WO2001058840A2 - Treatment of fluorocarbon feedstocks - Google Patents
Treatment of fluorocarbon feedstocks Download PDFInfo
- Publication number
- WO2001058840A2 WO2001058840A2 PCT/IB2001/000156 IB0100156W WO0158840A2 WO 2001058840 A2 WO2001058840 A2 WO 2001058840A2 IB 0100156 W IB0100156 W IB 0100156W WO 0158840 A2 WO0158840 A2 WO 0158840A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- plasma
- reaction chamber
- fluorocarbon
- reactive
- gas
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/361—Preparation of halogenated hydrocarbons by reactions involving a decrease in the number of carbon atoms
- C07C17/367—Preparation of halogenated hydrocarbons by reactions involving a decrease in the number of carbon atoms by depolymerisation
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D5/00—Condensation of vapours; Recovering volatile solvents by condensation
- B01D5/0078—Condensation of vapours; Recovering volatile solvents by condensation characterised by auxiliary systems or arrangements
- B01D5/0096—Cleaning
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/361—Preparation of halogenated hydrocarbons by reactions involving a decrease in the number of carbon atoms
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01J—ELECTRIC DISCHARGE TUBES OR DISCHARGE LAMPS
- H01J37/00—Discharge tubes with provision for introducing objects or material to be exposed to the discharge, e.g. for the purpose of examination or processing thereof
- H01J37/32—Gas-filled discharge tubes
Definitions
- THIS INVENTION relates to the treatment of fluorocarbon feedstocks. It relates in particular to a method of treating a fluorocarbon feedstock, to an installation for treating a fluorocarbon feedstock, and to a quench probe for use in the method and in the installation.
- a method of treating a fluorocarbon feedstock which method includes generating, in a high temperature zone, an electrical arc between at least one cathode and at least one anode; generating in the high temperature zone and by means of the electrical arc and a plasma gas, an upwardly burning thermal plasma having a tail flame; allowing a solid particulate fluorocarbon feedstock comprising at least one fluorocarbon compound to form a reactive thermal mixture with the thermal plasma tail flame, with the fluorocarbon compound dissociating into at least one fluorocarbon precursor or reactive species; and cooling the reactive thermal mixture to form, from the fluorocarbon precursor or reactive species, at least one more desirable fluorocarbon compound.
- the plasma gas may, in one embodiment of the invention, be an inert gas such as argon, nitrogen, helium, or mixtures thereof.
- the inert gas thus serves only as a heat source and to sustain the plasma, and does not react with the fluorocarbon precursor or reactive species.
- the plasma gas may be a reactive gas such as tetrafluoromethane (CF 4 ) which will thus, in the thermal plasma and hence in the reactive thermal mixture, dissociate into fluorine containing species and carbon containing species, which, on cooling of the reactive thermal mixture, will react with the fluorocarbon precursor or reactive species to form said at least one more desired fluorocarbon compound.
- the plasma gas may comprise a mixture of the inert gas and the reactive gas as hereinbefore described.
- the feedstock may, in particular, be a filled or an unfilled material, which is not directly usable, such as polytetrafluoroethylene ('PTFE'), tetrafluoroethylene hexafluoropropylene vinylidenefluoride ('THV'), fluorinated ethylene-propylene copolymer ('FEP'), perfluoroalkoxy copolymer ('PFA'), or the like.
- 'PTFE' polytetrafluoroethylene
- 'THV' tetrafluoroethylene hexafluoropropylene vinylidenefluoride
- 'FEP' fluorinated ethylene-propylene copolymer
- 'PFA' perfluoroalkoxy copolymer
- these materials are depolymerized, and the more desirable fluorocarbon compound, or a mix of such compounds, formed therefrom.
- the solid particulate feedstock may be pretreated to remove surface contaminants such as oil and dirt, eg by means of solvent extraction.
- Typical products which may be obtained are tetrafluoromethane (CF 4 ) , tetrafluoroethylene (C 2 F 4 ), hexafluoroethylene (C 2 F 6 ) , hexafluoropropylene (C 3 F 6 ) , hexafluorobutylene (C 4 F 6 ) , cyclic octafluorobutylene (c-C 4 F 8 ), decafluorobutylene (C 4 F 10 ) , octafluoropropylene (C 3 F 8 ) and other C ⁇ F y chains where x and y are integers.
- the cathode and anode, ie the electrodes may thus be those of a plasma torch or plasmatron driven by a power supply.
