skladištenje i primjenu |
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HRP20230824TT HRP20230824T8 (hr) | 2018-04-30 | 2019-04-30 | Stabilizirani pripravci fluoroolefina i postupak za njihovu proizvodnju, skladištenje i uporabu |
HRP20221489TT HRP20221489T1 (hr) | 2018-04-30 | 2019-10-29 | Stabilizirane kompozicije flouroolefina i postupci za njihovu proizvodnju, skladištenje i primjenu |
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US (4) | US20210108119A1 (hr) |
EP (9) | EP3775091B1 (hr) |
JP (6) | JP7332629B2 (hr) |
KR (3) | KR20210002626A (hr) |
CN (3) | CN112074585A (hr) |
AU (3) | AU2019261937A1 (hr) |
BR (3) | BR112020017602A2 (hr) |
CA (3) | CA3091689A1 (hr) |
CY (1) | CY1126114T1 (hr) |
DK (4) | DK3775091T3 (hr) |
ES (3) | ES2951148T3 (hr) |
FI (4) | FI4206298T3 (hr) |
HR (3) | HRP20230536T1 (hr) |
HU (3) | HUE062279T2 (hr) |
LT (4) | LT4206298T (hr) |
MX (3) | MX2020009298A (hr) |
PL (3) | PL3978580T3 (hr) |
PT (4) | PT4206298T (hr) |
RS (3) | RS64327B1 (hr) |
SI (3) | SI3978580T1 (hr) |
WO (3) | WO2019213004A1 (hr) |
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HRP20230536T1 (hr) * | 2018-04-30 | 2023-08-04 | The Chemours Company Fc, Llc | Stabilizirani pripravci fluoroolefina i postupci za njihovu proizvodnju, skladištenje i uporabu |
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BR112023017531A2 (pt) | 2021-03-08 | 2023-10-10 | Chemours Co Fc Llc | Composição, composição refrigerante, processo para transferência de calor, método para produzir aquecimento ou resfriamento em um aparelho de refrigeração e sistema de transferência de calor |
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WO2023177852A1 (en) | 2022-03-18 | 2023-09-21 | The Chemours Company Fc, Llc | Hydrocarbon additives for 1234yf and hfc compositions, methods for their production, storage and usage |
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