- the high temperature zone may be the region in and around, and in the immediate vicinity of, the arc of the plasma torch or plasmatron, ie the arc between the electrodes.
- the plasmatron may comprise a single water cooled hot cathode and a battery of up to three water cooled anodes, with the arc thus passing between the cathode and anodes .
- the cathode may include a suitable insert such as a tungsten or graphite insert.
- the feedstock may be introduced into the plasma tail flame which forms at the outlet of the plasmatron or torch.
- the plasma gas may be fed separately into the high temperature zone through the torch or plasmatron, ie into the torch between the electrodes .
- the generation of the thermal plasma, the dissociation of the fluorocarbon compound, and the cooling of the reactive thermal mixture may thus be effected in a plasma reactor.
- the reactor which may be lined, eg with graphite, will thus include a reaction chamber in which the thermal plasma tail flame is expanded, the fluorocarbon compound is dissociated, and the reactive thermal mixture is cooled, with the thermal plasma tail flame expansion and the fluorocarbon compound dissociation being effected in a first zone of the reaction chamber, and the reactive thermal mixture cooling being effected in a second zone of the reaction chamber.
- the plasmatron will thus be mounted to the reactor adjacent the first zone of the reaction chamber so that the plasma generation and the tail flame expansion can be effected in the first zone of the reaction chamber.
- the reaction chamber may be of inverted conical shape, with the torch or plasmatron located at the bottom of the reaction chamber.
- the cooling of the second zone of the reaction chamber may be effected by means of a quench probe, which may be a self -cleaning quench probe.
- the self -cleaning quench probe may comprise an outer cylindrical component mounted to the reactor, providing a central passageway and adapted to cool the hot gas or reactive thermal mixture passing through the passageway; a plurality of circumferentially spaced elongate teeth or scrapers protruding inwardly from the outer component into the passageway; an inner cylindrical component located with clearance inside the outer component, with the inner component also adapted to cool the hot gas or reactive thermal mixture passing along the peripheral gap between the components; a plurality of circumferentially spaced elongate teeth or scrapers protruding outwardly from the inner component into the passageway, with these teeth or scrapers being staggered with respect to the teeth or scrapers on the outer component; and drive means for driving the one cylindrical component to oscillate relative to the other cylindrical component.
- the drive means may, for example, comprise a spring loaded piston driven arm.
- any other suitable quenching means can be used such as rapid expansion of the product gas, gas quenching by means of another gas which is cold, or the like.
- the reactor installation comprising the plasmatron, the reactor and the quench probe may thus be a so-called spouted bed reactor installation in which the plasmatron is located at the bottom of the reaction chamber and arranged such that the thermal plasma which forms burns upwardly, and in which the quench probe protrudes into the upper end portion of the reaction chamber, directly above the plasmatron. While the quench probe will normally be located vertically, it may also be located at different angles to the vertical, depending on the product required, the process parameters, etc.
- the reaction chamber may, in particular, be of inverted conical shape, as hereinbefore described.
- the feeding of the plasma gas into the high temperature zone may be effected by injecting the gas into the torch between the electrodes in such a manner that the gas flow forms a vortex stabilized thermal plasma in the reaction zone of the reactor. Additionally, plasma gas may be introduced between consecutive anodes, to enhance and sustain the vortex into the expansion area of the reaction chamber .
- the tail flame may be directed vertically upwardly, with the quench probe extending vertically, or at an angle, as hereinbefore described.
- gravity feed may, in particular, be employed since relatively large feedstock particles can readily be used, eg particles in the size range 1 to 20mm, preferably from 8 to 15mm.
- the feedstock may be fed vertically into the chamber under gravity, immediately above the torch.
- the feeding of the feedstock into the reactor may be effected in a batch fashion, in a semi-continuous fashion, or in a continuous fashion.
- 'batch' is meant that a predetermined quantity of the fluorocarbon is loaded into the reactor and allowed to react to completion with the hot plasma gas.
- semi-continuous ' is meant that a hopper is filled with feedstock, with this feedstock then being fed into the reactor at a continuous, normally constant, feed rate until the hopper is empty, whereafter the hopper may be refilled.
- 'continuous' is meant that the feedstock is fed continuously into the reactor, normally at a more- or-less constant feed rate. It is believed that a continuous feed operation can beneficially be used with feedstocks having -relatively high evaporation rates. Typically, such feedstocks have boiling points of less than 1000 °C.
- the reaction chamber may be operated under pressures ranging from near vacuum to elevated pressures, depending on the specific reaction, ie depending on the feedstock and the desired fluorocarbon compound to be formed. Evacuation may be effected through the quench probe.
- the method may then include separating the various products from one another.
- an installation for treating a fluorocarbon feedstock which installation comprises a reactor having an upwardly outwardly flaring reaction chamber; plasma generating means at the bottom of the reaction chamber; and quench means in the reaction chamber above the plasma generating means, for quenching or cooling a reactive thermal mixture which, in use, forms in the reaction chamber .
- the reaction chamber may, in particular, be of inverted conical form, with the plasma generating means located at the apex of the reaction chamber and the quench means being located directly above the plasma generating means, in an upper portion or zone of the reaction chamber.
- the reactor may -be lined, eg with graphite, as hereinbefore described, and may be provided with an inlet for feeding a feedstock into the reaction chamber, and an outlet for withdrawing product from the reaction chamber.
- the plasma generating means may include a cathode and an anode as hereinbefore described, and may thus be a plasma torch or plasmatron as hereinbefore described.
- the quench means may be an elongate quench probe as hereinbefore described, located in the reactor outlet.
- the quench probe may be located vertically.
- a quench probe which comprises an outer cylindrical component providing a central passageway and adapted to cool a hot gas passing through the passageway; a plurality of circumferentially spaced elongate teeth or scrapers protruding inwardly from the outer component into the passageway; an inner cylindrical component located with clearance inside the outer component, with the inner component adapted to cool the hot gas passing along the peripheral gap between the components; a plurality of circumferentially spaced elongate teeth or scrapers protruding outwardly from the inner component into the passageway, with these teeth or scrapers being staggered with respect to the teeth or scrapers on the outer component; and drive means for driving the one component to oscillate relative to the other component.
- the inner component may be located centrally or concentrically within the outer component.
- the same number of teeth or scrapers may be provided on the inner and outer components.
- the teeth or scrapers may be spaced equidistantly apart on their components.
- the teeth or scrapers may extend parallel to one another.
- the components may be hollow and/or may be provided with passages to permit a cooling fluid, such as water, to pass through them in order to cool or quench the hot gas .
- a cooling fluid such as water
- the drive means may, as also hereinbefore described, comprise a spring loaded piston driven arm attached to one of the cylindrical components.
- the quench probe is particularly suited for use in a plasma reactor as hereinbefore described; however, it is not limited only to such use.
- the outer component will be fixed to the reactor, with the inner component oscillating relative to the outer component.
- FIGURE 1 shows, in simplified flow diagram form, an installation for carrying out a method of treating a fluorocarbon feedstock, in accordance with the invention
- FIGURE 2 shows a three-dimensional view of the quench probe of the reactor of Figure 1.
- reference numeral 10 generally indicates an installation for carrying out a method of treating a fluorocarbon feedstock, according to the invention.
- the installation 10 includes a reactor, generally indicated by reference numeral 12.
- the reactor 12 comprises a shell 14 internally lined with graphite 16.
- a reaction chamber, generally indicated by reference numeral 20, is provided inside the reactor 12.
- the reaction chamber 20 is of inverted conical shape.
- a vertically extending feed conduit 24 leads into the cavity 20, with a feed conduit 26 attached to the conduit 24.
- the installation 10 includes a plasma torch or plasmatron, generally indicated by reference numeral 30.
- the plasma torch or plasmatron 30 comprises a water cooled hot cathode
- the hot cathode includes a tungsten insert (not shown) .
- a plasma gas injection flow line 32 leads into the plasma torch 30. In use, plasma gas is injected into the torch through the flow line 32 between the cathode and anodes in such a manner that the resultant gas stream forms a vortex stabilized plasma and also has an upwardly directed tail flame.
- the installation 10 also includes a self-cleaning quench probe, generally indicated by reference numeral 40, protruding into the lower end of the reactor 12.
- the self- cleaning quench probe 40 comprises an elongate watercooled cylindrical outer component 42, which is fixed to the reactor 12.
- the outer component 42 thus has a central passageway into which protrudes equally spaced elongate radially inwardly protruding teeth or scrapers 44.
- an elongate watercooled cylindrical inner component 46 Inside the passageway of the outer component 42 is located, with peripheral clearance, an elongate watercooled cylindrical inner component 46.
- Equally spaced elongate radially outwardly protruding teeth or scrapers 48 are provided on the inner component 46, with the teeth 48 being spaced circumferentially from the teeth 44.
- the teeth 44, 48 may extend the full length of the components 42, 46, and the components 42, 46 are of substantially the same length.
- the inner component 46 is provided with drive means (not shown) , such as a spring loaded piston driven arm, for driving it to oscillate relative to the outer component 42 as indicated by the arrow 50. Removal of solid contaminants from the components 42, 46 is thus achieved by means of the oscillating teeth 44, 48.
- drive means such as a spring loaded piston driven arm
- the quench probe 40 is thus a double annular water cooled probe designed to cool the plasma gas or reactive thermal mixture that forms inside the reaction chamber 20 as hereinafter described, down to below 200°C at a rate of about 10 5o C/second.
- the probe is self cleaning to prevent blockages thereof since solidified or sublimated material forms on the surfaces of the probe in use.
- a flow line leads from the upper end of the quench probe 40 to a filter (not shown) , with a flow line (not shown) leading from the filter to a vacuum pump (not shown) .
- a product withdrawal line leads from the pump discharge. By means of the vacuum pump, a vacuum is thus drawn on the reaction chamber 20.
- a plasma is generated between the cathode and anodes .
- the plasma burns upwardly, and an upwardly moving plasma tail flame is formed in the reaction chamber 20.
- Feedstock is gravity fed through the conduits 26, 24 into the reaction chamber 20. Since the reaction chamber 20 is in the shape of an inverted cone, the feedstock particles swirl around continuously and vigorously, and always recycle back into the plasma tail flame.
- the feedstock particles swirl around, as indicated in broken line in Figure 1, and are confined within the plasma tail flame, ie contact with the plasma is maximized.
- a 30kW plasma torch or plasmatron was used.
- a plasma gas flow rate of about 3kg/hour was used.
- the system was evacuated to about lOkPa, and flushed with argon.
- the plasma was initiated by a high voltage starter (not shown) and maintained by a 30kW power supply. After the argon plasma initiation had been completed, a switch-over to the desired plasma gas was done. It will, however, be appreciated that on other reactor systems, the plasmatron can be initiated directly on the desired plasma gas, depending on the design of the plasmatron.
- the installation 10 operating with an argon plasma, was used.
- the feedstock was solid particulate THV. After 70 minutes, a blockage was experienced. It was found that the reactor was covered in a soft blanket of brittle carbon layers up to 7mm thick. This test was done on a semi- continuous basis.
- Example 2 The same installation as in Example 1, was used. Thus, this Example was also conducted on a semi-continuous basis, and the same feedstock was used. In this case, the feedstock was converted using a CF 4 plasma under the same conditions as in Example 1. The CF 4 plasma gave a very hard thin layer of carbon after 90 minutes. Almost no blockage occurred.
- the torch efficiency for the Ar plasma was lower than for the CF 4 plasma.
- the reason for this is that an Ar torch for a spouted bed reactor has, it is believed, not yet been optimized; additionally, a CF 4 torch was used for the Ar plasma run. From Table 1, it can be seen that the mass of the deposit in the Ar run is slightly higher than in the CF 4 run. There was a substantial difference in the nature of the carbon deposits in Examples 1 and 2. It appears that most of the carbon from the Ar run (Example 1) did not enter the gas phase. On the other hand, the carbon that deposited from the CF 4 run (Example 2) did enter the gas phase. The CF 4 plasma is hotter than the Ar plasma, and this is advantageous for the- conversion mechanism.
- Example 2 The same as Example 1 but normalized for Ar, in order to compare with the CF 4 run of Example 2
- the method of the present invention is suitable for converting, in particular, not directly usable solid materials into usable high value products at a relatively low cost.
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Physics & Mathematics (AREA)
- Engineering & Computer Science (AREA)
- Plasma & Fusion (AREA)
- Analytical Chemistry (AREA)
- Physical Or Chemical Processes And Apparatus (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
Claims
Priority Applications (9)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2001558392A JP4792189B2 (en) | 2000-02-10 | 2001-02-09 | Treatment of fluorocarbon raw materials |
AU2001233994A AU2001233994B2 (en) | 2000-02-10 | 2001-02-09 | Treatment of fluorocarbon feedstocks |
CA002398476A CA2398476C (en) | 2000-02-10 | 2001-02-09 | Treatment of fluorocarbon feedstocks |
AU3399401A AU3399401A (en) | 2000-02-10 | 2001-02-09 | Treatment of fluorocarbon feedstocks |
BR0108216-7A BR0108216A (en) | 2000-02-10 | 2001-02-09 | Fluorocarbon Cargo Handling |
MXPA02007659A MXPA02007659A (en) | 2000-02-10 | 2001-02-09 | Treatment of fluorocarbon feedstocks. |
DE60139673T DE60139673D1 (en) | 2000-02-10 | 2001-02-09 | TREATMENT OF FLUORO CARBON FABRIC MATERIALS |
EP01906032A EP1263702B1 (en) | 2000-02-10 | 2001-02-09 | Treatment of fluorocarbon feedstocks |
US10/203,527 US7252744B2 (en) | 2000-02-10 | 2001-02-09 | Treatment of fluorocarbon feedstocks |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
ZA200000637 | 2000-02-10 | ||
ZA2000/0637 | 2000-02-10 |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2001058840A2 true WO2001058840A2 (en) | 2001-08-16 |
WO2001058840A3 WO2001058840A3 (en) | 2002-02-14 |
Family
ID=25588616
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/IB2001/000156 WO2001058840A2 (en) | 2000-02-10 | 2001-02-09 | Treatment of fluorocarbon feedstocks |
Country Status (14)
Country | Link |
---|---|
US (1) | US7252744B2 (en) |
EP (1) | EP1263702B1 (en) |
JP (1) | JP4792189B2 (en) |
KR (1) | KR100808979B1 (en) |
CN (1) | CN1273423C (en) |
AU (2) | AU2001233994B2 (en) |
BR (1) | BR0108216A (en) |
CA (1) | CA2398476C (en) |
DE (1) | DE60139673D1 (en) |
MX (1) | MXPA02007659A (en) |
PL (1) | PL202777B1 (en) |
RU (1) | RU2262501C2 (en) |
WO (1) | WO2001058840A2 (en) |
ZA (1) | ZA200206472B (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6919015B2 (en) | 2002-12-16 | 2005-07-19 | 3M Innovative Properties Company | Process for manufacturing fluoroolefins |
US8344190B2 (en) | 2008-10-01 | 2013-01-01 | 3M Innovative Properties Company | Process of making fluoroolefins by thermal decomposition of fluorinated materials |
WO2021165923A1 (en) | 2020-02-21 | 2021-08-26 | 3M Innovative Properties Company | Upcycling perfluoropolymers into fluorinated olefins |
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Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2419132B (en) * | 2004-10-04 | 2011-01-19 | C Tech Innovation Ltd | Method of production of fluorinated carbon nanostructures |
CN102095609B (en) * | 2010-11-18 | 2012-08-22 | 山西省电力公司电力科学研究院 | Smoke sampling and dewatering device |
KR101448449B1 (en) | 2014-01-13 | 2014-10-13 | 주식회사 테라텍 | Using a high-density plasma source perfluorocarbons redemption and harmful gas cracker |
CN108129253B (en) * | 2017-12-21 | 2020-05-12 | 上海微谱化工技术服务有限公司 | EPDM analysis method |
JP7223915B2 (en) | 2019-12-23 | 2023-02-16 | スリーエム イノベイティブ プロパティズ カンパニー | Method for producing fluoroolefins by pyrolysis of fluorinated ionomers |
CN115485256A (en) * | 2020-05-29 | 2022-12-16 | 日本瑞翁株式会社 | Process for producing monofluoromethane |
CN114288961A (en) * | 2021-12-08 | 2022-04-08 | 核工业西南物理研究院 | Device and method for reducing fluoride by thermal plasma |
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GB766324A (en) * | 1955-05-19 | 1957-01-23 | Du Pont | Improvements in the preparation of tetrafluorethylene |
US3555823A (en) * | 1967-11-17 | 1971-01-19 | Fairchild Hiller Corp | Solid propellant electric rocket |
GB2066227A (en) * | 1979-12-14 | 1981-07-08 | Denki Kagaku Kogyo Kk | Apparatus for producing carbon black |
EP0039517A1 (en) * | 1980-05-06 | 1981-11-11 | Kabushiki Kaisha Toshiba | Apparatus for treating powdery materials utilizing microwave plasma |
EP0093632A1 (en) * | 1982-04-30 | 1983-11-09 | Electricite De France | Process and device for heating a fluidized bed with an injection of plasma, and use in nitrogen oxide synthesis, in the gazification of substances containing carbon, and in ore reduction |
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US3622493A (en) * | 1968-01-08 | 1971-11-23 | Francois A Crusco | Use of plasma torch to promote chemical reactions |
CA943973A (en) | 1970-06-24 | 1974-03-19 | Farbwerke Hoechst Aktiengesellschaft Vormals Meister Lucius And Bruning | Process for the preparation of perfluorated compounds |
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-
2001
- 2001-02-09 RU RU2002122412/04A patent/RU2262501C2/en not_active IP Right Cessation
- 2001-02-09 US US10/203,527 patent/US7252744B2/en not_active Expired - Fee Related
- 2001-02-09 AU AU2001233994A patent/AU2001233994B2/en not_active Ceased
- 2001-02-09 CA CA002398476A patent/CA2398476C/en not_active Expired - Fee Related
- 2001-02-09 DE DE60139673T patent/DE60139673D1/en not_active Expired - Lifetime
- 2001-02-09 CN CNB018047599A patent/CN1273423C/en not_active Expired - Fee Related
- 2001-02-09 JP JP2001558392A patent/JP4792189B2/en not_active Expired - Fee Related
- 2001-02-09 AU AU3399401A patent/AU3399401A/en active Pending
- 2001-02-09 WO PCT/IB2001/000156 patent/WO2001058840A2/en active IP Right Grant
- 2001-02-09 MX MXPA02007659A patent/MXPA02007659A/en active IP Right Grant
- 2001-02-09 KR KR1020027010343A patent/KR100808979B1/en not_active IP Right Cessation
- 2001-02-09 PL PL363508A patent/PL202777B1/en not_active IP Right Cessation
- 2001-02-09 BR BR0108216-7A patent/BR0108216A/en active Search and Examination
- 2001-02-09 EP EP01906032A patent/EP1263702B1/en not_active Expired - Lifetime
-
2002
- 2002-08-13 ZA ZA200206472A patent/ZA200206472B/en unknown
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Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6919015B2 (en) | 2002-12-16 | 2005-07-19 | 3M Innovative Properties Company | Process for manufacturing fluoroolefins |
JP2006509831A (en) * | 2002-12-16 | 2006-03-23 | スリーエム イノベイティブ プロパティズ カンパニー | Method for producing fluoroolefin |
US7250540B2 (en) | 2002-12-16 | 2007-07-31 | 3M Innovative Properties Company | Process for manufacturing fluoroolefins |
US8344190B2 (en) | 2008-10-01 | 2013-01-01 | 3M Innovative Properties Company | Process of making fluoroolefins by thermal decomposition of fluorinated materials |
EP2346801B1 (en) * | 2008-10-01 | 2019-08-14 | 3M Innovative Properties Company | Process of making fluoroolefins by thermal decomposition of fluorinated materials |
WO2021165923A1 (en) | 2020-02-21 | 2021-08-26 | 3M Innovative Properties Company | Upcycling perfluoropolymers into fluorinated olefins |
US11795126B2 (en) | 2020-02-21 | 2023-10-24 | 3M Innovative Properties Company | Upcycling perfluoropolymers into fluorinated olefins |
Also Published As
Publication number | Publication date |
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JP2003522747A (en) | 2003-07-29 |
PL202777B1 (en) | 2009-07-31 |
CN1398248A (en) | 2003-02-19 |
ZA200206472B (en) | 2004-01-28 |
MXPA02007659A (en) | 2004-08-23 |
EP1263702B1 (en) | 2009-08-26 |
RU2002122412A (en) | 2004-01-10 |
EP1263702A2 (en) | 2002-12-11 |
DE60139673D1 (en) | 2009-10-08 |
CA2398476C (en) | 2009-11-24 |
AU2001233994B2 (en) | 2005-12-15 |
RU2262501C2 (en) | 2005-10-20 |
KR20020084124A (en) | 2002-11-04 |
CN1273423C (en) | 2006-09-06 |
WO2001058840A3 (en) | 2002-02-14 |
AU3399401A (en) | 2001-08-20 |
BR0108216A (en) | 2004-01-06 |
KR100808979B1 (en) | 2008-03-03 |
US20030114600A1 (en) | 2003-06-19 |
JP4792189B2 (en) | 2011-10-12 |
CA2398476A1 (en) | 2001-08-16 |
US7252744B2 (en) | 2007-08-07 |
PL363508A1 (en) | 2004-11-29 |
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